PMC accession number (PMCID) stringlengths 9 11 | IUPAC name stringlengths 1 1.64k | SMILES stringlengths 1 2.13k ⌀ | 1H NMR text stringlengths 1 4.67k ⌀ | 13C NMR text stringlengths 1 4.67k ⌀ | 1H NMR conditions stringlengths 1 475 ⌀ | 1H NMR chemical shifts stringlengths 1 3.91k ⌀ | 13C NMR conditions stringlengths 1 294 ⌀ | 13C NMR chemical shifts stringlengths 1 3.34k | Confidence in data given by large models float64 0 0.99 | PMID int64 0 38.6M | Article Citation stringlengths 16 114 | Journal Name stringclasses 889
values | Article publication time float64 1.99k 2.02k ⌀ | License stringclasses 7
values | LastUpdated (YYYY-MM-DD HH:MM:SS) stringdate 2021-01-04 16:02:54 2024-06-10 23:15:31 | Retracted stringclasses 2
values | source_row_index int64 0 226k | has_smiles bool 2
classes | has_h_nmr bool 2
classes | has_c_nmr bool 1
class |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
PMC1073692 | hydroxy-PP | null | 1H NMR (400 MHz, DMSO-d6) δ 9.69 (brs), 8.22 (1H, s), 7.33 (1H, dd, J = 7.5, 7.5 Hz), 7.05 (2H, m), 6.86 (1H, dd, J = 7.5, 2 Hz), 5.74 (s), 1.73 (9H, s) | 13C NMR (100 MHz, DMSO-d6) δ 158.1 (s), 157.8 (s), 154.6 (d), 153.8 (s), 141.7 (s), 134.5 (s), 130.2 (d), 118.9 (d), 115.6 (d), 115.0 (d), 98.5 (s), 59.6 (s), 28.7 (q) | 400 MHz, DMSO-d6 | 9.69 (brs), 8.22 (1H, s), 7.33 (1H, dd, J = 7.5, 7.5 Hz), 7.05 (2H, m), 6.86 (1H, dd, J = 7.5, 2 Hz), 5.74 (s), 1.73 (9H, s) | 100 MHz, DMSO-d6 | 158.1, 157.8, 154.6, 153.8, 141.7, 134.5, 130.2, 118.9, 115.6, 115.0, 98.5, 59.6, 28.7 | 0.480605 | 15,799,708 | PLoS Biol. 2005 May 5; 3(5):e128 | PLoS Biol | 2,005 | CC BY | 2021-01-05 08:21:21 | no | 0 | false | true | true |
PMC1262691 | (1R, αR)-1, (1R, αS)-1, (1S, αR)-1, and (1S, αS)-1 | null | 1H NMR (CDCl3, 300 MHz) δ/ppm 1.02 (d, J = 6.6 Hz, 3H, CH(Ph)CH3), 4.48 (quintet, J = 7 Hz, 1H, CH(Ph)CH3), 5.27 (d, J = 8.1 Hz, 1H, NH), 7.07–8.06 (m, 17H, aromatic H) | 13C NMR (CDCl3, 75.4 MHz) δ/ppm 21.88 (CH3), 50.36 (CH(Ph)CH3), 122.45, 123.51, 125.43, 125.69, 126.08, 126.48, 126.60, 127.10, 127.24, 127.91, 128.18, 128.37, 128.53, 129.40, 131.40, 133.30, 133.41, 142.98, and 147.20 (aromatic Cs), 153.91 (C = O) | CDCl3, 300 MHz | 1.02 (d, J = 6.6 Hz, 3H, CH(Ph)CH3), 4.48 (quintet, J = 7 Hz, 1H, CH(Ph)CH3), 5.27 (d, J = 8.1 Hz, 1H, NH), 7.07–8.06 (m, 17H, aromatic H) | CDCl3, 75.4 MHz | 21.88, 50.36, 122.45, 123.51, 125.43, 125.69, 126.08, 126.48, 126.60, 127.10, 127.24, 127.91, 128.18, 128.37, 128.53, 129.40, 131.40, 133.30, 133.41, 142.98, 147.20, 153.91 | 0.723557 | 16,176,589 | BMC Biochem. 2005 Sep 22; 6:17 | BMC Biochem | 2,005 | CC BY | 2021-01-04 16:26:24 | no | 1 | false | true | true |
PMC1274306 | 7-(4-bromo-n-butoxy)naringenin | O=C1CC(C2=CC=C(O)C=C2)OC3=C1C(O)=CC(O)(OCCCCBr)=C3 | 1H NMR (acetone-d6, 250 MHz) δ 1.86–1.97 (m, 2H), 2.00–2.09 (m, 2H), 2.74 (dd, J = 17.0, 3.0 Hz, 1H), 3.19 (dd, J = 17.0, 12.8 Hz, 1H), 3.57 (t, J = 6.5 Hz, 2H), 4.11 (t, J = 6.3 Hz, 2H), 5.46 (d, J = 12.5 Hz, 1H), 6.03 (s, 1H), 6.04 (s, 1H), 6.89 (d, J = 8.3 Hz, 2H), 7.38 (d, J = 8.3 Hz, 2H), 8.48 (s, 1H), 12.11 (s, 1... | 13C NMR (acetone-d6, 62.9 MHz) δ 28.34, 30.18, 34.27, 43.46, 68.38, 79.98, 94.94, 95.88, 103.72, 116.17, 128.99, 130.67, 158.68, 164.15, 164.95, 168.09, 197.53 | acetone-d6, 250 MHz | 1.86–1.97 (m, 2H), 2.00–2.09 (m, 2H), 2.74 (dd, J = 17.0, 3.0 Hz, 1H), 3.19 (dd, J = 17.0, 12.8 Hz, 1H), 3.57 (t, J = 6.5 Hz, 2H), 4.11 (t, J = 6.3 Hz, 2H), 5.46 (d, J = 12.5 Hz, 1H), 6.03 (s, 1H), 6.04 (s, 1H), 6.89 (d, J = 8.3 Hz, 2H), 7.38 (d, J = 8.3 Hz, 2H), 8.48 (s, 1H), 12.11 (s, 1H) | acetone-d6, 62.9 MHz | 28.34, 30.18, 34.27, 43.46, 68.38, 79.98, 94.94, 95.88, 103.72, 116.17, 128.99, 130.67, 158.68, 164.15, 164.95, 168.09, 197.53 | 0.949671 | 16,216,122 | BMC Chem Biol. 2005 Oct 10; 5:3 | BMC Chem Biol | 2,005 | CC BY | 2021-01-04 16:30:50 | no | 2 | true | true | true |
PMC1310531 | cytidine | OC[C@@H]1[C@H]([C@H]([C@H](N2C(N=C(C=C2)N)=O)O1)O)O | The 1H NMR signal of H-6 (Fig. 4) showed 13C coupling satellites indicating a 13C abundance of 1.2 mol% for the [6-13C1]-isotopolog, i.e. 0.1 mol% excess over the natural 13C abundance of 1.1 mol% (see filled circle in Fig. 2) | The 13C NMR signals of C-4 and C-5 in the pyrimidine ring of cytidine (1) also showed 13C13C satellites. The quantitative analysis revealed the presence of a [4,5-13C2]-isotopolog at a molar abundance of 0.1 mol% (Fig. 2) which was significantly above the natural abundance level (0.01 mol%). Moreover, the 1H NMR signal... | null | null | null | 4, 5 | 0.000458 | 16,285,881 | BMC Biochem. 2005 Nov 14; 6:24 | BMC Biochem | 2,005 | CC BY | 2021-01-04 16:26:24 | no | 3 | true | false | true |
PMC1310531 | alanine | N[C@@H](C)C(O)=O | null | The 13C NMR signals of alanine (4) were characterized by intense satellite signals due to couplings between adjacent 13C atoms. The signal for C-2 showed a doublet indicating coupling to 13C-3, as well as a double-doublet indicating simultaneous coupling to 13C-3 and 13C-1 | null | null | null | 2,3-13C2, U-13C3 | 0.002756 | 16,285,881 | BMC Biochem. 2005 Nov 14; 6:24 | BMC Biochem | 2,005 | CC BY | 2021-01-04 16:26:24 | no | 4 | true | false | true |
PMC1310531 | [15N]phenylalanine | null | null | The 13C NMR signals for C-2 and C-3 were accompanied by up-field shifted satellite signals due to 15N isotope shifts. The sizes of the isotope shifts for C-2 and C-3 (50.9 ppb and 37.6 ppb, respectively) as well as the 13C15N coupling constant of 3.7 Hz (1JCN) were in accordance with published values [5,6] | null | null | null | 50.9, 37.6, 3.7 | 0.092786 | 16,285,881 | BMC Biochem. 2005 Nov 14; 6:24 | BMC Biochem | 2,005 | CC BY | 2021-01-04 16:26:24 | no | 5 | false | false | true |
PMC1399459 | 3-Acetyl-5-nitrohexanoic acid methyl ester | CC([N+]([O-])=O)CC(C(C)=O)CC(OC)=O | 1H NMR (300 MHz, CDCl3) δ 1.55 (d, 3H, J = 6.7 Hz), 2.29 (s, 3H), 2.37–2.79 (2 m, 4 H), 2.92 (m, 1H), 3.67 (s, 3H), 4.55 (m, 1H) | 13C NMR (75 MHz, CDCl3) δ 19.8, 29.8, 34.4, 36.2, 44.7, 52.0, 81.6, 171.4, 208.4 | 300 MHz, CDCl3 | 1.55 (d, 3H, J = 6.7 Hz), 2.29 (s, 3H), 2.37–2.79 (2 m, 4 H), 2.92 (m, 1H), 3.67 (s, 3H), 4.55 (m, 1H) | 75 MHz, CDCl3 | 19.8, 29.8, 34.4, 36.2, 44.7, 52.0, 81.6, 171.4, 208.4 | 0.941618 | 16,542,022 | Beilstein J Org Chem. 2005 Oct 7; 1:11 | Beilstein J Org Chem | 2,005 | CC BY | 2021-02-20 23:14:50 | no | 6 | true | true | true |
PMC1399459 | 3-Acetyl-5-oxohexanoic acid methyl ester | CC(CC(C(C)=O)CC(OC)=O)=O | 1H NMR (300 MHz, CDCl3) δ 2.15 (s, 3H), 2.28 (s, 3H), 2.43; 2.65 (ABd, 2H, JAB = 16.5 Hz, JA-H = 7 Hz, JB-H = 6.6 Hz), 2.60; 2.93 (ABd, 2H, JAB = 18.1 Hz, JA-H = 8 Hz, JB-H = 5.5 Hz), 3.36 (m, 1H), 3.67 (s, 3H) | 13C NMR (75 MHz, CDCl3) δ 29.2, 29.8, 35.0, 42.9, 44.4, 51.9, 172.0, 206.2, 209.5 | 300 MHz, CDCl3 | 2.15 (s, 3H), 2.28 (s, 3H), 2.43; 2.65 (ABd, 2H, JAB = 16.5 Hz, JA-H = 7 Hz, JB-H = 6.6 Hz), 2.60; 2.93 (ABd, 2H, JAB = 18.1 Hz, JA-H = 8 Hz, JB-H = 5.5 Hz), 3.36 (m, 1H), 3.67 (s, 3H) | 75 MHz, CDCl3 | 29.2, 29.8, 35.0, 42.9, 44.4, 51.9, 172.0, 206.2, 209.5 | 0.901676 | 16,542,022 | Beilstein J Org Chem. 2005 Oct 7; 1:11 | Beilstein J Org Chem | 2,005 | CC BY | 2021-02-20 23:14:50 | no | 7 | true | true | true |
PMC1399459 | 4-Benzyl-3-methylcyclopent-2-enone | CC(C(CC1=CC=CC=C1)C2)=CC2=O | 1H NMR (300 MHz, CDCl3) δ 2.09 (s, 3H), 2.26–2.59 (m, 2H), 2.71 (m, 1H), 3.21 (m, 2H), 5.92 (s, 1H), 7.17–7.28 (m, 5H) | 13C NMR (75 MHz, CDCl3) δ 19.4, 37.0, 39.0, 48.0, 126.3, 128.4, 128.8, 129.8, 139.6, 177.6, 211.0 | 300 MHz, CDCl3 | 2.09 (s, 3H), 2.26–2.59 (m, 2H), 2.71 (m, 1H), 3.21 (m, 2H), 5.92 (s, 1H), 7.17–7.28 (m, 5H) | 75 MHz, CDCl3 | 19.4, 37.0, 39.0, 48.0, 126.3, 128.4, 128.8, 129.8, 139.6, 177.6, 211.0 | 0.970725 | 16,542,022 | Beilstein J Org Chem. 2005 Oct 7; 1:11 | Beilstein J Org Chem | 2,005 | CC BY | 2021-02-20 23:14:50 | no | 8 | true | true | true |
PMC1479381 | 2- [2-(2-Bromoethoxy)-2-oxoethyl]-5-nitrobenzoic acid | O=C(O)C1=CC([N+]([O-])=O)=CC=C1CC(OCCBr)=O | 1H NMR: δ 3.50 (t, 2H, J = 5.96 Hz) 4.21 (s, 2H) 4.43 (t, 2H, J = 6.06 Hz) 7.51 (d, 1H, J = 8.34 Hz) 8.39 (dd, 1H, J = 2.59 Hz, 8.39 Hz) 8.98 (d, J = 2.39 Hz) | 13C NMR: δ 28.40, 40.13, 64.17, 126.24, 126.45, 130.97, 133.32, 142.59, 146.84, 167.46, 169.63 | null | 3.50 (t, 2H, J = 5.96 Hz), 4.21 (s, 2H), 4.43 (t, 2H, J = 6.06 Hz), 7.51 (d, 1H, J = 8.34 Hz), 8.39 (dd, 1H, J = 2.59 Hz, 8.39 Hz), 8.98 (d, J = 2.39 Hz) | null | 28.40, 40.13, 64.17, 126.24, 126.45, 130.97, 133.32, 142.59, 146.84, 167.46, 169.63 | 0.60075 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 9 | true | true | true |
PMC1479381 | 2- [2-(3-Bromopropoxy)-2-oxoethyl]-5-nitrobenzoic acid | O=C(O)C1=CC([N+]([O-])=O)=CC=C1CC(OCCCBr)=O | 1H NMR: δ 2.19 (m, 2H) 3.44 (t, 2H, J = 6.56 Hz) 4.18 (s, 2H) 4.28 (t, 2H, J = 5.96 Hz) 7.51 (d, 1H, J = 8.34 Hz) 8.39 (dd, 1H, J = 2.39 Hz, 8.35 Hz) 8.98 (d, 1H, J = 2.18 Hz) 9.78 (br s, 1H) | 13C NMR: δ 29.18, 31.58, 40.51, 63.12, 126.84, 127.52, 129.77, 143.37, 147.47, 169.92, 170.05 | null | 2.19 (m, 2H), 3.44 (t, 2H, J = 6.56 Hz), 4.18 (s, 2H), 4.28 (t, 2H, J = 5.96 Hz), 7.51 (d, 1H, J = 8.34 Hz), 8.39 (dd, 1H, J = 2.39 Hz, 8.35 Hz), 8.98 (d, 1H, J = 2.18 Hz), 9.78 (br s, 1H) | null | 29.18, 31.58, 40.51, 63.12, 126.84, 127.52, 129.77, 143.37, 147.47, 169.92, 170.05 | 0.567413 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 10 | true | true | true |
PMC1479381 | 2- [2-(2-Bromoethoxy)-2-oxoethyl]benzoic acid | O=C(O)C1=CC=CC=C1CC(OCCBr)=O | 1H NMR: δ 3.50 (t, 2H, J = 6.25 Hz) 4.07 (s, 2H) 4.40 (t, 2H, J = 6.25 Hz) 7.27 (d, 1H, J = 7.75 Hz) 7.45 (t, 1H, J = 7.55 Hz) 7.54 (td, 1H, J = 1.39 Hz, 7.55 Hz) 8.14 (d, 1H, J = 7.74 Hz) | 13C NMR: δ 28.50, 40.68, 64.08, 127.65, 128.32, 131.95, 132.43, 133.35, 136.40, 170.86, 172.43 | null | 3.50 (t, 2H, J = 6.25 Hz), 4.07 (s, 2H), 4.40 (t, 2H, J = 6.25 Hz), 7.27 (d, 1H, J = 7.75 Hz), 7.45 (t, 1H, J = 7.55 Hz), 7.54 (td, 1H, J = 1.39 Hz, 7.55 Hz), 8.14 (d, 1H, J = 7.74 Hz) | null | 28.50, 40.68, 64.08, 127.65, 128.32, 131.95, 132.43, 133.35, 136.40, 170.86, 172.43 | 0.63667 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 11 | true | true | true |
PMC1479381 | 2- [2-(3-Bromopropoxy)-2-oxoethyl]benzoic acid | O=C(O)C1=CC=CC=C1CC(OCCCBr)=O | 1H NMR: δ 2.16 (m, 2H, J = 6.31 Hz) 3.42 (t, 2H, J = 6.55 Hz) 4.05 (s, 2H) 4.24 (t, 2H, J = 5.96 Hz) 7.27 (d, 1H, J = 7.55 Hz) 7.40 (t, 1H, J = 7.65 Hz) 7.54 (td, 1H, J = 1.2, 7.35 Hz) 8.14 (dd, 1H, J = 0.99, 7.74 Hz) | 13C NMR: δ 29.50, 31.80, 40.80, 62.52, 127.60, 128.35, 131.91, 132.41, 133.35, 136.86, 171.17, 172.47 | null | 2.16 (m, 2H, J = 6.31 Hz), 3.42 (t, 2H, J = 6.55 Hz), 4.05 (s, 2H), 4.24 (t, 2H, J = 5.96 Hz), 7.27 (d, 1H, J = 7.55 Hz), 7.40 (t, 1H, J = 7.65 Hz), 7.54 (td, 1H, J = 1.2, 7.35 Hz), 8.14 (dd, 1H, J = 0.99, 7.74 Hz) | null | 29.50, 31.80, 40.80, 62.52, 127.60, 128.35, 131.91, 132.41, 133.35, 136.86, 171.17, 172.47 | 0.436206 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 12 | true | true | true |
PMC1479381 | 2- [2-(4-Bromobutoxy)-2-oxoethyl]benzoic acid | O=C(O)C1=CC=CC=C1CC(OCCCCBr)=O | 1H NMR: δ 1.79 (m, 2H) 1.87 (m, 2H) 3.38 (t, 2H, J = 6.45 Hz) 4.04 (s, 2H) 4.13 (t, 2H, J = 6.15 Hz) 7.27 (d, 1H, J = 7.55 Hz) 7.39 (t, 2H, J = 7.65 Hz) 7.54 (td, 1H, J = 1.4, 7.55 Hz) 8.13 (dd, 1H, J = 1.19, 7.74 Hz) | 13C NMR: δ 27.33, 29.32, 33.19, 63.85, 127.56, 128.41, 131.88, 132.42, 133.33, 136.77, 171.32, 172.58 | null | 1.79 (m, 2H), 1.87 (m, 2H), 3.38 (t, 2H, J = 6.45 Hz), 4.04 (s, 2H), 4.13 (t, 2H, J = 6.15 Hz), 7.27 (d, 1H, J = 7.55 Hz), 7.39 (t, 2H, J = 7.65 Hz), 7.54 (td, 1H, J = 1.4, 7.55 Hz), 8.13 (dd, 1H, J = 1.19, 7.74 Hz) | null | 27.33, 29.32, 33.19, 63.85, 127.56, 128.41, 131.88, 132.42, 133.33, 136.77, 171.32, 172.58 | 0.496514 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 13 | true | true | true |
PMC1479381 | 3-(2-Bromoethoxy)-4-chloro-7-nitro-1H-isochromen-1-one | O=C1C2=C(C=CC([N+]([O-])=O)=C2)C(Cl)=C(OCCBr)O1 | 1H NMR: δ 3.67 (t, 2H, J = 6.16 Hz) 4.74 (t, 2H, J = 6.06 Hz) 7.86 (d, 1H, J = 8.94 Hz) 8.53 (dd, 1H, J = 2.39 Hz, 8.94 Hz) 9.03 (d, 1H, J = 2.38 Hz) | 13C NMR: δ 27.72, 69.63, 90.86, 117.17, 123.81, 126.32, 129.82, 142.71, 145.47, 154.77, 157.06 | null | 3.67 (t, 2H, J = 6.16 Hz), 4.74 (t, 2H, J = 6.06 Hz), 7.86 (d, 1H, J = 8.94 Hz), 8.53 (dd, 1H, J = 2.39 Hz, 8.94 Hz), 9.03 (d, 1H, J = 2.38 Hz) | null | 27.72, 69.63, 90.86, 117.17, 123.81, 126.32, 129.82, 142.71, 145.47, 154.77, 157.06 | 0.680596 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 14 | true | true | true |
PMC1479381 | 3-(3-Bromopropoxy)-4-chloro-7-nitro-1H-isochromen-1-one | O=C1C2=C(C=CC([N+]([O-])=O)=C2)C(Cl)=C(OCCCBr)O1 | 1H NMR: δ 2.37 (m, 2H) 3.59 (t, 2H, J = 6.26 Hz) 4.61 (t, 2H, J = 5.86 Hz) 7.81 (d, 1H, J = 8.94 Hz) 8.50 (dd, 1H, J = 2.09 Hz, 8.84 Hz) 8.99 (d, 1H, J = 1.79 Hz) | 13C NMR: δ 28.49, 31.92, 68.56, 90.46, 116.93, 123.52, 126.22, 129.68, 142.77, 145.77, 155.34, 157.18 | null | 2.37 (m, 2H), 3.59 (t, 2H, J = 6.26 Hz), 4.61 (t, 2H, J = 5.86 Hz), 7.81 (d, 1H, J = 8.94 Hz), 8.50 (dd, 1H, J = 2.09 Hz, 8.84 Hz), 8.99 (d, 1H, J = 1.79 Hz) | null | 28.49, 31.92, 68.56, 90.46, 116.93, 123.52, 126.22, 129.68, 142.77, 145.77, 155.34, 157.18 | 0.616141 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 15 | true | true | true |
PMC1479381 | 3-(2-Bromoethoxy)-4-chloro-1H-isochromen-1-one | O=C1C2=C(C=CC=C2)C(Cl)=C(OCCBr)O1 | 1H NMR: δ 3.65 (t, 2H, J = 6.35 Hz) 4.64 (t, 2H, J = 6.35 Hz) 7.41 (t, 1H, J = 7.15 Hz) 7.74 (m, 2H) 8.20 (d, 1H, J = 7.75 Hz) | 13C NMR: δ 28.07, 69.37, 92.09, 117.53, 122.47, 126.55, 130.06, 135.62, 137.35, 152.08, 159.01 | null | 3.65 (t, 2H, J = 6.35 Hz), 4.64 (t, 2H, J = 6.35 Hz), 7.41 (t, 1H, J = 7.15 Hz), 7.74 (m, 2H), 8.20 (d, 1H, J = 7.75 Hz) | null | 28.07, 69.37, 92.09, 117.53, 122.47, 126.55, 130.06, 135.62, 137.35, 152.08, 159.01 | 0.664702 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 16 | true | true | true |
PMC1479381 | 3-(3-Bromopropoxy)-4-chloro-1H-isochromen-1-one | O=C1C2=C(C=CC=C2)C(Cl)=C(OCCCBr)O1 | 1H NMR: δ 2.33 (m, 2H) 3.60 (t, 2H, J = 6.35 Hz) 4.51 (t, 2H, J = 5.76 Hz) 7.40 (t, 1H, J = 6.75 Hz) 7.72 (m, 2H) 8.19 (d, 1H, J = 7.94 Hz) | 13C NMR: δ 28.88, 32.26, 68.28, 91.91, 117.58, 122.39, 126.43, 130.12, 135.62, 137.57, 152.74, 159.33 | null | 2.33 (m, 2H), 3.60 (t, 2H, J = 6.35 Hz), 4.51 (t, 2H, J = 5.76 Hz), 7.40 (t, 1H, J = 6.75 Hz), 7.72 (m, 2H), 8.19 (d, 1H, J = 7.94 Hz) | null | 28.88, 32.26, 68.28, 91.91, 117.58, 122.39, 126.43, 130.12, 135.62, 137.57, 152.74, 159.33 | 0.621532 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 17 | true | true | true |
PMC1479381 | 3-(4-Bromobutoxy)-4-chloro-1H-isochromen-1-one | O=C1C2=C(C=CC=C2)C(Cl)=C(OCCCCBr)O1 | 1H NMR: δ 1.98 (m, 2H) 2.06 (m, 2H) 3.48 (t, 2H, J = 6.25 Hz) 4.40 (t, 2H, J = 5.96 Hz) 7.38 (td, 1H, J = 1.59 Hz, 7.50 Hz) 7.70 (m, 2H) 8.17 (d, 1H, J = 7.55 Hz) | 13C NMR: δ 27.33, 29.32, 33.12, 40.80, 63.81, 127.55, 128.41. 131.86, 132.38, 133.30, 136.76, 171.26, 172.29 | null | 1.98 (m, 2H), 2.06 (m, 2H), 3.48 (t, 2H, J = 6.25 Hz), 4.40 (t, 2H, J = 5.96 Hz), 7.38 (td, 1H, J = 1.59 Hz, 7.50 Hz), 7.70 (m, 2H), 8.17 (d, 1H, J = 7.55 Hz) | null | 27.33, 29.32, 33.12, 40.80, 63.81, 127.55, 128.41, 131.86, 132.38, 133.30, 136.76, 171.26, 172.29 | 0.399901 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 18 | true | true | true |
PMC1479381 | 2- [2-(4-Chloro-1-oxo-1H-isochromen-3-yloxy)ethyl]isothiourea hydrobromide | N=C(N)SCCOC(OC1=O)=C(Cl)C2=C1C=CC=C2.[H]Br | 1H NMR: (DMSO-d6) δ 3.65 (t, 2H, J = 5.66 Hz) 4.58 (t, 2H, J = 5.67 Hz) 7.53 (t, 1H, J = 7.65 Hz) 7.69 (d, 1H, J = 8.14 Hz) 7.92 (t, 1H, J = 7.05 Hz) 8.13 (d, 1H, J = 7.75 Hz) 9.15 (br s, 4H) | 13C NMR: δ 29.73, 68.11, 90.48, 117.18, 121.72, 126.70, 129.48, 135.99, 136.56, 152.18, 158.35, 169.11 | DMSO-d6 | 3.65 (t, 2H, J = 5.66 Hz), 4.58 (t, 2H, J = 5.67 Hz), 7.53 (t, 1H, J = 7.65 Hz), 7.69 (d, 1H, J = 8.14 Hz), 7.92 (t, 1H, J = 7.05 Hz), 8.13 (d, 1H, J = 7.75 Hz), 9.15 (br s, 4H) | null | 29.73, 68.11, 90.48, 117.18, 121.72, 126.70, 129.48, 135.99, 136.56, 152.18, 158.35, 169.11 | 0.607368 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 19 | true | true | true |
PMC1479381 | 2- [3-(4-Chloro-1-oxo-1H-isochromen-3-yloxy)propyl]isothiourea hydrobromide | N=C(N)SCCCOC(OC1=O)=C(Cl)C2=C1C=CC=C2.[H]Br | 1H NMR: (DMSO-d6) 2.21 (m, 2H) 3.40 (t, 2H, J = 7.18 Hz) 4.55 (t, 2H, J = 6.11 Hz) 7.62 (td, 1H, J = 0.95, 7.60 Hz) 7.79 (d, 1H, J = 7.70 Hz) 8.02 (td, 1H, J = 1.23, 7.70 Hz) 8.23 (dd, 1H, J = 1.25, 7.50 Hz) 10.09 (br s, 4H) | 13C NMR: δ 26.66, 28.53, 68.68, 90.43, 117.13, 121.66, 126.59, 129.47, 135.96, 136.66, 152.63, 158.53, 169.36 | DMSO-d6 | 2.21 (m, 2H), 3.40 (t, 2H, J = 7.18 Hz), 4.55 (t, 2H, J = 6.11 Hz), 7.62 (td, 1H, J = 0.95, 7.60 Hz), 7.79 (d, 1H, J = 7.70 Hz), 8.02 (td, 1H, J = 1.23, 7.70 Hz), 8.23 (dd, 1H, J = 1.25, 7.50 Hz), 10.09 (br s, 4H) | null | 26.66, 28.53, 68.68, 90.43, 117.13, 121.66, 126.59, 129.47, 135.96, 136.66, 152.63, 158.53, 169.36 | 0.599596 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 20 | true | true | true |
PMC1479381 | 2- [4-(4-Chloro-1-oxo-1H-isochromen-3-yloxy)butyl]isothiourea hydrobromide | N=C(N)SCCCCOC(OC1=O)=C(Cl)C2=C1C=CC=C2.[H]Br | 1H NMR: (DMSO-d6) δ 1.82 (br s, 4H) 3.24 (t, 2H, J = 6.45 Hz) 4.39 (t, 2H, J = 5.75 Hz) 7.50 (t, 1H, J = 7.45 Hz) 7.65 (d, 1H, 7.45 Hz) 7.89 (t, 1H, J = 7.25 Hz) 8.09 (d, 1H, J = 7.75 Hz) 9.07 (br s, 4H) | 13C NMR: δ 24.92, 27.35, 29.59, 69.96, 90.20, 116.95, 121.56, 126.48, 129.45, 135.94, 136.73, 152.80, 158.59, 169.56 | DMSO-d6 | 1.82 (br s, 4H), 3.24 (t, 2H, J = 6.45 Hz), 4.39 (t, 2H, J = 5.75 Hz), 7.50 (t, 1H, J = 7.45 Hz), 7.65 (d, 1H, 7.45 Hz), 7.89 (t, 1H, J = 7.25 Hz), 8.09 (d, 1H, J = 7.75 Hz), 9.07 (br s, 4H) | null | 24.92, 27.35, 29.59, 69.96, 90.20, 116.95, 121.56, 126.48, 129.45, 135.94, 136.73, 152.80, 158.59, 169.56 | 0.446285 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 21 | true | true | true |
PMC1479381 | 7-Amino-3-(2-bromoethoxy)-4-chloro-1H-isochromen-1-one | O=C1C2=C(C=CC(N)=C2)C(Cl)=C(OCCBr)O1 | 1H NMR: δ 3.63 (t, 2H, J = 6.46 Hz) 3.95 (br s, 2H) 4.56 (t, 2H, J = 6.36 Hz) 7.10 (dd, 1H, J = 2.58 Hz, 8.54 Hz) 7.43 (d, 1H, J = 2.58 Hz) 7.54 (d, 1H, J = 8.74 Hz) | 13C NMR: δ 28.18, 69.87, 93.59, 113.09, 119.21, 123.54, 124.04, 128.24, 145.63, 149.90, 159.47 | null | 3.63 (t, 2H, J = 6.46 Hz), 3.95 (br s, 2H), 4.56 (t, 2H, J = 6.36 Hz), 7.10 (dd, 1H, J = 2.58 Hz, 8.54 Hz), 7.43 (d, 1H, J = 2.58 Hz), 7.54 (d, 1H, J = 8.74 Hz) | null | 28.18, 69.87, 93.59, 113.09, 119.21, 123.54, 124.04, 128.24, 145.63, 149.90, 159.47 | 0.637429 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 22 | true | true | true |
PMC1479381 | 7-Amino-3-(3-bromopropoxy)-4-chloro-1H-isochromen-1-one | O=C1C2=C(C=CC(N)=C2)C(Cl)=C(OCCCBr)O1 | 1H NMR (DMSO-d6) δ 2.29 (m, 2H) 3.60 (t, 2H, J = 6.36 Hz) 4.42 (t, 2H, J = 5.76 Hz) 7.09 (dd, 1H, J = 2.09 Hz, 8.44 Hz) 7.42 (d, 1H, J = 1.99 Hz) 7.51 (d, 1H, J = 8.54 Hz) | 13C NMR: δ 29.11, 32.36, 68.71, 93.35, 113.11, 119.17, 123.58, 123.91, 128.42, 145.56, 150.49, 159.74 | DMSO-d6 | 2.29 (m, 2H), 3.60 (t, 2H, J = 6.36 Hz), 4.42 (t, 2H, J = 5.76 Hz), 7.09 (dd, 1H, J = 2.09 Hz, 8.44 Hz), 7.42 (d, 1H, J = 1.99 Hz), 7.51 (d, 1H, J = 8.54 Hz) | null | 29.11, 32.36, 68.71, 93.35, 113.11, 119.17, 123.58, 123.91, 128.42, 145.56, 150.49, 159.74 | 0.577329 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 23 | true | true | true |
PMC1479381 | 2- [2-(7-amino-4-chloro-1-oxo-1H-isochromen-3-yloxy)ethyl]isothiourea hydrobromide | N=C(N)SCCOC(OC1=O)=C(Cl)C2=C1C=C(N)C=C2.[H]Br | 1H NMR: (DMSO-d6) δ 3.59 (br s, 2H) 4.47 (br s, 2H) 5.81 (br s, 2H) 7.21 (d, 1H, J = 8.94 Hz) 7.26 (s, 1H) 7.44 (br d, 1H) 9.11 (br s, 4H) | 13C NMR: δ 29.73, 68.11, 90.48, 117.18, 121.72, 126.70, 129.48, 135.99, 136.56, 152.18, 158.35, 169.11 | DMSO-d6 | 3.59 (br s, 2H), 4.47 (br s, 2H), 5.81 (br s, 2H), 7.21 (d, 1H, J = 8.94 Hz), 7.26 (s, 1H), 7.44 (br d, 1H), 9.11 (br s, 4H) | null | 29.73, 68.11, 90.48, 117.18, 121.72, 126.70, 129.48, 135.99, 136.56, 152.18, 158.35, 169.11 | 0.627578 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 24 | true | true | true |
PMC1479381 | 2- [3-(7-Amino-4-chloro-1-oxo-1H-isochromen-3-yloxy)propyl]isothiourea hydrobromide | N=C(N)SCCCOC(OC1=O)=C(Cl)C2=C1C=C(N)C=C2.[H]Br | 1H NMR: (DMSO-d6) δ 2.07 (br s, 2H) 3.30 (br s, 2H) 4.32 (br s, 2H) 7.16 (d, 1H, J = 7.94 Hz) 7.26 (s, 1H) 7.41 (d, 1H, J = 7.95 Hz) 9.05 (br s, 4H) | 13C NMR: δ 26.73, 28.35, 69.26, 92.87, 110.88, 118.81, 122.84, 123.11, 124.66, 148.23, 149.41, 159.06, 169.37 | DMSO-d6 | 2.07 (br s, 2H), 3.30 (br s, 2H), 4.32 (br s, 2H), 7.16 (d, 1H, J = 7.94 Hz), 7.26 (s, 1H), 7.41 (d, 1H, J = 7.95 Hz), 9.05 (br s, 4H) | null | 26.73, 28.35, 69.26, 92.87, 110.88, 118.81, 122.84, 123.11, 124.66, 148.23, 149.41, 159.06, 169.37 | 0.628242 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 25 | true | true | true |
PMC1479381 | N- [3-(2-Bromoethoxy)-4-chloro-1-oxo-1H-isochromen-7-yl]benzamide | O=C(NC1=CC2=C(C=C1)C(Cl)=C(OCCBr)OC2=O)C3=CC=CC=C3 | 1H NMR: (DMSO-d6) δ 3.83 (t, 2H, J = 5.46 Hz) 4.65 (t, 2H, J = 5.46 Hz) 7.56 (m, 3H) 7.71 (d, 1H, J = 8.93 Hz) 7.99 (d, 2H, J = 8.15) 8.29 (dd, 1H, J = 2.39 Hz, 8.74 Hz) 8.68 (d, 1H, J = 2.18 Hz) 10.63 (s, 1H) | 13C NMR: δ 30.49, 69.98, 91.08, 117.64, 119.23, 122.38, 127.52, 127.86, 128.20, 131.62, 131.90, 134.12, 137.90, 151.40, 158.35, 165.43 | DMSO-d6 | 3.83 (t, 2H, J = 5.46 Hz), 4.65 (t, 2H, J = 5.46 Hz), 7.56 (m, 3H), 7.71 (d, 1H, J = 8.93 Hz), 7.99 (d, 2H, J = 8.15), 8.29 (dd, 1H, J = 2.39 Hz, 8.74 Hz), 8.68 (d, 1H, J = 2.18 Hz), 10.63 (s, 1H) | null | 30.49, 69.98, 91.08, 117.64, 119.23, 122.38, 127.52, 127.86, 128.20, 131.62, 131.90, 134.12, 137.90, 151.40, 158.35, 165.43 | 0.612545 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 26 | true | true | true |
PMC1479381 | N- [3-(3-Bromopropoxy)-4-chloro-1-oxo-1H-isochromen-7-yl]benzamide | O=C(NC1=CC2=C(C=C1)C(Cl)=C(OCCCBr)OC2=O)C3=CC=CC=C3 | 1H NMR: (DMSO-d6) δ 2.28 (m, 2H) 3.66 (t, 2H, J = 6.56 Hz) 4.44 (t, 2H, J = 5.96 Hz) 7.55 (m, 3H) 7.68 (d, 1H, J = 8.74 Hz) 7.98 (d, 6.56 Hz) 8.25 (dd, 1H, J = 1.99 Hz, 8.74 Hz) 8.66 (d, 1H, J = 1.98 Hz) 10.62 (s, 1H) | 13C NMR: δ 30.74, 32.09, 69.13, 91.36, 118.01, 119.74, 122.80, 127.88, 128.43, 128.67, 133.10, 132.46, 134.47, 138.15, 152.20, 158.95, 165.96 | DMSO-d6 | 2.28 (m, 2H), 3.66 (t, 2H, J = 6.56 Hz), 4.44 (t, 2H, J = 5.96 Hz), 7.55 (m, 3H), 7.68 (d, 1H, J = 8.74 Hz), 7.98 (d, 6.56 Hz), 8.25 (dd, 1H, J = 1.99 Hz, 8.74 Hz), 8.66 (d, 1H, J = 1.98 Hz), 10.62 (s, 1H) | null | 30.74, 32.09, 69.13, 91.36, 118.01, 119.74, 122.80, 127.88, 128.43, 128.67, 133.10, 132.46, 134.47, 138.15, 152.20, 158.95, 165.96 | 0.558359 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 27 | true | true | true |
PMC1479381 | 2- [2-(7-Benzamido-4-chloro-1-oxo-1H-isochromen-3-yloxy)ethyl]isothiourea hydrobromide | N=C(N)SCCOC(OC1=O)=C(Cl)C2=C1C=C(NC(C3=CC=CC=C3)=O)C=C2.[H]Br | 1H NMR: (DMSO-d6) δ 3.68 (br s, 2H) 4.60 (br s, 2H) 7.59 (m, 3H) 7.74 (d, 1H, J = 8.54 Hz) 8.03 (d, 2H, J = 6.75 Hz) 8.32 (d, 1H, J = 8.14 Hz) 8.73 (s, 1H) 9.18 (br s, 4H) 10.69 (s, 1H) | 13C NMR: δ 29.85, 68.32, 91.00, 117.72, 119.47, 122.53, 127.60, 128.22, 128.33, 131.79, 132.06, 134.12, 137.96, 151.44, 158.43, 165.63, 169.18 | DMSO-d6 | 3.68 (br s, 2H), 4.60 (br s, 2H), 7.59 (m, 3H), 7.74 (d, 1H, J = 8.54 Hz), 8.03 (d, 2H, J = 6.75 Hz), 8.32 (d, 1H, J = 8.14 Hz), 8.73 (s, 1H), 9.18 (br s, 4H), 10.69 (s, 1H) | null | 29.85, 68.32, 91.00, 117.72, 119.47, 122.53, 127.60, 128.22, 128.33, 131.79, 132.06, 134.12, 137.96, 151.44, 158.43, 165.63, 169.18 | 0.596585 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 28 | true | true | true |
PMC1479381 | 2- [3-(7-Benzamido-4-chloro-1-oxo-1H-isochromen-3-yloxy]propyl)isothiourea hydrobromide | null | 1H NMR: (DMSO-d6) δ 2.12 (m, 2H) 3.31 (br s, 2H) 4.44 (t, 2H, J = 5.66 Hz) 7.56 (m, 3H) 7.71 (d, 1H, J = 8.74 Hz) 8.00 (d, 2H, J = 6.95 Hz) 8.28 (d, 1H, J = 8.54 Hz) 8.70 (s, 1H) 9.07 (br s, 4H) 10.65 (s, 1H) | 13C NMR: δ 27.21, 28.79, 69.37, 91.38, 118.13, 119.85, 122.92, 128.04, 128.60, 128.77, 132.21, 132.57, 134.61, 138.33, 152.36, 159.05, 166.02, 169.83 | DMSO-d6 | 2.12 (m, 2H), 3.31 (br s, 2H), 4.44 (t, 2H, J = 5.66 Hz), 7.56 (m, 3H), 7.71 (d, 1H, J = 8.74 Hz), 8.00 (d, 2H, J = 6.95 Hz), 8.28 (d, 1H, J = 8.54 Hz), 8.70 (s, 1H), 9.07 (br s, 4H), 10.65 (s, 1H) | null | 27.21, 28.79, 69.37, 91.38, 118.13, 119.85, 122.92, 128.04, 128.60, 128.77, 132.21, 132.57, 134.61, 138.33, 152.36, 159.05, 166.02, 169.83 | 0.514382 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 29 | false | true | true |
PMC1479381 | 3-(2-Bromoethoxy)-7-nitro-1H-isochromen-1-one | O=C1C2=C(C=CC([N+]([O-])=O)=C2)C=C(OCCBr)O1 | 1H NMR: δ 3.65 (t, 2H, J = 5.96 Hz) 4.54 (t, 2H, J = 5.86 Hz) 5.77 (s, 1H) 7.42 (d, 1H, J = 8.74 Hz) 8.38 (d, 1H, J = 8.54 Hz) 8.96 (s, 1H) | 13C NMR: δ 27.51, 68.87, 81.12, 117.12, 125.70, 126.17, 129.28, 144.97, 145.11, 158.81, 160.02 | null | 3.65 (t, 2H, J = 5.96 Hz), 4.54 (t, 2H, J = 5.86 Hz), 5.77 (s, 1H), 7.42 (d, 1H, J = 8.74 Hz), 8.38 (d, 1H, J = 8.54 Hz), 8.96 (s, 1H) | null | 27.51, 68.87, 81.12, 117.12, 125.70, 126.17, 129.28, 144.97, 145.11, 158.81, 160.02 | 0.677589 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 30 | true | true | true |
PMC1479381 | 3-(3-Bromopropoxy)-7-nitro-1H-isochromen-1-one | O=C1C2=C(C=CC([N+]([O-])=O)=C2)C=C(OCCCBr)O1 | 1H NMR: δ 2.37 (m, 2H) 3.59 (t, 2H, J = 6.26 Hz) 4.38 (t, 2H, J = 5.86 Hz) 5.72 (s, 1H) 7.43 (d, 1H, J = 8.74 Hz) 8.41 (dd, 1H, J = 2.48 Hz, 8.84 Hz) 9.02 (d, 1H, J = 2.19 Hz) | 13C NMR: δ 28.80, 31.46, 67.29, 80.02, 117.02, 125.55, 126.07, 129.15, 144.79, 145.21, 158.94, 160.89 | null | 2.37 (m, 2H), 3.59 (t, 2H, J = 6.26 Hz), 4.38 (t, 2H, J = 5.86 Hz), 5.72 (s, 1H), 7.43 (d, 1H, J = 8.74 Hz), 8.41 (dd, 1H, J = 2.48 Hz, 8.84 Hz), 9.02 (d, 1H, J = 2.19 Hz) | null | 28.80, 31.46, 67.29, 80.02, 117.02, 125.55, 126.07, 129.15, 144.79, 145.21, 158.94, 160.89 | 0.616135 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 31 | true | true | true |
PMC1479381 | 3-(3-Bromopropoxy)-4-trifluoroacetyl-1H-isochromen-1-one | O=C1C2=C(C=CC=C2)C(C(C(F)(F)F)=O)=C(OCCCBr)O1 | 1H NMR: δ 2.38 (m, 2H) 3.54 (t, 2H, J = 6.26 Hz) 4.70 (t, 2H, J = 5.96 Hz) 7.42 (m, 1H) 7.74 (m, 1H) 8.10 (d, 1H, J = 8.34 Hz) 8.22 (d, 1H, J = 7.95 Hz) | 13C NMR: δ 28.24, 31.37, 68.94, 90.90, 115.81, 116.01, 123.40, 126.75, 130.26, 135.87, 136.27, 157.73, 162.08, 179.97 | null | 2.38 (m, 2H), 3.54 (t, 2H, J = 6.26 Hz), 4.70 (t, 2H, J = 5.96 Hz), 7.42 (m, 1H), 7.74 (m, 1H), 8.10 (d, 1H, J = 8.34 Hz), 8.22 (d, 1H, J = 7.95 Hz) | null | 28.24, 31.37, 68.94, 90.90, 115.81, 116.01, 123.40, 126.75, 130.26, 135.87, 136.27, 157.73, 162.08, 179.97 | 0.617115 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 32 | true | true | true |
PMC1479381 | 7-Amino-3-(2-bromoethoxy)-1H-isochromen-1-one | O=C1C2=C(C=CC(N)=C2)C=C(OCCBr)O1 | 1H NMR: (DMSO-d6) 3.79 (t, 2H, J = 5.17 Hz) 4.36 (t, 2H, J = 4.97 Hz) 5.50 (s, 2H) 5.82 (s, 1H) 7.03 (d, 1H, J = 8.54 Hz) 7.19 (m, 2H) | 13C NMR: δ 30.30, 68.71, 80.35, 110.20, 117.91, 123.17, 125.84, 128.03, 147.16, 154.71, 160.45 | DMSO-d6 | 3.79 (t, 2H, J = 5.17 Hz), 4.36 (t, 2H, J = 4.97 Hz), 5.50 (s, 2H), 5.82 (s, 1H), 7.03 (d, 1H, J = 8.54 Hz), 7.19 (m, 2H) | null | 30.30, 68.71, 80.35, 110.20, 117.91, 123.17, 125.84, 128.03, 147.16, 154.71, 160.45 | 0.665117 | 16,466,576 | BMC Chem Biol. 2006 Feb 8; 6:1 | BMC Chem Biol | 2,006 | CC BY | 2021-01-04 16:30:50 | no | 33 | true | true | true |
PMC1686302 | H2L1 | null | null | The ligand H2L1 showed seven signals in the 13C-NMR spectra resonating at δ 131.91, 128.08, 126.70, 125.58, 123.92, 123.76, and 115.95 ppm for thirteen | null | null | null | 131.91, 128.08, 126.70, 125.58, 123.92, 123.76, 115.95 | 0.487334 | 17,497,005 | Bioinorg Chem Appl. 2006 Mar 20; 2006:25651 | Bioinorg Chem Appl | 2,006 | CC BY | 2021-01-05 10:03:05 | no | 34 | false | false | true |
PMC1698928 | 3-Butyl-11-cyclopentyl-6,7,8,9-tetrahydrodiazepino [1,2,3-cd]purine-2,4-dione | null | 1H-NMR (500 MHz, CDCl3) δ = 0.90 (t, 3H, J = 7.4 Hz, CH3), 1.35 (sex, J = 7.4 Hz, 2H), 1.61 (m, 4H), 1.81 (m, 2H), 1.99 (m, 4H), 2.16 (quint, 4H, J = 2.8 Hz), 3.04 (quint, 1H, J = 8.1 Hz), 3.99 (dd, 2H, J = 7.3 Hz, J = 7.4 Hz), 4.16 (m, 2H), 4.31 (m, 2H) | 13C-NMR (500 MHz, CDCl3) δ = 13.83, 20.14, 25.23, 25.54, 25.61, 30.07, 31.37, 37.12, 41.57, 42.82, 43.46, 115.57, 141.03, 151.17, 151.66, 157.24 | 500 MHz, CDCl3 | 0.90 (t, 3H, J = 7.4 Hz, CH3), 1.35 (sex, J = 7.4 Hz, 2H), 1.61 (m, 4H), 1.81 (m, 2H), 1.99 (m, 4H), 2.16 (quint, 4H, J = 2.8 Hz), 3.04 (quint, 1H, J = 8.1 Hz), 3.99 (dd, 2H, J = 7.3 Hz, J = 7.4 Hz), 4.16 (m, 2H), 4.31 (m, 2H) | 500 MHz, CDCl3 | 13.83, 20.14, 25.23, 25.54, 25.61, 30.07, 31.37, 37.12, 41.57, 42.82, 43.46, 115.57, 141.03, 151.17, 151.66, 157.24 | 0.921238 | 17,067,400 | Beilstein J Org Chem. 2006 Oct 27; 2:20 | Beilstein J Org Chem | 2,006 | CC BY | 2021-02-20 23:14:52 | no | 35 | false | true | true |
PMC1803790 | Cimicifoetiside A | null | In the 1H-NMR spectrum (Table 1), the characteristic cyclopropane methylene signals at δH 0.22 and 0.46 (each 1H, d, J = 3.0 Hz); eight methyl groups at δH 0.93, 1.05, 1.12, 1.18, 1.44, 1.47 (each 3H, s), 0.85 (d, J = 5.1 Hz), and an acetyl group at δ 2.09 (3H, s); and an anomeric proton at δH 4.75 (1H, d, J = 7.8 Hz) ... | The 13C-NMR and DEPT spectra (Table 1), showed a total of 37 carbon signals, among which, 30 were ascribable to the triterpene aglycone. A characteristic ketalic quaternary carbon signal was observed at δC 112.0 (s, C-16) together with two oxygen-bearing methine signals at δC 80.3 (d, C-15) and 90.2 (d, C-24). Two carb... | null | 0.22, 0.46 (each 1H, d, J = 3.0 Hz), 0.93, 1.05, 1.12, 1.18, 1.44, 1.47 (each 3H, s), 0.85 (d, J = 5.1 Hz), 2.09 (3H, s), 4.75 (1H, d, J = 7.8 Hz) | null | 112.0, 80.3, 90.2, 170.2, 21.4, 104.5, 74.4, 72.5, 69.8, 67.3 | 0.159153 | 17,266,751 | Beilstein J Org Chem. 2007 Jan 31; 3:3 | Beilstein J Org Chem | 2,007 | CC BY | 2021-02-20 23:14:54 | no | 36 | false | true | true |
PMC1803790 | cimicifoetiside A | null | In the HMBC spectrum (See Figure 2), an informative correlation was also observed between the anomeric proton signal at δH 4.73 (H-1', 1H, J = 6.7 Hz) and a methine carbon signal at δC 88.7 (C-3), implying that the sugar moiety was linked at the C-3 position. The typical large coupling constants between H-1' and H-2' (... | Furthermore, the location of the acetyl group could be unambiguously assigned to C-2' of the arabinose unit by HMBC, as a correlation was observed between H-2' (δH 5.90, t, J = 6.7 Hz) and the carbonyl signal at δ 170.2. On mild alkali hydrolysis with saturated Na2CO3-MeOH solution, 1 afforded a deacetyl derivative whi... | null | 4.73 (H-1', 1H, J = 6.7 Hz), 88.7 (C-3), 5.90, t, J = 6.7 Hz (H-2'), 170.2 (carbonyl signal) | null | 170.2 | 0.000048 | 17,266,751 | Beilstein J Org Chem. 2007 Jan 31; 3:3 | Beilstein J Org Chem | 2,007 | CC BY | 2021-02-20 23:14:54 | no | 37 | false | true | true |
PMC1803790 | 25-O-acetylcimigenol 3-O-α-L-(2'-O-acetyl) arabinopyranoside | null | The second acetyl group could be readily attributed to the hydroxyl group at C-25, as a significant downfield shift (12.1 ppm) of C-25, and up-field shifts of C-24 (3.2 ppm), C-26 (3.2 ppm), and C-27 (3.9 ppm) were observed in its 13C-NMR spectrum compared with those of 1, obeying the 'acylation effect' [13] with respe... | The second acetyl group could be readily attributed to the hydroxyl group at C-25, as a significant downfield shift (12.1 ppm) of C-25, and up-field shifts of C-24 (3.2 ppm), C-26 (3.2 ppm), and C-27 (3.9 ppm) were observed in its 13C-NMR spectrum compared with those of 1, obeying the 'acylation effect' [13] with respe... | null | 12.1, 3.2, 3.2, 3.9 | null | 12.1, 3.2, 3.2, 3.9 | 0.02004 | 17,266,751 | Beilstein J Org Chem. 2007 Jan 31; 3:3 | Beilstein J Org Chem | 2,007 | CC BY | 2021-02-20 23:14:54 | no | 38 | false | true | true |
PMC1810298 | 6 | null | 1H NMR is very similar to that of the starting material, but for the methyl groups on silicon, which appear now as doublets due to their coupling with the 19F (3JH-F = 7.3 Hz). This coupling is also observed for the methylene on silicon H4', which exhibits now an additional splitting (3JH-F = 6.5 Hz) | 13C NMR also reveals the presence of the fluorine on the silicon, because the signal due to the methyl groups appears as a doublet (2JC-F = 14.8 Hz) as well as the signal due to C4' (2JC-F = 13.5 Hz) | null | 7.3, 6.5 | null | 14.8, 13.5 | 0.08211 | 17,288,601 | Beilstein J Org Chem. 2007 Feb 8; 3:5 | Beilstein J Org Chem | 2,007 | CC BY | 2021-02-20 23:14:55 | no | 39 | false | true | true |
PMC1847824 | 9-aryl-dimethyl-5,6,7,9-tetrahydro-1,2,4-triazolo-[5,1-b]quinazolin-8(4H)-ones | O=C1C2=C(NC3=NC=NN3[C@H]2CCCCC)CC(C)C1C | The δ values of the most carbon signals could be determined and assigned to the corresponding carbon atoms | The 13C NMR spectrum of compound 4b revealed fourteen distinctive carbon signals at δC 192.0, 156.6, 150.1, 148.90, 133.8, 130.0, 128.8, 128.0, 127.6, 126.8, 113.0, 57.2, 98.8 and 49.8 corresponding to C-8, Ar-C-4a, CH-3, Ar-C-2', Ar-C-1', Ar-CH-6', Ar-CH-3', Ar-CH-4', C-5a, Ar-CH-5', C-8a, OCH3, CH-9, and C-7 respecti... | null | null | null | 192.0, 156.6, 150.1, 148.90, 133.8, 130.0, 128.8, 128.0, 127.6, 126.8, 113.0, 57.2, 98.8, 49.8 | 0.019771 | 17,338,816 | Beilstein J Org Chem. 2007 Mar 5; 3:11 | Beilstein J Org Chem | 2,007 | CC BY | 2021-02-20 23:14:57 | no | 40 | true | false | true |
PMC1847824 | 6a-c | null | The IR spectra did not show any absorption due to the presence of NH group and this was also noted in the 1H NMR spectra. The disappearance of 9-H in the 1H NMR spectra and the appearance of C-5a in the 13C NMR spectra as an azomethine carbon signal at δ = 154.8–155.2 indicated that only the NH and 9-H protons were rem... | The IR spectra did not show any absorption due to the presence of NH group and this was also noted in the 1H NMR spectra. The disappearance of 9-H in the 1H NMR spectra and the appearance of C-5a in the 13C NMR spectra as an azomethine carbon signal at δ = 154.8–155.2 indicated that only the NH and 9-H protons were rem... | null | 9-H | null | 154.8–155.2 | 0.044731 | 17,338,816 | Beilstein J Org Chem. 2007 Mar 5; 3:11 | Beilstein J Org Chem | 2,007 | CC BY | 2021-02-20 23:14:57 | no | 41 | false | true | true |
PMC1930152 | CFE | null | null | 13C-NMR analysis of the CFE from Pseudomonas fluorescens grown in a defined medium containing Ga-citrate | null | null | null | 5 mM Ga-13C2-2,4-citrate, 5 mM malonate, and NAD | 0.067071 | 17,668,068 | PLoS One. 2007 Aug 1; 2(8):e690 | PLoS One | 2,007 | CC BY | 2021-01-05 15:30:39 | no | 42 | false | false | true |
PMC1942119 | 7 | null | 1H NMR (400 MHz, CDCl3) δ 8.27 (d, 1H, J = 2.0 Hz), 8.22 (d, 1H, J = 8.0 Hz), 7.70 (dd, 1H, J = 2.0, 8.2 Hz), 7.48 (s, 1H), 3.74 (s, 3H) and 3.68 (s, 2H) | 13C NMR (100 MHz, CDCl3) δ 183.8, 170.0, 153.2, 142.9, 141.9, 138.3, 136.5, 135.8, 133.1, 125.7, 124.5, 91.8, 52.6 and 35.0 | 400 MHz, CDCl3 | 8.27 (d, 1H, J = 2.0 Hz), 8.22 (d, 1H, J = 8.0 Hz), 7.70 (dd, 1H, J = 2.0, 8.2 Hz), 7.48 (s, 1H), 3.74 (s, 3H), 3.68 (s, 2H) | 100 MHz, CDCl3 | 183.8, 170.0, 153.2, 142.9, 141.9, 138.3, 136.5, 135.8, 133.1, 125.7, 124.5, 91.8, 52.6, 35.0 | 0.787554 | 17,712,409 | PLoS One. 2007 Aug 22; 2(8):e761 | PLoS One | 2,007 | CC0 | 2021-01-05 15:30:42 | no | 43 | false | true | true |
PMC1942119 | 8 | null | 1H NMR (400 MHz, CDCl3) δ 8.54 (d, 1H, J = 1.6 Hz,); 8.06 (dd, 1H, J = 1.6, 8.0 Hz), 7.86 (d, 1H, J = 8.4 Hz), 7.64 (m, 2H), 7.52 (s, 1H), 7.42 (m, 3H), 3.75 (s, 3H) and 3.70 (s, 2H) | 13C NMR (100 MHz, CDCl3) δ 183.9, 170.1, 149.5, 142.2, 137.0, 136.3, 135.7, 135.3, 132.9, 132.5, 130.1, 128.8, 125.6, 124.3, 122.8, 122.1, 101.1, 84.7, 52.7 and 35.0 | 400 MHz, CDCl3 | 8.54 (d, 1H, J = 1.6 Hz,), 8.06 (dd, 1H, J = 1.6, 8.0 Hz), 7.86 (d, 1H, J = 8.4 Hz), 7.64 (m, 2H), 7.52 (s, 1H), 7.42 (m, 3H), 3.75 (s, 3H), 3.70 (s, 2H) | 100 MHz, CDCl3 | 183.9, 170.1, 149.5, 142.2, 137.0, 136.3, 135.7, 135.3, 132.9, 132.5, 130.1, 128.8, 125.6, 124.3, 122.8, 122.1, 101.1, 84.7, 52.7, 35.0 | 0.613109 | 17,712,409 | PLoS One. 2007 Aug 22; 2(8):e761 | PLoS One | 2,007 | CC0 | 2021-01-05 15:30:42 | no | 44 | false | true | true |
PMC1942119 | methyl (2-bromo-5-(3-amino-4-(phenylethynyl)benzoyl)thiophen-3-yl)acetate | O=C(OC)CC1=C(Br)SC(C(C2=CC=C(C#CC3=CC=CC=C3)C(N)=C2)=O)=C1 | 1H NMR (400 MHz, CDCl3) δ 7.55 (m, 2H), 7.50 (s, 1H), 7.48 (d, 1H, J = 1.6 Hz), 7.38 (m, 3H), 7.17 (m, 2H), 4.40 (br, 2H), 3.73 (s, 3H) and 3.66 (s, 2H) | 13C NMR (100 MHz, CDCl3) δ 186.7, 170.3, 148.1, 143.4, 138.1, 135.9, 135.1, 132.4, 131.8, 129.0, 128.7, 122.9, 122.8, 118.8, 114.5, 112.3, 97.6, 85.3, 52.6 and 35.0 | 400 MHz, CDCl3 | 7.55 (m, 2H), 7.50 (s, 1H), 7.48 (d, 1H, J = 1.6 Hz), 7.38 (m, 3H), 7.17 (m, 2H), 4.40 (br, 2H), 3.73 (s, 3H), 3.66 (s, 2H) | 100 MHz, CDCl3 | 186.7, 170.3, 148.1, 143.4, 138.1, 135.9, 135.1, 132.4, 131.8, 129.0, 128.7, 122.9, 122.8, 118.8, 114.5, 112.3, 97.6, 85.3, 52.6, 35.0 | 0.773683 | 17,712,409 | PLoS One. 2007 Aug 22; 2(8):e761 | PLoS One | 2,007 | CC0 | 2021-01-05 15:30:42 | no | 45 | true | true | true |
PMC1942119 | 9 | null | 1H NMR (400 MHz, CDCl3) δ 9.38 (br, 1H), 7.98 (s, 1H), 7.69 (d, 2H, J = 7.8 Hz), 7.58 (m, 2H), 7.47 (s, 1H), 7.40 (t, 2H, J = 7.5 Hz), 7.30 (m, 1 H), 6.80 (s, 1H), 3.65 (s, 3H) and 3.59 (s, 2H) | 13C NMR (100 MHz, CDCl3) δ 187.4, 170.5, 144.2, 142.3, 136.5, 135.7, 134.9, 133.3, 131.8, 130.9, 129.4, 128.8, 125.9, 121.9, 120.4, 113.5, 100.3, 52.6 and 35.2 | 400 MHz, CDCl3 | 9.38 (br, 1H), 7.98 (s, 1H), 7.69 (d, 2H, J = 7.8 Hz), 7.58 (m, 2H), 7.47 (s, 1H), 7.40 (t, 2H, J = 7.5 Hz), 7.30 (m, 1 H), 6.80 (s, 1H), 3.65 (s, 3H), 3.59 (s, 2H) | 100 MHz, CDCl3 | 187.4, 170.5, 144.2, 142.3, 136.5, 135.7, 134.9, 133.3, 131.8, 130.9, 129.4, 128.8, 125.9, 121.9, 120.4, 113.5, 100.3, 52.6, 35.2 | 0.538649 | 17,712,409 | PLoS One. 2007 Aug 22; 2(8):e761 | PLoS One | 2,007 | CC0 | 2021-01-05 15:30:42 | no | 46 | false | true | true |
PMC1942119 | 10 | null | 1H NMR (400 MHz, CDCl3) δ 7.98 (s, 1H), 7.74 (m, 6H), 7.59 (s, 1H), 7.47 (m, 5H), 6.60 (s, 1H), 4.32 (t, 2H, J = 7.2 Hz), 3.73 (s, 3H), 3.71 (s, 2H), 3.52 (t, 2H, J = 6.8 Hz), 1.72 (m, 2H) and 1.51 (m, 2H) | 13C NMR (100 MHz, CDCl3) δ 187.3, 170.4, 168.5, 145.2, 144.3, 136.8, 135.6, 134.9, 134.2, 134.1, 132.5, 132.1, 130.7, 129.5, 129.0, 128.8, 123.5, 123.4, 121.5, 120.6, 112.5, 103.1, 52.5, 43.7, 37.3, 35.1, 27.4 and 25.8 | 400 MHz, CDCl3 | 7.98 (s, 1H), 7.74 (m, 6H), 7.59 (s, 1H), 7.47 (m, 5H), 6.60 (s, 1H), 4.32 (t, 2H, J = 7.2 Hz), 3.73 (s, 3H), 3.71 (s, 2H), 3.52 (t, 2H, J = 6.8 Hz), 1.72 (m, 2H), 1.51 (m, 2H) | 100 MHz, CDCl3 | 187.3, 170.4, 168.5, 145.2, 144.3, 136.8, 135.6, 134.9, 134.2, 134.1, 132.5, 132.1, 130.7, 129.5, 129.0, 128.8, 123.5, 123.4, 121.5, 120.6, 112.5, 103.1, 52.5, 43.7, 37.3, 35.1, 27.4, 25.8 | 0.807789 | 17,712,409 | PLoS One. 2007 Aug 22; 2(8):e761 | PLoS One | 2,007 | CC0 | 2021-01-05 15:30:42 | no | 47 | false | true | true |
PMC1942119 | 11 | null | 1H NMR (400 MHz, CDCl3) δ 7.98 (s, 1H), 7.70 (m, 2H), 7.64–7.59 (m, 4H), 7.42–7.33 (m, 6H), 7.24 (t, 1H, J = 7.9 Hz), 7.07 (t, 1H, J = 2.0 Hz), 6.97 (d, 1H, J = 7.6 Hz), 6.85 (dd, 1H, J = 2.0, 7.9 Hz), 6.52 (s, 1H), 4.23 (t, 2H, J = 7.0 Hz), 3.67 (s, 3H), 3.62 (s, 2H), 3.45 (t, 2H, J = 6.8 Hz), 1.67 (m, 2H) and 1.42 (m... | 13C NMR (100 MHz, CDCl3) δ 188.6, 171.9, 168.8, 157.0, 149.2, 145.2, 141.6, 137.8, 136.7, 134.3, 132.6, 132.1, 131.3, 130.5, 130.4, 129.5, 129.0, 128.8, 123.5, 121.7, 121.3, 120.7, 116.5, 112.8, 103.2, 52.6, 43.7, 37.5, 34.6, 27.5 and 25.9 | 400 MHz, CDCl3 | 7.98 (s, 1H), 7.70 (m, 2H), 7.64–7.59 (m, 4H), 7.42–7.33 (m, 6H), 7.24 (t, 1H, J = 7.9 Hz), 7.07 (t, 1H, J = 2.0 Hz), 6.97 (d, 1H, J = 7.6 Hz), 6.85 (dd, 1H, J = 2.0, 7.9 Hz), 6.52 (s, 1H), 4.23 (t, 2H, J = 7.0 Hz), 3.67 (s, 3H), 3.62 (s, 2H), 3.45 (t, 2H, J = 6.8 Hz), 1.67 (m, 2H), 1.42 (m, 2H) | 100 MHz, CDCl3 | 188.6, 171.9, 168.8, 157.0, 149.2, 145.2, 141.6, 137.8, 136.7, 134.3, 132.6, 132.1, 131.3, 130.5, 130.4, 129.5, 129.0, 128.8, 123.5, 121.7, 121.3, 120.7, 116.5, 112.8, 103.2, 52.6, 43.7, 37.5, 34.6, 27.5, 25.9 | 0.809587 | 17,712,409 | PLoS One. 2007 Aug 22; 2(8):e761 | PLoS One | 2,007 | CC0 | 2021-01-05 15:30:42 | no | 48 | false | true | true |
PMC1991597 | (E)-4-hydroxy-3-methoxycinnamylacetate | O=C([O-])CC/C=C/C1=CC=C(O)C(OC)=C1 | 1H NMR (500 MHz, CDCl3) δ 6.91 (m, 3H), 6.59 (d, J = 15.92 Hz, 1H), 6.15 (dt, J = 6.62, 15.92 Hz, 1H), 4.72 (d, J = 6.62 Hz, 2H), 3.92 (s, 3H), 2.11 (s, 3H) | 13C NMR (125 MHz, CDCl3) δ 171.2, 146.8, 146.1, 134.7, 129.0, 121.0, 120.9, 114.7, 108.6, 65.5, 56.1, 21.3 | 500 MHz, CDCl3 | 6.91 (m, 3H), 6.59 (d, J = 15.92 Hz, 1H), 6.15 (dt, J = 6.62, 15.92 Hz, 1H), 4.72 (d, J = 6.62 Hz, 2H), 3.92 (s, 3H), 2.11 (s, 3H) | 125 MHz, CDCl3 | 171.2, 146.8, 146.1, 134.7, 129.0, 121.0, 120.9, 114.7, 108.6, 65.5, 56.1, 21.3 | 0.54054 | 17,912,370 | PLoS One. 2007 Oct 3; 2(10):e993 | PLoS One | 2,007 | CC BY | 2021-01-05 15:29:41 | no | 49 | true | true | true |
PMC1991597 | 4-((2-methoxyethoxy)methoxy)-3-methoxy benzaldehyde | O=CC1=CC=C(OCOCCOC)C(OC)=C1 | 1H NMR (500 MHz, CDCl3) δ 9.86 (s, 1H), 7.43 (s, 1H), 7.42 (d, J = 8.5 Hz, 2H), 7.32 (d, J = 8.5 Hz, 2H), 5.41 (s, 2H), 3.93 (s, 3H), 3.86 (t, J = 4.7 Hz, 2H), 3.54 (t, J = 4.7 Hz, 2H), 3.35 (s, 3H) | 13C NMR (125 MHz, CDCl3) δ 191.0, 152.0, 150.0, 131.1, 126.5, 114.8, 109.4, 94.0, 71.4, 68.2, 59.0, 56.0 | 500 MHz, CDCl3 | 9.86 (s, 1H), 7.43 (s, 1H), 7.42 (d, J = 8.5 Hz, 2H), 7.32 (d, J = 8.5 Hz, 2H), 5.41 (s, 2H), 3.93 (s, 3H), 3.86 (t, J = 4.7 Hz, 2H), 3.54 (t, J = 4.7 Hz, 2H), 3.35 (s, 3H) | 125 MHz, CDCl3 | 191.0, 152.0, 150.0, 131.1, 126.5, 114.8, 109.4, 94.0, 71.4, 68.2, 59.0, 56.0 | 0.95673 | 17,912,370 | PLoS One. 2007 Oct 3; 2(10):e993 | PLoS One | 2,007 | CC BY | 2021-01-05 15:29:41 | no | 50 | true | true | true |
PMC1991597 | 1-((2-methoxyethoxy)methoxy)-2-methoxy-4-vinylbenzene | C=CC1=CC=C(OCOCCOC)C(OC)=C1 | 1H NMR (500 MHz, CDCl3) δ 7.15 (d, J = 8.3 Hz, 1H), 6.96 (s, 1H), 6.93 (d, J = 8.3 Hz, 1H), 6.65 (dd, J = 10.9, 17.5 Hz, 1H), 5.63 (d, J = 17.4 Hz, 1H), 5.32 (s, 2H), 5.17 (d, J = 10.9 Hz, 1H), 3.90 (s, 3H), 3.87 (t, J = 4.7 Hz, 2H), 3.56 (t, J = 4.7 Hz, 2H), 3.37 (s, 3H) | 13C NMR (125 MHz, CDCl3) δ 149.7, 146.4, 136.4, 132.3, 119.4, 116.2, 112.4, 109.1, 94.4, 71.5, 67.8, 59.0, 55.8 | 500 MHz, CDCl3 | 7.15 (d, J = 8.3 Hz, 1H), 6.96 (s, 1H), 6.93 (d, J = 8.3 Hz, 1H), 6.65 (dd, J = 10.9, 17.5 Hz, 1H), 5.63 (d, J = 17.4 Hz, 1H), 5.32 (s, 2H), 5.17 (d, J = 10.9 Hz, 1H), 3.90 (s, 3H), 3.87 (t, J = 4.7 Hz, 2H), 3.56 (t, J = 4.7 Hz, 2H), 3.37 (s, 3H) | 125 MHz, CDCl3 | 149.7, 146.4, 136.4, 132.3, 119.4, 116.2, 112.4, 109.1, 94.4, 71.5, 67.8, 59.0, 55.8 | 0.906277 | 17,912,370 | PLoS One. 2007 Oct 3; 2(10):e993 | PLoS One | 2,007 | CC BY | 2021-01-05 15:29:41 | no | 51 | true | true | true |
PMC1991597 | (1S,2S)-ethyl 2-(4-hydroxy-3-methoxyphenyl) cyclo-propanecarboxylate | O=C([C@@H]1[C@@H](C2=CC=C(O)C(OC)=C2)C1)OCC | 1H NMR (500 MHz, CDCl3) δ 6.82 (d, J = 8.2 Hz, 1H), 6.64 (s, 1H), 6.59 (d, J = 8.2 Hz, 1H), 5.56, ( br s, Ar-OH, 1H), 4.17 (q, J = 7.0 Hz, 2H), 3.87 (s, 3H), 2.47 (ddd, J = 4.6, 6.4, 9.6 Hz, 1H), 1.82 (ddd, J = 4.6, 5.6, 8.8 Hz, 1H), 1.54 (ddd, J = 4.8, 5.6, 9.2 Hz, 1H), 1.28 (t, J = 7.1 Hz, 3H)1.25 (ddd, buried, 1H) | 13C NMR (125 MHz, CDCl3) δ 173.6, 146.5, 144.3, 131.9, 118.8, 114.3, 109.4, 60.7, 55.9, 26.1, 23.8, 16.7, 14.3 | 500 MHz, CDCl3 | 6.82 (d, J = 8.2 Hz, 1H), 6.64 (s, 1H), 6.59 (d, J = 8.2 Hz, 1H), 5.56, ( br s, Ar-OH, 1H), 4.17 (q, J = 7.0 Hz, 2H), 3.87 (s, 3H), 2.47 (ddd, J = 4.6, 6.4, 9.6 Hz, 1H), 1.82 (ddd, J = 4.6, 5.6, 8.8 Hz, 1H), 1.54 (ddd, J = 4.8, 5.6, 9.2 Hz, 1H), 1.28 (t, J = 7.1 Hz, 3H)1.25 (ddd, buried, 1H) | 125 MHz, CDCl3 | 173.6, 146.5, 144.3, 131.9, 118.8, 114.3, 109.4, 60.7, 55.9, 26.1, 23.8, 16.7, 14.3 | 0.352902 | 17,912,370 | PLoS One. 2007 Oct 3; 2(10):e993 | PLoS One | 2,007 | CC BY | 2021-01-05 15:29:41 | no | 52 | true | true | true |
PMC1994063 | xylosylfructoside | OCC1([C@H]([C@@H]([C@@H](CO)O1)O)O)OC2[C@@H]([C@H]([C@@H](CO)O2)O)O | The 1D 1H and 13C NMR spectra of xylosylfructoside showed anomeric proton (δH 5.34 ppm, d, 3.7 Hz) and carbon (δC 93.17 ppm) signals for the xylopyranosyl residue. The 1H-1H coupling constant value between H-1-Xyl (δH 5.34 ppm, d, J = 3.7 Hz) and H-2-Xyl (δH 3.53 ppm, dd, J = 10.0 and 3.7 Hz) determined the α-form of t... | The 1D 1H and 13C NMR spectra of xylosylfructoside showed anomeric proton (δH 5.34 ppm, d, 3.7 Hz) and carbon (δC 93.17 ppm) signals for the xylopyranosyl residue. The 1H-1H coupling constant value between H-1-Xyl (δH 5.34 ppm, d, J = 3.7 Hz) and H-2-Xyl (δH 3.53 ppm, dd, J = 10.0 and 3.7 Hz) determined the α-form of t... | null | 5.34, 3.53, 10.0, 3.7, 5.34, 104.55 | null | 93.17, 104.55 | 0.05955 | 17,880,747 | Chem Cent J. 2007 Jun 28; 1:18 | Chem Cent J | 2,007 | CC BY | 2021-01-04 23:56:43 | no | 53 | true | true | true |
PMC1994063 | saccharide 1 | null | The 1D 1H and 13C NMR spectra of saccharide 1 showed two anomeric proton (δH 5.11 ppm, d, 3.8 Hz and δH 5.59 ppm, d, 3.5 Hz) and carbon (δC 97.52 ppm and δC 90.84 ppm) signals for the xylopyranosyl and glucopyranosyl residues. The 1H-1H coupling constant between H-1 (δH 5.59 ppm, d, J = 3.5) and H-2 (δH 3.65 ppm, d, J ... | The 1D 1H and 13C NMR spectra of saccharide 1 showed two anomeric proton (δH 5.11 ppm, d, 3.8 Hz and δH 5.59 ppm, d, 3.5 Hz) and carbon (δC 97.52 ppm and δC 90.84 ppm) signals for the xylopyranosyl and glucopyranosyl residues | null | 5.11, 5.59 | null | 97.52, 90.84 | 0.079301 | 17,880,747 | Chem Cent J. 2007 Jun 28; 1:18 | Chem Cent J | 2,007 | CC BY | 2021-01-04 23:56:43 | no | 54 | false | true | true |
PMC2071920 | Bio-ITC | null | 1H NMR (300 MHz, CD3OD, 23°C, δ): 4.50 (dd, J = 7.9, 5.1 Hz, 1 H), 4.33 (dd, J = 7.1, 4.5 Hz, 1 H), 3.58 (t, J = 6.5 Hz, 2 H), 2.95 (dd, J = 12.8, 5.1 Hz, 1 H), 2.72 (d, J = 12.8 Hz, 1 H), 1.83–1.52 (m, 6 H) ppm | 13C NMR (300 MHz, CD3OD, 23°C, δ): 168.30, 125.85, 63.41, 61.63, 56.90, 41.05, 31.00, 29.08, 27.33 ppm | 300 MHz, CD3OD, 23°C, δ | 4.50 (dd, J = 7.9, 5.1 Hz, 1 H), 4.33 (dd, J = 7.1, 4.5 Hz, 1 H), 3.58 (t, J = 6.5 Hz, 2 H), 2.95 (dd, J = 12.8, 5.1 Hz, 1 H), 2.72 (d, J = 12.8 Hz, 1 H), 1.83–1.52 (m, 6 H) | 300 MHz, CD3OD, 23°C, δ | 168.30, 125.85, 63.41, 61.63, 56.90, 41.05, 31.00, 29.08, 27.33 | 0.336089 | 17,894,894 | BMC Cancer. 2007 Sep 25; 7:183 | BMC Cancer | 2,007 | CC BY | 2021-01-04 16:46:16 | no | 55 | false | true | true |
PMC2157549 | Cg-t-LM | null | The Cg-t-LM from C. glutamicumΔmptA possessed the same spin systems (Fig. 6C and D) as Cg-LM (Fig. 6A and B) and their anomeric resonances were attributed as follows: δH1C1 5.12/101.2 (I1) to 2,6-Manp, 5.05/105.2 (II1) to t-Manp, 5.00/104.9 (III1) to 2-Manp and 4.92/102.6 (VII1) to 6-Manp units respectively. The intens... | The Cg-t-LM from C. glutamicumΔmptA possessed the same spin systems (Fig. 6C and D) as Cg-LM (Fig. 6A and B) and their anomeric resonances were attributed as follows: δH1C1 5.12/101.2 (I1) to 2,6-Manp, 5.05/105.2 (II1) to t-Manp, 5.00/104.9 (III1) to 2-Manp and 4.92/102.6 (VII1) to 6-Manp units respectively. The intens... | null | 5.12/101.2 (I1) to 2,6-Manp, 5.05/105.2 (II1) to t-Manp, 5.00/104.9 (III1) to 2-Manp, 4.92/102.6 (VII1) to 6-Manp | null | 5.12/101.2, 5.05/105.2, 5.00/104.9, 4.92/102.6 | 0.00105 | 17,714,444 | Mol Microbiol. 2007 Sep; 65(6):1503-1517 | Mol Microbiol | 2,007 | CC BY | 2021-03-16 23:20:14 | no | 56 | false | true | true |
PMC2174954 | nanomole amounts | null | nanomole amounts by 600-mhz 1H and 13C NMR analysis | nanomole amounts by 600-mhz 1H and 13C NMR analysis | 600-mhz | nanomole amounts | nanomole amounts by 600-mhz 1H and 13C NMR analysis | nanomole amounts | 0.023428 | 17,919,333 | BMC Genomics. 2007 Oct 5; 8:359 | BMC Genomics | 2,007 | CC BY | 2021-01-04 16:49:06 | no | 57 | false | true | true |
PMC2176056 | [5-[(4-methylphenyl)sulfonyl]-4-(methylsulfanyl)-1H-3-pyrrolyl](phenyl)methanone | O=C(C1=CNC(S(=O)(C2=CC=C(C)C=C2)=O)=C1SC)C3=CC=CC=C3 | The cycloaddition of TosMIC 2 to 3,3-di(methylsulfanyl)-1-phenyl-2-propen-1-one 1a was taken as a test case to evaluate the cycloaddition and to arrive at the optimal reaction conditions. The cycloaddition of 2 to 1a took place smoothly in the presence of NaH in THF at rt to furnish [5-[(4-methylphenyl)sulfonyl]-4-(met... | As anticipated the 13C NMR spectrum of 3a displayed fifteen signals, with a diagnostic signal at δ 127.9 ppm assignable to pyrrole C-5 | null | 2.23, 2.42 | null | 127.9 | 0.045717 | 17,903,258 | Beilstein J Org Chem. 2007 Sep 28; 3:31 | Beilstein J Org Chem | 2,007 | CC BY | 2021-02-20 23:14:55 | no | 58 | true | true | true |
PMC2213660 | hydroxy vinylether | C=CO(O)C=C | The presence of a sharp singlet at δH 5.66 (s,1H) in 1H NMR and signals corresponding to vinyl carbons (δc 104.28, 164.39) in 13C NMR, as well as an absorption at 3513 cm-1 in IR spectrum, clearly indicate the presence of a vinylether and a free hydroxyl group in compound 13 | The presence of a sharp singlet at δH 5.66 (s,1H) in 1H NMR and signals corresponding to vinyl carbons (δc 104.28, 164.39) in 13C NMR, as well as an absorption at 3513 cm-1 in IR spectrum, clearly indicate the presence of a vinylether and a free hydroxyl group in compound 13 | null | 5.66 (s,1H) | null | 104.28, 164.39 | 0.310544 | 18,088,442 | Beilstein J Org Chem. 2007 Dec 19; 3:49 | Beilstein J Org Chem | 2,007 | CC BY | 2021-02-20 23:14:55 | no | 59 | true | true | true |
PMC2225588 | tosylate | OS(=O)(C1=CC=C(C)C=C1)=O | 1H NMR (500 MHz, CDCl3) δ 2.43 (s, 3H, ArCH3), 3.35 (s, 3H, OCH3), 3.52 (t, 2H, CH2), 3.50−3.60 (m, 10H, CH2), 3.67 (t, 2H, CH2), 4.14 (t, 2H, CH2), 7.33 (d, 2H, ArH), 7.78 (d, 2H, ArH) | 13C NMR (125 MHz, CDCl3) 21.8, 59.1, 68.8, 69.4, 70.6, 70.8, 71.2, 71.6, 71.9, 72.2, 128.1, 130.0, 133.1, 145.0 | 500 MHz, CDCl3 | 2.43 (s, 3H, ArCH3), 3.35 (s, 3H, OCH3), 3.52 (t, 2H, CH2), 3.50−3.60 (m, 10H, CH2), 3.67 (t, 2H, CH2), 4.14 (t, 2H, CH2), 7.33 (d, 2H, ArH), 7.78 (d, 2H, ArH) | 125 MHz, CDCl3 | 21.8, 59.1, 68.8, 69.4, 70.6, 70.8, 71.2, 71.6, 71.9, 72.2, 128.1, 130.0, 133.1, 145.0 | 0.710702 | 18,274,661 | Met Based Drugs. 2008 Oct 1; 2008:391418 | Met Based Drugs | 2,008 | CC BY | 2021-01-05 11:32:13 | no | 60 | true | true | true |
PMC2225588 | 4 | null | 1H NMR (500 MHz, CDCl3) δ 3.30 (t, 4H, CH2), 3.56 (s, 6H, OCH3), 3.50 (t, 4H, CH2), 3.53 (t, 4H, CH2), 3.58 (t, 4H, CH2), 3.62 ∼ 3.64 (m, 8H, CH2), 3.65 (t, 4H, CH2), 3.74 (t, 4H, CH2) | 13C NMR (125 MHz, CDCl3) 21.8, 59.1, 68.8, 69.4, 70.7, 70.8, 71.3, 71.7, 72.0, 73.2, 128.1 | 500 MHz, CDCl3 | 3.30 (t, 4H, CH2), 3.56 (s, 6H, OCH3), 3.50 (t, 4H, CH2), 3.53 (t, 4H, CH2), 3.58 (t, 4H, CH2), 3.62 ∼ 3.64 (m, 8H, CH2), 3.65 (t, 4H, CH2), 3.74 (t, 4H, CH2) | 125 MHz, CDCl3 | 21.8, 59.1, 68.8, 69.4, 70.7, 70.8, 71.3, 71.7, 72.0, 73.2, 128.1 | 0.886505 | 18,274,661 | Met Based Drugs. 2008 Oct 1; 2008:391418 | Met Based Drugs | 2,008 | CC BY | 2021-01-05 11:32:13 | no | 61 | false | true | true |
PMC2225588 | 5 | null | 1H NMR (500 MHz, CDCl3) δ-1.13 (br s, 2H, NH), 3.32 (s, 24H, –OCH3), 3.40 (t, 16H, CH2), 3.55 ∼ 3.59 (m, 64H, CH2), 3.65 (t, 16H, CH2), 3.99 (t, 16H, CH2), 4.28 (t, 16H, CH2) | 13C NMR (125 MHz, CDCl3) 34.76, 59.23, 70.68, 70.72, 70.74, 70.77, 71.11, 72.09, 140.56 | 500 MHz, CDCl3 | 1.13 (br s, 2H, NH), 3.32 (s, 24H, –OCH3), 3.40 (t, 16H, CH2), 3.55 ∼ 3.59 (m, 64H, CH2), 3.65 (t, 16H, CH2), 3.99 (t, 16H, CH2), 4.28 (t, 16H, CH2) | 125 MHz, CDCl3 | 34.76, 59.23, 70.68, 70.72, 70.74, 70.77, 71.11, 72.09, 140.56 | 0.595604 | 18,274,661 | Met Based Drugs. 2008 Oct 1; 2008:391418 | Met Based Drugs | 2,008 | CC BY | 2021-01-05 11:32:13 | no | 62 | false | true | true |
PMC2225588 | 19,22-bis(1-Methylethoxy)-4,5,9,10,14,15-hexakis{2-{2-[2-(2-methoxyethoxy)ethoxy]-ethoxy}ethylthio}-23H,25H-porphyrazine | null | 1H NMR (500 MHz, CDCl3) δ-0.20 (br s, 2H, NH), 2.02 (d, 12H, –CHMe3), 3.69 (s, 18H, OCH3), 3.76 ∼ 3.79 (m, 48H, CH2), 3.84 ∼ 3.87 (m, 24H, CH2), 4.02 (t, 4H, CH2), 4.17 (t, 4H, CH2), 4.19 (t, 4H, CH2), 4.39 (t, 4H, CH2), 4.46 (t, 4H, CH2), 4.51 (t, 4H, CH2), 5.49 (sept, 2H, –CHMe2), 7.87 (s, 2H, ArH) | 13C NMR (125 MHz, CDCl3) 22.3, 22.4, 22.7, 22.9, 29.9, 34.7, 34.8, 34.9, 36.5, 59.2, 70.6, 70.7, 70.8, 71.1, 71.2, 72.1, 72.7, 119.6, 126.5, 138.4, 138.8, 141.9, 150.5 | 500 MHz, CDCl3 | -0.20 (br s, 2H, NH), 2.02 (d, 12H, –CHMe3), 3.69 (s, 18H, OCH3), 3.76 ∼ 3.79 (m, 48H, CH2), 3.84 ∼ 3.87 (m, 24H, CH2), 4.02 (t, 4H, CH2), 4.17 (t, 4H, CH2), 4.19 (t, 4H, CH2), 4.39 (t, 4H, CH2), 4.46 (t, 4H, CH2), 4.51 (t, 4H, CH2), 5.49 (sept, 2H, –CHMe2), 7.87 (s, 2H, ArH) | 125 MHz, CDCl3 | 22.3, 22.4, 22.7, 22.9, 29.9, 34.7, 34.8, 34.9, 36.5, 59.2, 70.6, 70.7, 70.8, 71.1, 71.2, 72.1, 72.7, 119.6, 126.5, 138.4, 138.8, 141.9, 150.5 | 0.620624 | 18,274,661 | Met Based Drugs. 2008 Oct 1; 2008:391418 | Met Based Drugs | 2,008 | CC BY | 2021-01-05 11:32:13 | no | 63 | false | true | true |
PMC2225981 | 2)2N(CH3) | null | null | 13C NMR (δ ppm CDCl3, 125 MHz, proton decoupled): 138, 135, 132, 126, 121, 119, 108 [C 5H4 and C 4H(CH2–N(CH3)2)2N(CH3)]; 52 [C5H4–CH–(N(CH3)2)(C4H(CH2–N(CH3)2)2N(CH3)]; 34, 32 [N(CH3)2 and C4H(CH2–N(CH3)2)2N(CH3)] | null | null | CDCl3, 125 MHz, proton decoupled | 138, 135, 132, 126, 121, 119, 108, 52, 34, 32 | 0.273824 | 18,274,663 | Met Based Drugs. 2008 Oct 1; 2008:754358 | Met Based Drugs | 2,008 | CC BY | 2021-01-05 11:32:14 | no | 64 | false | false | true |
PMC2225981 | (C 5H4) and (C 6H4 CH2N(CH3)2) | null | null | 146, 138, 136, 132, 131, 129, 127, 124, 120 [(C 6H4 CH2N(CH3)2) and (C 5H4)]; 61 [C5H4–CH–(N(CH3)2 (C6H4CH2N(CH3)2)]; 60 [(C6H4 CH2N(CH3)2)]; 42 [C5H4–CH–(N(CH3)2(C6H4CH2N(CH3)2)] | null | null | CDCl3, 125 MHz, proton decoupled | 146, 138, 136, 132, 131, 129, 127, 124, 120 [(C 6H4 CH2N(CH3)2) and (C 5H4)]; 61 [C5H4–CH–(N(CH3)2 (C6H4CH2N(CH3)2)]; 60 [(C6H4 CH2N(CH3)2)]; 42 [C5H4–CH–(N(CH3)2(C6H4CH2N(CH3)2)] | 0.001789 | 18,274,663 | Met Based Drugs. 2008 Oct 1; 2008:754358 | Met Based Drugs | 2,008 | CC BY | 2021-01-05 11:32:14 | no | 65 | false | false | true |
PMC2248282 | O-(2,4-Dimethoxybenzyl)hydroxylamine | NOCC1=CC=C(OC)C=C1OC | 1H NMR (500 MHz, CDCI3): δ=3.77 (3H, s, OCH3), 3.78 (3H, s, OCH3), 4.64 (2H, s, CH2), 5.41 (2H, bs, NH2), 6.43–6.44 (2H, m, Ar-H), 7.19–7.22 ppm (1H, m, Ar-H) | 13C NMR (125 MHz, CDCl3): δ=24.3 (C(CH3)2), 26.6 (C(CH3)2), 55.46 (OCH3), 55.58 (OCH3), 61.4 (CHCH2OH), 73.6 (ArCH2), 76.5 (CHCH2OH), 77.6 (COCHCH), 98.6 (CH-Ar), 104.2 (CH-Ar), 110.2 (C(CH3)2), 115.5 (C-Ar), 132.9 (CH-Ar), 159.5 (CH3OC-Ar), 161.9 (CH3OC-Ar), 167.1 ppm (NHCOCH) | 500 MHz, CDCI3 | 3.77 (3H, s, OCH3), 3.78 (3H, s, OCH3), 4.64 (2H, s, CH2), 5.41 (2H, bs, NH2), 6.43–6.44 (2H, m, Ar-H), 7.19–7.22 (1H, m, Ar-H) | 125 MHz, CDCl3 | 24.3, 26.6, 55.46, 55.58, 61.4, 73.6, 76.5, 77.6, 98.6, 104.2, 110.2, 115.5, 132.9, 159.5, 161.9, 167.1 | 0.252276 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 66 | true | true | true |
PMC2248282 | 2,2-Dimethyl-thiopropionic acid S-(2-hydroxy-ethyl) ester | CC(C)(C)C(SCCO)=O | 1H NMR (500 MHz, CDCl3): δ=1.23 (9H, s, C(CH3)3), 2.62 (1H, bs, OH), 3.04 (2H, t, J=6.1 Hz SCH2), 3.72 ppm (2H, t, J=6.1, OCH2) | 13C NMR (125 MHz, CDCl3): δ=27.8 (CH3), 31.9 (SCH2), 47.0 (CMe3), 63.2 (OCH2), 207.7 ppm (SCO) | 500 MHz, CDCl3 | 1.23 (9H, s, C(CH3)3), 2.62 (1H, bs, OH), 3.04 (2H, t, J=6.1 Hz SCH2), 3.72 ppm (2H, t, J=6.1, OCH2) | 125 MHz, CDCl3 | 27.8, 31.9, 47.0, 63.2, 207.7 | 0.416134 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 67 | true | true | true |
PMC2248282 | 2,2-Dimethyl-thiopropionic acid S-[2-(chloro-phenoxy-phosphoryloxy)-ethyl] ester | CC(C)(C)C(SCCOP(OC1=CC=CC=C1)(Cl)=O)=O | 1H NMR (500 MHz, CDCl3): δ=1.25 (9H, s, C(CH3)3), 3.24 (2H, t, J=6.4 Hz, CH2CH2S), 4.34–4.41 (2H, m, CH2CH2OP), 7.25–7.28 (3H, m, Ph-H), 7.39 ppm (2H, t, J=7.9 Hz, Ph-H) | 13C NMR (125 MHz, CDCl3): δ=27.3 (C(CH3)3), 28.2, 28.1 (CH2S), 46.5 (C(CH3)3), 68.2 (d, J=7.20 Hz, CH2O), 120.3 (d, J=5.3 Hz, orto-CH-Ar), 126.3 (meta-CH-Ar), 130.0 (para-CH-Ar), 149.7 (d, J=8.9 Hz, C-Ar), 205.6 ppm (SCO) | 500 MHz, CDCl3 | 1.25 (9H, s, C(CH3)3), 3.24 (2H, t, J=6.4 Hz, CH2CH2S), 4.34–4.41 (2H, m, CH2CH2OP), 7.25–7.28 (3H, m, Ph-H), 7.39 ppm (2H, t, J=7.9 Hz, Ph-H) | 125 MHz, CDCl3 | 27.3, 28.2, 28.1, 46.5, 68.2, 120.3, 126.3, 130.0, 149.7, 205.6 | 0.664738 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 68 | true | true | true |
PMC2248282 | 2,2-Dimethyl-thiopropionic acid S-(2-{[5-(4-methoxy-benzyloxycarbamoyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-phenoxy-phosphoryloxy}-ethyl) ester | CC(C)(C)C(OCCOP(OC1=CC=CC=C1)(OCC2OC(C)(C)O[C@@H]2C(NOCC3=CC=C(OC)C=C3)=O)=O)=S | 1H NMR (500 MHz, CDCl3): δ=1.14, 1.15 (9H, 2 s, C(CH3)3), 1.25, 1.26 (3H, 2 s, C(CH3)2), 1.34, 1,36 (3H, 2 s, C(CH3)2), 3.06 (2H, d, J=6.7 Hz, CH2S), 3.73 (3H, s, OCH3), 4.06–4.16 (3H, m, CHHOP+OCH2CH2S), 4.42–4.56 (3H, m, CHCH+CHCH+CHCHHOP), 4.74–4.83 (2H, m, ArCH2), 6.82 (2H, dd, J1=1.6 Hz, J2=8.7 Hz, Ar-H), 7.09 (1H... | 13C NMR (125 MHz, CDCl3): δ=24.5, 25.5 (CCH3), 26.5, 26.6 (CCH3), 27.0, 27.3 (C(CH3)3), 28.4, 28.5 (CH2S), 55.3 (OCH3), 66.66, 66.69, 66.71, 66.76 (CHCH2OP + POCH2CH2S), 74.9, 75.0 (CHCH2OP), 75.8, 75.9 (COCHCH), 78.2 (ArCH2O), 110.7 (C(CH3)2), 113.9, 114.0 (Ph-CH), 120.1, 120.2 (Ph-CH), 125.2 (Ar-C), 126.78, 126.86 (P... | 500 MHz, CDCl3 | 1.14, 1.15 (9H, 2 s, C(CH3)3), 1.25, 1.26 (3H, 2 s, C(CH3)2), 1.34, 1,36 (3H, 2 s, C(CH3)2), 3.06 (2H, d, J=6.7 Hz, CH2S), 3.73 (3H, s, OCH3), 4.06–4.16 (3H, m, CHHOP+OCH2CH2S), 4.42–4.56 (3H, m, CHCH+CHCH+CHCHHOP), 4.74–4.83 (2H, m, ArCH2), 6.82 (2H, dd, J1=1.6 Hz, J2=8.7 Hz, Ar-H), 7.09 (1H, t, J=7.3 Hz, Ph-H), 7.15–... | 125 MHz, CDCl3 | 24.5, 25.5, 26.5, 26.6, 27.0, 27.3, 28.4, 28.5, 55.3, 66.66, 66.69, 66.71, 66.76, 74.9, 75.0, 75.8, 75.9, 78.2, 110.7, 113.9, 114.0, 120.1, 120.2, 125.2, 126.78, 126.86, 129.70, 131.1, 150.44, 150.50, 160.1, 165.5, 205.7 | 0.734953 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 69 | true | true | true |
PMC2248282 | 2,2-Dimethyl-thiopropionic acid S-(2-{[5-(2,4-dimethoxy-benzyloxycarbamoyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-phenoxy-phosphoryloxy}-ethyl) ester | CC(C)(C)C(OCCOP(OC1=CC=CC=C1)(OCC2OC(C)(C)O[C@@H]2C(NOCC3=CC=C(OC)C=C3OC)=O)=O)=S | 1H NMR (500 MHz, CDCl3): δ=1.14, 1.145 (9H, 2 s, C(CH3)3), 1.26, 1.27 (3H, 2 s, C(CH3)2), 1.37, 1.39 (3H, 2 s, C(CH3)2), 3.05 (2H, t, J=6.7 Hz, CH2S), 3.73 (3H, s, OCH3), 3.75 (3H, s, OCH3), 4.10–4.15 (3H, m, OCH2CH2S + CHCHHOP), 4.43–4.57 (3H, m, COCH + CHCHCH2OP + CHCHHOP), 4.80–4.87 (2, m, ArCH2), 6.39–6.43 (2H, m, ... | 13C NMR (125 MHz, CDCl3): δ=24.5 (C(CH3)2), 26.68, 26.71 (C(CH3)2), 27.3 (C(CH3)3), 28.43, 28.48 (CH2S), 55.4, 55.5 (OCH3), 66.6, 66.7, 66.8, 66.9 (CHCH2OP + POCH2CH2S), 73.5, 73.6 (ArCH2), 74.95, 74.98 (CHCH2OP), 75.89, 75.94 (COCHCH), 98.6 (Ar-CH), 104.1 (Ar-CH), 110.4 (C(CH3)2), 120.1, 120.2 (Ph-CH), 125.1 (Ph-CH), ... | 500 MHz, CDCl3 | 1.14, 1.145 (9H, 2 s, C(CH3)3), 1.26, 1.27 (3H, 2 s, C(CH3)2), 1.37, 1.39 (3H, 2 s, C(CH3)2), 3.05 (2H, t, J=6.7 Hz, CH2S), 3.73 (3H, s, OCH3), 3.75 (3H, s, OCH3), 4.10–4.15 (3H, m, OCH2CH2S + CHCHHOP), 4.43–4.57 (3H, m, COCH + CHCHCH2OP + CHCHHOP), 4.80–4.87 (2, m, ArCH2), 6.39–6.43 (2H, m, Ph-H), 7.13–7.26 (5H, m, Ph... | 125 MHz, CDCl3 | 24.5, 26.68, 26.71, 27.3, 28.43, 28.48, 55.4, 55.5, 66.6, 66.7, 66.8, 66.9, 73.5, 73.6, 74.95, 74.98, 75.89, 75.94, 98.6, 104.1, 110.4, 120.1, 120.2, 125.1, 129.7, 132.9 | 0.267631 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 70 | true | true | true |
PMC2248282 | 2,2-Dimethyl-thiopropionic acid S-(2-{[5-(2,4-dimethoxy-benzyloxycarbamoyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-phenoxy-phosphoryloxy}-ethyl) ester | CC(C)(C)C(OCCOP(OC1=CC=CC=C1)(OCC2OC(C)(C)O[C@@H]2C(NOCC3=CC=C(OC)C=C3OC)=O)=O)=S | 1H NMR (500 MHz, CDCl3): δ=1.15 (9H, s, C(CH3)3), 1.28 (3H, s, C(CH3)2),1.44, 1.45 (3H, 2 s, C(CH3)2), 3.07 (2H, dd, J=12.4, 6.4 Hz, CH2S), 4.09–4.22 (3H, m, CH2CH2S + CHCHHOP), 4.29–4.34 (1H, m, CHHOP), 4.52 (1H, bs, CHCH2OP), 4.66 (1H, d, J=7.6 Hz, COCHCH), 7.09–7.16 (3H, m, Ph-H), 7.27 (2H, t, J=7.9 Hz, Ph-H), 9.00,... | 13C NMR (125 MHz, CDCl3): δ=24.55, 24.57 (C(CH3)2), 26.63, 26.68 (C(CH3)2), 27.3 (C(CH3)3), 28.33, 28.41 (CH2S), 66.53, 66.58, 66.69, 66.74, 66.87, 66.92, 67.13, 67.17 (CH2OP + CH2CH2S), 74.68, 74.79 (CHCH2OP), 75.75, 75.80 (COCHCH), 111.5 (C(CH3)2), 120.10, 120.17 (Ph-CH), 125.36, 125.41 (Ph-CH), 129.79 (Ph-CH), 150.4... | 500 MHz, CDCl3 | 1.15 (9H, s, C(CH3)3), 1.28 (3H, s, C(CH3)2),1.44, 1.45 (3H, 2 s, C(CH3)2), 3.07 (2H, dd, J=12.4, 6.4 Hz, CH2S), 4.09–4.22 (3H, m, CH2CH2S + CHCHHOP), 4.29–4.34 (1H, m, CHHOP), 4.52 (1H, bs, CHCH2OP), 4.66 (1H, d, J=7.6 Hz, COCHCH), 7.09–7.16 (3H, m, Ph-H), 7.27 (2H, t, J=7.9 Hz, Ph-H), 9.00, 9.09 ppm (1H, 2 s, NH) | 125 MHz, CDCl3 | 24.55, 24.57, 26.63, 26.68, 27.3, 28.33, 28.41, 66.53, 66.58, 66.69, 66.74, 66.87, 66.92, 67.13, 67.17, 74.68, 74.79, 75.75, 75.80, 111.5, 120.10, 120.17, 125.36, 125.41, 129.79, 150.4, 165.2, 205.9 | 0.661252 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 71 | true | true | true |
PMC2248282 | 2,2-Dimethyl-thiopropionic acid S-(2-{diisopropylamino-[2-(2,2-dimethyl-propionylsulfanyl)-ethoxy]-phosphanyloxy}-ethyl) ester | CC(C)(C)C(OCCO[P@](N(C(C)C)C(C)C)OCCSC(C(C)(C)C)=O)=S | 1H NMR (500 MHz, CDCl3): δ=1.09, 1.10 (12H, 2 s, 2×CH(CH3)2), 1.16, 1.17 (18H, 2 s, 2×C(CH3)3), 3.00–3.06 (4H, m, 2×CH2S), 3.46–3.71 ppm (6H, m, 2×(CH2O) + 2×(CH(CH3)2) | 13C NMR (125 MHz, CDCl3): δ=24.6 (C(CH3)2), 26.7 (C(CH3)2), 27.3 (C(CH3)3), 28.5, 28.55 (CH2S), 46.5 (C(CH3)3), 55.4, 55.6 (OCH3), 66.1, 66.2, 66.3 (POCH2 + CHCH2OP), 73.5 (ArCH2), 75.0 (CHCH2OP), 75.96, 76.02 (COCH), 98.6 (Ar-CH). 104.2 (Ar-CH), 110.7 (C(CH3)2), 115.7 (Ar-CH), 132.9 (Ar-C), 159.4 (Ar-C), 161.8 (Ar-C),... | 500 MHz, CDCl3 | 1.09, 1.10 (12H, 2 s, 2×CH(CH3)2), 1.16, 1.17 (18H, 2 s, 2×C(CH3)3), 3.00–3.06 (4H, m, 2×CH2S), 3.46–3.71 (6H, m, 2×(CH2O) + 2×(CH(CH3)2) | 125 MHz, CDCl3 | 24.6, 26.7, 27.3, 28.5, 28.55, 46.5, 55.4, 55.6, 66.1, 66.2, 66.3, 73.5, 75.0, 75.96, 76.02, 98.6, 104.2, 110.7, 115.7, 132.9, 159.4, 161.8, 165.2, 205.7 | 0.191137 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 72 | true | true | true |
PMC2248282 | 2,2-Dimethyl-thiopropionic acid S-{2-[[2-(2,2-dimethyl-propionylsulfanyl)-ethoxy]-(5-hydroxycarbamoyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phosphoryloxy]-ethyl} ester | CC(C)(C)C(OCCOP(OCC1OC(C)(C)O[C@@H]1C(NO)=O)(OCCSC(C(C)(C)C)=O)=O)=S | 1H NMR (500 MHz, CDCl3): δ=1.17, 1.17 (18H, 2 s, C(CH3)3), 1.30 (3H, s, C(CH3)2), 1.47 (3H, s, C(CH3)2), 3.06 (2H, t, J=6.8 Hz, CH2S), 3.09 (2H, t, J=6.7 Hz, CH2S), 4.00–4.05 (2H, m, CHCH2OP), 4.06–4.20 (4H, m, 2×POCH2CHS), 4.49–4.53 (1H, m, CHCH2OP), 4.68 (1H, d, J=7.5 Hz, COCH), 7.72 (1H, bs, OH), 8.90 ppm (1H, s, NH... | 13C NMR (125 MHz, CDCl3): δ=24.6 (C(CH3)2), 26.7 (C(CH3)2), 27.32, 27.33 (C(CH3)3), 28.4 (CH2S), 46.6 (C(CH3)3), 65.6, 66.36, 66.40, 66.75, 66.79 (CHCH2OP + POCH2), 74.96 (CHCH2OP), 75.85 (COCH), 110.7 (C(CH3)2), 165.25 ppm (HNCO) | 500 MHz, CDCl3 | 1.17, 1.17 (18H, 2 s, C(CH3)3), 1.30 (3H, s, C(CH3)2), 1.47 (3H, s, C(CH3)2), 3.06 (2H, t, J=6.8 Hz, CH2S), 3.09 (2H, t, J=6.7 Hz, CH2S), 4.00–4.05 (2H, m, CHCH2OP), 4.06–4.20 (4H, m, 2×POCH2CHS), 4.49–4.53 (1H, m, CHCH2OP), 4.68 (1H, d, J=7.5 Hz, COCH), 7.72 (1H, bs, OH), 8.90 ppm (1H, s, NH) | 125 MHz, CDCl3 | 24.6, 26.7, 27.32, 27.33, 28.4, 46.6, 65.6, 66.36, 66.40, 66.75, 66.79, 74.96, 75.85, 110.7, 165.25 | 0.835064 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 73 | true | true | true |
PMC2248282 | 2-{[5-(4-Methoxy-benzyloxycarbamoyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-phenoxy-phosphorylamino}-propionic acid methyl ester | CC(NP(OC1=CC=CC=C1)(OCC2OC(C)(C)OC2C(NOCC3=CC=C(OC)C=C3)=O)=O)C(OC)=O | 1H NMR (500 MHz, CDCl3): δ=1.28–1.41 (9H, m, CHCH3 + C(CH3)2), 3.69, 3.70 (3H, 2 s, CO2CH3), 3.81, 3.83 (3H, 2 s, PhOCH3), 4.05–4.20 (2H, m, CHCH3 + CHCHHOP), 4.41–4.50 (1H, m, CHCHHOP), 4.57–4.69 (2H, m, COCH + CHCH2OP), 4.88 (2H, s, ArCH2), 6.90 (2H, t, J=8.4 Hz, Ph-H), 7.12–7.16 (1H, m, Ph-H), 7.20–7.22 (2H, m, Ph-H... | 13C NMR (125 MHz, CDCl3): δ=20.9, 21.0, 21.1 (C(CH3)3), 24.5, 24.6 (C(CH3)2), 26.5, 26.7 (C(CH3)2), 49.9, 50.1 (CHCH3), 52.3, 52.4 (CO2CH3), 55.4, 55.5 (PhOCH3), 64.9, 65.0, 65.2, 65.24 (CH2OP), 73.5 (ArCH2), 74.9, 75.3 (CHCHCH2) 76.0, 76.11, (COCHCH), 98.5 (Ar-CH), 104.1 (Ar-CH), 120.27, 120.32, 120.36, 120.4 (Ph-CH),... | 500 MHz, CDCl3 | 1.28–1.41 (9H, m, CHCH3 + C(CH3)2), 3.69, 3.70 (3H, 2 s, CO2CH3), 3.81, 3.83 (3H, 2 s, PhOCH3), 4.05–4.20 (2H, m, CHCH3 + CHCHHOP), 4.41–4.50 (1H, m, CHCHHOP), 4.57–4.69 (2H, m, COCH + CHCH2OP), 4.88 (2H, s, ArCH2), 6.90 (2H, t, J=8.4 Hz, Ph-H), 7.12–7.16 (1H, m, Ph-H), 7.20–7.22 (2H, m, Ph-H), 7.27–7.38 (4H, m, Ar-H),... | 125 MHz, CDCl3 | 20.9, 21.0, 21.1, 24.5, 24.6, 26.5, 26.7, 49.9, 50.1, 52.3, 52.4, 55.4, 55.5, 64.9, 65.0, 65.2, 65.24, 73.5, 74.9, 75.3, 76.0, 76.11, 98.5, 104.1, 120.27, 120.32, 120.36, 120.4, 124.5, 124.7, 129.5, 129.6, 132.8 | 0.457481 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 74 | true | true | true |
PMC2248282 | 2-[(5-Hydroxycarbamoyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenoxy-phosphorylamino]-propionic acid methyl ester | CC(NP(OC1=CC=CC=C1)(OCC2OC(C)(C)OC2C(NO)=O)=O)C(OC)=O | 1H NMR (500 MHz, CDCl3): δ=1.26–1.30 (6H, m, C(CH3)2), 1.42, 1.44 (3H, 2 s, CHCH3), 3.64, 3.65 (3H, 2 s, OCH3), 3.92–4.22 (4H, m, CHCH3 + CH2OP + OH), 4.49–4.54 (1H, m, CHCH2OP), 4.68 (1H, t, J=7.4 Hz, COCHCH), 7.07–7.10 (1H, m, Ph-H), 7.13–7.16 (2H, m, Ph-H), 7.23–7.26 (2H, m, Ph-H), 8.32 (1H, bs, NH), 8.96 ppm (1H, b... | 13C NMR (125 MHz, CDCl3): δ=20.87, 20.93 (CHCH3), 24.57, 24.59 (C(CH3)2), 26.39, 26.68 (C(CH3)2), 50.0, 50.2 (CHCH3), 52.6 (OCH3), 64.9, 65.4 (CH2OP), 74.8, 75.4 (CHCH2OP), 75.79, 75.87, 75.96, 76.05 (COCHCH), 109.7 (C(CH3)2), 120.2, 120.3 (Ph-CH), 124.9, 125.0 (Ph-CH), 129.7 (Ph-CH), 149.5 (Ph-C), 165.1 ppm (HNCOCH), ... | 500 MHz, CDCl3 | 1.26–1.30 (6H, m, C(CH3)2), 1.42, 1.44 (3H, 2 s, CHCH3), 3.64, 3.65 (3H, 2 s, OCH3), 3.92–4.22 (4H, m, CHCH3 + CH2OP + OH), 4.49–4.54 (1H, m, CHCH2OP), 4.68 (1H, t, J=7.4 Hz, COCHCH), 7.07–7.10 (1H, m, Ph-H), 7.13–7.16 (2H, m, Ph-H), 7.23–7.26 (2H, m, Ph-H), 8.32 (1H, bs, NH), 8.96 ppm (1H, bs, NH) | 125 MHz, CDCl3 | 20.87, 20.93, 24.57, 24.59, 26.39, 26.68, 50.0, 50.2, 52.6, 64.9, 65.4, 74.8, 75.4, 75.79, 75.87, 75.96, 76.05, 109.7, 120.2, 120.3, 124.9, 125.0, 129.7, 149.5, 165.1, 173.8 | 0.424432 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 75 | true | true | true |
PMC2248282 | 2-[[5-(2,4-Dimethoxy-benzyloxycarbamoyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-(4-nitro-phenoxy)-phosphorylamino]-propionic acid methyl ester | CC(NP(OC1=CC=C([N+]([O-])=O)C=C1)(OCC2OC(C)(C)OC2C(NOCC3=CC=C(OC)C=C3OC)=O)=O)C(OC)=O | 1H NMR (500 MHz, CDCl3): δ=1.30, 1.32 (6H, 2 s, C(CH3)2), 1.42, 1.46 (3H, 2 s, CHCH3), 3.68 (3H, s, OCH3), 4.04–4.09 (1H, m, CHCH3), 4.15–4.23 (2H, m, CH2OP), 4.53 (1H, bs, CHCH2OP), 4.70 (1H, d, J=7.5 Hz, COCHCH), 6.42 (2H, m, Ar-CH2), 7.31 (2H, m, Ar-H), 8.16 (2H, m, Ar-H), 8.93 ppm (1H, bs, NH) | 13C NMR (125 MHz, CDCl3): δ=20.0 (CHCH3), 24.25 (C(CH3)2), 26.67 (C(CH3)2), 50.0, 50.2 (CHCH3), 53.5 (OCH3), 65.1, 65.2 (CH2OP), 75.5, 75.6 (CHCH2OP), 77.6 (COCHCH), 110.5 (C(CH3)2), 120.8, 120.9 (Ph-CH), 125.6, (Ph-CH), 130.7 (Ph-C-NO2), 142.6 (Ph-C), 166.0 (HNCOCH), 173.8 ppm (CO2CH3) | 500 MHz, CDCl3 | 1.30, 1.32 (6H, 2 s, C(CH3)2), 1.42, 1.46 (3H, 2 s, CHCH3), 3.68 (3H, s, OCH3), 4.04–4.09 (1H, m, CHCH3), 4.15–4.23 (2H, m, CH2OP), 4.53 (1H, bs, CHCH2OP), 4.70 (1H, d, J=7.5 Hz, COCHCH), 6.42 (2H, m, Ar-CH2), 7.31 (2H, m, Ar-H), 8.16 (2H, m, Ar-H), 8.93 ppm (1H, bs, NH) | 125 MHz, CDCl3 | 20.0, 24.25, 26.67, 50.0, 50.2, 53.5, 65.1, 65.2, 75.5, 75.6, 77.6, 110.5, 120.8, 120.9, 125.6, 130.7, 142.6, 166.0, 173.8 | 0.246721 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 76 | true | true | true |
PMC2248282 | 2-Chloro-4H-benzo[1,3,2]dioxaphosphinine | ClP1OC2=CC=CC=C2CO1 | 1H NMR (500 MHz, CDCl3): δ=5.07 (1H, dd, J1=14.2, J2=9.6 Hz, Ar-CHHO), 5.49 (1H, dd, J1=14.4, J2=1.9 Hz, Ar-CHHO), 7.01–7.03 (2H, m, Ar-H), 7.15 (1H, t, J=7.5 Hz, Ar-H), 7.31 ppm (1H, t, J=7.5 Hz, Ar-H) | 13C NMR (125 MHz, CDCl3): δ=61.13, 61.14 (ArCH2O), 119.47, 119.49 (Ar-CH), 121.44, 121.54 (Ar-C), 124.04 (Ar-CH), 125.84 (Ar-CH), 129.30 (Ar-CH), 146.13, 146.17 (Ar-C) | 500 MHz, CDCl3 | 5.07 (1H, dd, J1=14.2, J2=9.6 Hz, Ar-CHHO), 5.49 (1H, dd, J1=14.4, J2=1.9 Hz, Ar-CHHO), 7.01–7.03 (2H, m, Ar-H), 7.15 (1H, t, J=7.5 Hz, Ar-H), 7.31 ppm (1H, t, J=7.5 Hz, Ar-H) | 125 MHz, CDCl3 | 61.13, 61.14, 119.47, 119.49, 121.44, 121.54, 124.04, 125.84, 129.30, 146.13, 146.17 | 0.727531 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 77 | true | true | true |
PMC2248282 | 2,2-Dimethyl-5-(2-oxo-2,3-dihydro-2,5-benzo[1,4,2]dioxaphosphinin-2-yloxymethyl)-[1,3]dioxolane-4-carboxylic acid (2,4-dimethoxy-benzyloxy)-amide | null | 1H NMR (500 MHz, CDCl3): δ=1.27 (3H, s, C(CH3)2), 1.38, 1.41 (3H, 2 s, C(CH3)2), 3.75 (6H, 2 s, OCH3), 4.04–4.16 (1H, m, CHCHHOP), 4.46–4.57 (3H, m, COCHCHCHHOP), 4.75 (1H, AB syst., J1=11.0, J2=28.4 Hz, ArCHHO), 4.80 (1H, AB syst., J1=11.0, J2=32.9 Hz, ArCHHO), 5.16–5.27 (1H, m, POCHHAr), 5.33–5.39 (1H, m, POCHHAr), 6... | 13C NMR (125 MHz, CDCl3): δ=24.55, 24.58 (C(CH3)2), 26.66, 26.73 (C(CH3)2), 55.44, 55.55, 55.58 (OCH3), 66.60, 66.66, 66.70 (CHCH2OP), 68.54, 68.60, 68.72 (POCH2Ar), 73.53, 73.57 (ArCH2O), 74.90, 75.02 (CHCH2OP), 75.81, 75.87 (COCH), 98.55, 98.57 (Ar-CH), 104.16, 104.19 (Ar-CH), 110.75 (C(CH3)2), 115.63 (Ar-CH), 118.61... | 500 MHz, CDCl3 | 1.27 (3H, s, C(CH3)2), 1.38, 1.41 (3H, 2 s, C(CH3)2), 3.75 (6H, 2 s, OCH3), 4.04–4.16 (1H, m, CHCHHOP), 4.46–4.57 (3H, m, COCHCHCHHOP), 4.75 (1H, AB syst., J1=11.0, J2=28.4 Hz, ArCHHO), 4.80 (1H, AB syst., J1=11.0, J2=32.9 Hz, ArCHHO), 5.16–5.27 (1H, m, POCHHAr), 5.33–5.39 (1H, m, POCHHAr), 6.38–6.42 (2H, m, Ar-H), 6.9... | 125 MHz, CDCl3 | 24.55, 24.58, 26.66, 26.73, 55.44, 55.55, 55.58, 66.60, 66.66, 66.70, 68.54, 68.60, 68.72, 73.53, 73.57, 74.90, 75.02, 75.81, 75.87, 98.55, 98.57, 104.16, 104.19, 110.75, 115.63, 118.61, 118.68, 118.77, 118.84, 120.66, 124.13, 124.18, 125.23, 125.33, 129.60, 129.70, 132.80, 132.88, 150.20, 159.39, 159.43, 161.83, 161.8... | 0.667728 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 78 | false | true | true |
PMC2248282 | Cyclo(saligenyl)-(5-(hydroxycarbamoyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl phosphate ester | null | 1H NMR (500 MHz, CDCl3): δ=1.38 (3H, s, C(CH3)2), 1.52, 1.55 (3H, 2 s, C(CH3)2), 4.41–4.46 (2H, m, CHCH2OP), 4.60–4.64 (1H, m, CHCH2OP), 4.76–4.78 (1H, m, COCH), 5.31–5.46 (2H, m, OCH2Ar), 7.09–7.11 (2H m, Ar-H), 7.17 (1H, t, J=7.5 Hz, Ar-H), 7.35 (1H, t, J=7.6 Hz, Ar-H), 8.93–9.02 ppm (1H, bs, NH) | 13C NMR (125 MHz, CDCl3): δ=24.45, 24.58 (C(CH3)2), 26.47, 26.63 (C(CH3)2), 66.67, 66.72, 66.77 (CHCH2OP), 68.83, 68.88, 68.94 (POCH2Ar), 74.45, 74.67 (CHCH2OP), 75.66, 75.72 (COCHCH), 110.87, 110.95 (C(CH3)2), 118.66, 118.73, 118.75, 118.83 (Ar-CH), 120.57, 120.65, 120.72 (Ar-C), 124.40 (Ar-CH), 125.33, 125.41 (Ar-CH)... | 500 MHz, CDCl3 | 1.38 (3H, s, C(CH3)2), 1.52, 1.55 (3H, 2 s, C(CH3)2), 4.41–4.46 (2H, m, CHCH2OP), 4.60–4.64 (1H, m, CHCH2OP), 4.76–4.78 (1H, m, COCH), 5.31–5.46 (2H, m, OCH2Ar), 7.09–7.11 (2H m, Ar-H), 7.17 (1H, t, J=7.5 Hz, Ar-H), 7.35 (1H, t, J=7.6 Hz, Ar-H), 8.93–9.02 ppm (1H, bs, NH) | 125 MHz, CDCl3 | 24.45, 24.58, 26.47, 26.63, 66.67, 66.72, 66.77, 68.83, 68.88, 68.94, 74.45, 74.67, 75.66, 75.72, 110.87, 110.95, 118.66, 118.73, 118.75, 118.83, 120.57, 120.65, 120.72, 124.40, 125.33, 125.41, 129.75, 129.78, 149.92, 149.94, 149.97, 150.0, 165.7, 166.0 | 0.75146 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 79 | false | true | true |
PMC2248282 | Tris((pivaloyloxy)methyl) phosphate | O=P(OCOC(C(C)(C)C)=O)(OCOC(C(C)(C)C)=O)OCOC(C(C)(C)C)=O | 1H NMR (500 MHz, CDCl3): δ=1.25 (27H, d, J=1.53 Hz, 3×C(CH3)3), 5.68 ppm (6H, dd, J=1.4, 13.8 Hz, 3×OCH2O) | 13C NMR (125 MHz, CDCl3): δ=26.8 (C(CH3)3), 38.8 (C(CH3)3), 82.77 (d, J=5.2 Hz, OCH2O), 176.6 ppm (COC(CH3)3) | 500 MHz, CDCl3 | 1.25 (27H, d, J=1.53 Hz, 3×C(CH3)3), 5.68 ppm (6H, dd, J=1.4, 13.8 Hz, 3×OCH2O) | 125 MHz, CDCl3 | 26.8, 38.8, 82.77, 176.6 | 0.903314 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 80 | true | true | true |
PMC2248282 | Bis((pivaloyloxy)methyl) hydrogen phosphate | O=P(OCOC(C(C)(C)C)=O)(OCOC(C(C)(C)C)=O)O | 1H NMR (500 MHz, CDCl3): δ=1.25 (18H, s, 2×C(CH3)3), 5.66 (4H, d, J=13.9 Hz, 2×OCH2O), 10.4 ppm (1H, bs, OH) | 13C NMR (125 MHz, CDCl3): δ=26.8 (C(CH3)3), 38.8 (C(CH3)3), 82.7 (d, J=5.29 Hz, OCH2O), 176.9 ppm (COC(CH3)3) | 500 MHz, CDCl3 | 1.25 (18H, s, 2×C(CH3)3), 5.66 (4H, d, J=13.9 Hz, 2×OCH2O), 10.4 ppm (1H, bs, OH) | 125 MHz, CDCl3 | 26.8, 38.8, 82.7, 176.9 | 0.7565 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 81 | true | true | true |
PMC2248282 | (5-(2,4-Dimethoxybenzyloxycarbamoyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl bis((pivaloyloxy)methyl) phosphate | O=P(OCOC(C(C)(C)C)=O)(OCC1OC(C)(C)OC1C(NOCC2=CC=C(OC)C=C2OC)=O)OCOC(C(C)(C)C)=O | 1H NMR (500 MHz, CDCl3): δ=1.156 (9H, s, C(CH3)3), 1.160 (9H, s, C(CH3)3), 1.28 (3H, s, C(CH3)2), 1.40 (3H, s, C(CH3)2), 3.75 (3H, s, OCH3), 3.77 (3H, s, OCH3), 4.00–4.03 (1H, m, CHCHHOP), 4.38–4.40 (1H, m, CHCHHOP), 4.51–4.55 (2H, m, CHCHCH2), 4.84 (2H, AB syst. J=11.0 Hz, OCH2Ar), 5.57–5.60 (4H, m, 2×OCH2O), 6.40–6.4... | 13C NMR (125 MHz, CDCl3): δ=24.6 (C(CH3)2), 26.7 (C(CH3)2), 26.8 (C(CH3)3), 38.7 (C(CH3)3), 55.4 (OCH3), 55.6 (OCH3), 66.7, 66.8 (CHCH2OP), 73.5 (OCH2Ar), 74.9 (CHCH), 75.8, 75.9 (CHCHCH2), 82.8, 82.9 (OCH2O), 98.6 (Ar-CH), 104.2 (Ar-CH), 110.8 (C(CH3)2), 132.9 (Ar-CH), 159.5 (Ar-C), 161.8 (Ar-C), 165.2 (HNCO), 176.7 p... | 500 MHz, CDCl3 | 1.156 (9H, s, C(CH3)3), 1.160 (9H, s, C(CH3)3), 1.28 (3H, s, C(CH3)2), 1.40 (3H, s, C(CH3)2), 3.75 (3H, s, OCH3), 3.77 (3H, s, OCH3), 4.00–4.03 (1H, m, CHCHHOP), 4.38–4.40 (1H, m, CHCHHOP), 4.51–4.55 (2H, m, CHCHCH2), 4.84 (2H, AB syst. J=11.0 Hz, OCH2Ar), 5.57–5.60 (4H, m, 2×OCH2O), 6.40–6.42 (2H, m, Ar-H), 7.19–7.21 ... | 125 MHz, CDCl3 | 24.6, 26.7, 26.8, 38.7, 55.4, 55.6, 66.7, 66.8, 73.5, 74.9, 75.8, 75.9, 82.8, 82.9, 98.6, 104.2, 110.8, 132.9, 159.5, 161.8, 165.2, 176.7 | 0.547308 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 82 | true | true | true |
PMC2248282 | (5-(hydroxycarbamoyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl bis((pivaloyloxy)methyl) phosphate | O=P(OCOC(C(C)(C)C)=O)(OCC1OC(C)(C)OC1C(NO)=O)OCOC(C(C)(C)C)=O | 1H NMR (500 MHz, CDCl3): δ=1.168 (9H, s, C(CH3)3), 1.169 (9H. S, C(CH3)3), 1.30 (3H, s, C(CH3)2), 1.48 (3H, s, C(CH3)2), 4.12–4.17 (1H, m, CHHOP), 4.22–4.26 (1H, m, CHHOP), 4.50–4.53 (1H. M, CHCHCH2), 4.67 (1H, d, J=7.6 Hz, CHCHCH2), 5.52–5.63 (4H, m, 2×OCH2O), 8.0 (0.6H, bs, OH), 9.02 ppm (1H, bs, NH) | 13C NMR (125 MHz, CDCl3): δ=24.6 (C(CH3)2), 26.6 (C(CH3)2), 26.8 (C(CH3)3), 38.8 (C(CH3)2), 66.3, 66.4 (CHCH2OP), 74.8 (CHCH), 75.6, 75.7 (CHCHCH2O), 83.0, 83.1 (OCH2O), 110.8 (C(CH3)2), 165.5 (HNCO), 176.92, 176.94 ppm (COC(CH3)3) | 500 MHz, CDCl3 | 1.168 (9H, s, C(CH3)3), 1.169 (9H. S, C(CH3)3), 1.30 (3H, s, C(CH3)2), 1.48 (3H, s, C(CH3)2), 4.12–4.17 (1H, m, CHHOP), 4.22–4.26 (1H, m, CHHOP), 4.50–4.53 (1H. M, CHCHCH2), 4.67 (1H, d, J=7.6 Hz, CHCHCH2), 5.52–5.63 (4H, m, 2×OCH2O), 8.0 (0.6H, bs, OH), 9.02 ppm (1H, bs, NH) | 125 MHz, CDCl3 | 24.6, 26.6, 26.8, 38.8, 66.3, 66.4, 74.8, 75.6, 75.7, 83.0, 83.1, 110.8, 165.5, 176.92, 176.94 | 0.744006 | 17,615,587 | ChemMedChem. 2007 Aug 13; 2(8):1169-1180 | ChemMedChem | 2,007 | CC BY | 2021-01-04 20:13:23 | no | 83 | true | true | true |
PMC2266970 | 4 | null | 1H NMR (400 MHz, CDCl3) δ ppm 7.96 (d, J = 1.78 Hz, 1H), 7.89 (dd, J = 8.37, 1.89 Hz, 1H), 7.68 (d, J = 8.37 Hz, 1H) | 13C NMR (75 MHz, CDCl3) δ ppm 136.6 (d), 136.3 (d), 134.4 (d), 128.1 (s), 117.3 (s), 114.7 (s), 114.5 (s), 114.0 (s) | 400 MHz, CDCl3 | 7.96 (d, J = 1.78 Hz, 1H), 7.89 (dd, J = 8.37, 1.89 Hz, 1H), 7.68 (d, J = 8.37 Hz, 1H) | 75 MHz, CDCl3 | 136.6, 136.3, 134.4, 128.1, 117.3, 114.7, 114.5, 114.0 | 0.802804 | 18,354,726 | Met Based Drugs. 2008 Mar 3; 2008:498916 | Met Based Drugs | 2,008 | CC BY | 2021-01-05 11:32:14 | no | 84 | false | true | true |
PMC2266970 | 5 | null | 1H NMR (400 MHz, CDCl3) δ ppm 7.80 (d, J = 1.88 Hz, 1H), 7.75 (s, 1H), 7.73 (d, J = 1.87 Hz, 1H) | 13C NMR (75 MHz, CDCl3) δ ppm 140.2 (s), 134.5 (d), 133.7 (d), 133.5 (d), 117.4 (s), 114.6 (s), 114.2 (s), 114.1 (s) | 400 MHz, CDCl3 | 7.80 (d, J = 1.88 Hz, 1H), 7.75 (s, 1H), 7.73 (d, J = 1.87 Hz, 1H) | 75 MHz, CDCl3 | 140.2, 134.5, 133.7, 133.5, 117.4, 114.6, 114.2, 114.1 | 0.737963 | 18,354,726 | Met Based Drugs. 2008 Mar 3; 2008:498916 | Met Based Drugs | 2,008 | CC BY | 2021-01-05 11:32:14 | no | 85 | false | true | true |
PMC2275733 | 4-Bromo-2-isopropyl phenyl methoxymethyl ether | COCOC1=CC=C(Br)C=C1C(C)C | 1H NMR (CDCl3, 400 MHz) δ 1,20 (d, 6H, J = 6,9 Hz), 3,31 (heptet, 1H, J = 7,1 Hz), 3,51 (s, 3H), 5,20 (s, 2H), 6,95 (d, 1H, J = 8,7 Hz), 7,22 (dd, 1H, J = 8,7 and 3.1 Hz), 7,40 (d, 1H, J = 3,1 Hz) | 13C NMR (CDCl3, 100 MHz) δ 22.7, 27.0, 56.1, 95.0, 114.5, 116.1, 129.8, 140.1, 154.5 | CDCl3, 400 MHz | 1,20 (d, 6H, J = 6,9 Hz), 3,31 (heptet, 1H, J = 7,1 Hz), 3,51 (s, 3H), 5,20 (s, 2H), 6,95 (d, 1H, J = 8,7 Hz), 7,22 (dd, 1H, J = 8,7 and 3.1 Hz), 7,40 (d, 1H, J = 3,1 Hz) | CDCl3, 100 MHz | 22.7, 27.0, 56.1, 95.0, 114.5, 116.1, 129.8, 140.1, 154.5 | 0.950842 | 18,237,438 | BMC Struct Biol. 2008 Jan 31; 8:8 | BMC Struct Biol | 2,008 | CC BY | 2021-01-04 16:55:57 | no | 86 | true | true | true |
PMC2275733 | O-Triisopropylsilyl-4-bromo-3,5-dimethylphenol | OC1=CC(C)=C(Br)C(C)=C1[Si](C(C)C)(C(C)C)C(C)C | 1H NMR (CDCl3, 400 MHz) δ 1.15 (d, 18H, J = 6.9 Hz), 1.26 (m, 3H), 2.35 (s, 6H), 6.60 (s, 2H) | 13C NMR (CDCl3, 100 MHz) δ 12.5, 17.5, 23.5, 117.1, 119.3, 138.5, 155.6 | CDCl3, 400 MHz | 1.15 (d, 18H, J = 6.9 Hz), 1.26 (m, 3H), 2.35 (s, 6H), 6.60 (s, 2H) | CDCl3, 100 MHz | 12.5, 17.5, 23.5, 117.1, 119.3, 138.5, 155.6 | 0.972001 | 18,237,438 | BMC Struct Biol. 2008 Jan 31; 8:8 | BMC Struct Biol | 2,008 | CC BY | 2021-01-04 16:55:57 | no | 87 | true | true | true |
PMC2275733 | 2,6-Dimethyl-4-O-triisopropylsilylbenzaldehyde | null | 1H NMR (CDCl3, 400 MHz) δ 1.12 (d, 18H, J = 6.9 Hz), 1.25 (m, 3H), 2.55 (s, 6H), 6.55 (s, 2H), 10.50 (s, 1H) | 13C NMR (CDCl3, 100 MHz) δ 12.5, 17.6, 20.7, 119.3, 120.5, 144.5, 159.6, 191.5 | CDCl3, 400 MHz | 1.12 (d, 18H, J = 6.9 Hz), 1.25 (m, 3H), 2.55 (s, 6H), 6.55 (s, 2H), 10.50 (s, 1H) | CDCl3, 100 MHz | 12.5, 17.6, 20.7, 119.3, 120.5, 144.5, 159.6, 191.5 | 0.968973 | 18,237,438 | BMC Struct Biol. 2008 Jan 31; 8:8 | BMC Struct Biol | 2,008 | CC BY | 2021-01-04 16:55:57 | no | 88 | false | true | true |
PMC2275733 | 3,5-Dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzylhydroxy)-O-triisopropylsilylphenol | null | 1H NMR (CDCl3, 400 MHz) δ 1.10 (d, 18H, J = 6.9 Hz), 1.20 (dd, 6H, J = 6.6, 6.9 Hz), 1.25 (m, 3H), 2.24 (s, 6H), 3.35 (heptet, 1H, J = 6.9 Hz), 3.51 (s, 3H), 5.22 (s, 2H), 6.25 (s, 1H), 6.62 (s, 2H), 6.98 (m, 2H), 7.20 (s, 1H) | 13C NMR (CDCl3, 300 MHz) δ 12.5, 17.5, 20.6, 22.5, 27.0, 31.5, 56.0, 71.0, 94.5, 113.5, 120.0 123.5, 132.0, 136.1, 137.0, 138.2, 153.0, 155.0 | CDCl3, 400 MHz | 1.10 (d, 18H, J = 6.9 Hz), 1.20 (dd, 6H, J = 6.6, 6.9 Hz), 1.25 (m, 3H), 2.24 (s, 6H), 3.35 (heptet, 1H, J = 6.9 Hz), 3.51 (s, 3H), 5.22 (s, 2H), 6.25 (s, 1H), 6.62 (s, 2H), 6.98 (m, 2H), 7.20 (s, 1H) | CDCl3, 300 MHz | 12.5, 17.5, 20.6, 22.5, 27.0, 31.5, 56.0, 71.0, 94.5, 113.5, 120.0, 123.5, 132.0, 136.1, 137.0, 138.2, 153.0, 155.0 | 0.823833 | 18,237,438 | BMC Struct Biol. 2008 Jan 31; 8:8 | BMC Struct Biol | 2,008 | CC BY | 2021-01-04 16:55:57 | no | 89 | false | true | true |
PMC2275733 | 3,5-Dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzyl)-O-triisopropylsilylphenol | null | 1H NMR (CDCl3, 400 MHz) δ 1.10 (d, 18H, J = 6.9 Hz), 1.20 (d, 6H, J = 6.9 Hz), 1.30 (m, 3H), 2.15 (s, 6H), 3.30 (heptet, 1H, J = 6.9 Hz), 3.50 (s, 3H), 3.90 (s, 2H), 5.15 (s, 2H), 6.60 (s, 2H), 6.67 (dd, 1H, J = 2.4 Hz, 8.4 Hz), 6.90 (m, 2H) | 13C NMR (CDCl3, 100 MHz) δ 12.5, 17.0, 20.5, 22.8, 27.0, 33.8, 56.0, 95.0, 114.0, 119.5, 125.5, 130.0, 133.5, 137.5, 138.0, 152.5, 154.0 | CDCl3, 400 MHz | 1.10 (d, 18H, J = 6.9 Hz), 1.20 (d, 6H, J = 6.9 Hz), 1.30 (m, 3H), 2.15 (s, 6H), 3.30 (heptet, 1H, J = 6.9 Hz), 3.50 (s, 3H), 3.90 (s, 2H), 5.15 (s, 2H), 6.60 (s, 2H), 6.67 (dd, 1H, J = 2.4 Hz, 8.4 Hz), 6.90 (m, 2H) | CDCl3, 100 MHz | 12.5, 17.0, 20.5, 22.8, 27.0, 33.8, 56.0, 95.0, 114.0, 119.5, 125.5, 130.0, 133.5, 137.5, 138.0, 152.5, 154.0 | 0.966379 | 18,237,438 | BMC Struct Biol. 2008 Jan 31; 8:8 | BMC Struct Biol | 2,008 | CC BY | 2021-01-04 16:55:57 | no | 90 | false | true | true |
PMC2275733 | 3,5-Dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzyl) phenol | null | 1H NMR (CDCl3, 400 MHz) δ 1.20 (d, 6H, J = 6.9 Hz), 2.15 (s, 6H), 3.30 (heptet, 1H, J = 6.9 Hz), 3.48 (s, 3H), 3.91 (s, 2H), 5.15 (s, 2H), 6.60 (s, 2H), 6.67 (dd, 1H, J = 2.4, 8.4 Hz), 6.90 (d, 1H, J = 8.4 Hz), 6.95 (d, 1H, J = 2.4 Hz) | 13C NMR (CDCl3, 100 MHz) δ 20.5, 23.0, 27.2, 34.0, 56.5, 95.0, 114.5, 115.0, 125.5, 126.0, 130.0, 133.5, 137.5, 139.0, 153.5 | CDCl3, 400 MHz | 1.20 (d, 6H, J = 6.9 Hz), 2.15 (s, 6H), 3.30 (heptet, 1H, J = 6.9 Hz), 3.48 (s, 3H), 3.91 (s, 2H), 5.15 (s, 2H), 6.60 (s, 2H), 6.67 (dd, 1H, J = 2.4, 8.4 Hz), 6.90 (d, 1H, J = 8.4 Hz), 6.95 (d, 1H, J = 2.4 Hz) | CDCl3, 100 MHz | 20.5, 23.0, 27.2, 34.0, 56.5, 95.0, 114.5, 115.0, 125.5, 126.0, 130.0, 133.5, 137.5, 139.0, 153.5 | 0.966974 | 18,237,438 | BMC Struct Biol. 2008 Jan 31; 8:8 | BMC Struct Biol | 2,008 | CC BY | 2021-01-04 16:55:57 | no | 91 | false | true | true |
PMC2275733 | GC-1 [3,5-Dimethyl-4-(4'-hydroxy-3'-isopropylbenzyl) phenoxy] acetic acid | null | 1H NMR (CDCl3, 400 MHz) δ 1.15 (d, 6H, J = 7.1 Hz), 2.15 (s, 6H), 3.10 (heptet, 1H, J = 6.8 Hz), 3.86 (s, 2H), 4.60 (s, 2H), 6.49–6.62 (m, 2H), 6.65 (s, 2H), 6.85 (s, 1H) | 13C NMR (CDCl3, 100 MHz) δ 21.0, 23.3, 28.0, 34.5, 68.5, 115.5, 116.0, 126.0, 126.5, 126.8, 131.9, 135.8, 139.4, 153.0, 157.3, 178.1 | CDCl3, 400 MHz | 1.15 (d, 6H, J = 7.1 Hz), 2.15 (s, 6H), 3.10 (heptet, 1H, J = 6.8 Hz), 3.86 (s, 2H), 4.60 (s, 2H), 6.49–6.62 (m, 2H), 6.65 (s, 2H), 6.85 (s, 1H) | CDCl3, 100 MHz | 21.0, 23.3, 28.0, 34.5, 68.5, 115.5, 116.0, 126.0, 126.5, 126.8, 131.9, 135.8, 139.4, 153.0, 157.3, 178.1 | 0.523011 | 18,237,438 | BMC Struct Biol. 2008 Jan 31; 8:8 | BMC Struct Biol | 2,008 | CC BY | 2021-01-04 16:55:57 | no | 92 | false | true | true |
PMC2364906 | triphenyltin 2,3,4-trimethoxybenzoate | O=C([O-])C1=CC=C(OC)C(OC)=C1OC.[Sn+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4 | 1H NMR (estimated 3j(1H,117/119Sn coupling constants from non resolved satellites between brackets in bold): 6.66, d (9): H(5); 7.78, d (9): H(6); 7.79-7.83, rn [=60]: H(o); 7.38-7.47, m: H(m) + H(p); 3.85, 3.86 and 3.88: CH30 | 13C NMR: 117.7 [109.1]: C(1); 155.2 and 157.2 [148.4 and 151.0]: C(2) and C(4); 142.9 [130.8] | null | 6.66, d (9): H(5); 7.78, d (9): H(6); 7.79-7.83, rn [=60]: H(o); 7.38-7.47, m: H(m) + H(p); 3.85, 3.86 and 3.88: CH30 | null | 117.7, 155.2, 157.2, 142.9, 106.8, 128.3, 172.0, 138.8, 136.9, 128.8, 130.0, 56.0, 61.0, 61.8 | 0.182754 | 18,476,244 | Met Based Drugs. 1994; 1(4):305-309 | Met Based Drugs | 1,994 | CC BY | 2021-01-04 16:59:39 | no | 93 | true | true | true |
PMC2364906 | triphenyltin 2,4,5-trimethoxybenzoate | O=C([O-])C1=CC(OC)=C(OC)C=C1OC.[Sn+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4 | 1H NMR: 6.51, s: H(3); 7.56, s: H(6); 7.77-7.82, m [=66]: H(o); 7.39-7.4.6, m: H(m) + H(p); 3.86, 3.88 and 3.91 | 13C NMR: 111.0 [109.1] | null | 6.51, s: H(3); 7.56, s: H(6); 7.77-7.82, m [=66]: H(o); 7.39-7.4.6, m: H(m) + H(p); 3.86, 3.88 and 3.91 | null | 111.0, 156.1, 153.6, 98.3, 142.6, 115.9, 171.9, 138.9, 136.9, 128.7, 129.9, 55.9, 56.4, 57.4 | 0.214668 | 18,476,244 | Met Based Drugs. 1994; 1(4):305-309 | Met Based Drugs | 1,994 | CC BY | 2021-01-04 16:59:39 | no | 94 | true | true | true |
PMC2364906 | triphenyltin 3,4,5-trimethoxybenzoate | O=C([O-])C1=CC(OC)=C(OC)C(OC)=C1.[Sn+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4 | 1H NMR: 7.32, s: H(2) H(6); 7.78-7.81, m [--62]: H(o); 7.42-7.49, m: H(m) + H(p); 3.87:3-CH30 5-CH30; 3.88: 4-CH30 | 13C NMR: 125.5 [124.5]: C(1); 108.0 [109.3] | null | 7.32, s: H(2) H(6); 7.78-7.81, m [--62]: H(o); 7.42-7.49, m: H(m) + H(p); 3.87:3-CH30 5-CH30; 3.88: 4-CH30 | null | 125.5, 108.0, 152.7, 128.2, 172.4, 138.4, 136.8, 128.9, 130.1, 60.8, 56.2 | 0.224436 | 18,476,244 | Met Based Drugs. 1994; 1(4):305-309 | Met Based Drugs | 1,994 | CC BY | 2021-01-04 16:59:39 | no | 95 | true | true | true |
PMC2364987 | ligand 4 | null | A broad signal at 7.20 ppm due to the SONH2 protons is seen in the 1H-NMR spectrum | one signal at 162.4 ppm in the 13C-NMR spectrum | null | 7.20 | null | 162.4 | 0.29216 | 18,472,784 | Met Based Drugs. 1995; 2(6):331-336 | Met Based Drugs | 1,995 | CC BY | 2021-01-04 16:59:42 | no | 96 | false | true | true |
PMC2365004 | 2 | null | 1H NMR data: 7.96, ddd (5, 1, 1): H-6; 7.77 7.63, m: H(o); 7.37 7.27:H-3 + H-4 + H(m) + H(p); 6.76, ddd (7, 5, 2): H-5 | 13C NMR data: C-2:160.7 (151..8); C-3:123.6 (124.9); C-4:136.8 (136.5); 119/117 13 C-5:1.18.9 (121.0); C-6:147.9 (150.0); C(i): 141.1 J( Sn- C) 596/570]; C(o): 136.8 2 119/117 13 3 119/117 13 119 | null | 7.96, ddd (5, 1, 1): H-6; 7.77 7.63, m: H(o); 7.37 7.27:H-3 + H-4 + H(m) + H(p); 6.76, ddd (7, 5, 2): H-5 | null | 160.7, 123.6, 136.8, 119/117, 1.18.9, 147.9, 141.1 | 0.120579 | 18,472,799 | Met Based Drugs. 1996; 3(2):75-78 | Met Based Drugs | 1,996 | CC BY | 2021-01-04 16:59:43 | no | 97 | false | true | true |
PMC2365033 | 2-mercaptopyrimidine | SC1=NC=CC=N1 | null | null | null | null | null | 181.97, 154.37, 154.37, 180.69, 158.63, 157.36 | 0.03473 | 18,475,760 | Met Based Drugs. 1997; 4(1):9-18 | Met Based Drugs | 1,997 | CC BY | 2021-01-04 16:59:44 | no | 98 | true | false | true |
PMC2365070 | 1 | null | 1H NMR data: 2.988, dd (18, 9): H-2a; 2.700, dd (18, 9): H-2b; 3.196, dd (9, 9): H-3; 1.581, s: H-5a; 1.348, s: H-5b; 1.62 1.64, m: H-7 & H-8; 1.25 1.40, m: H-9; 0.873, (7): H-10 | 13C NMR data: C-1: 174.1; C-2: 32.5; C-3: 50.5; C-4: 84.5; C-5a | null | 2.988, dd (18, 9): H-2a; 2.700, dd (18, 9): H-2b; 3.196, dd (9, 9): H-3; 1.581, s: H-5a; 1.348, s: H-5b; 1.62 1.64, m: H-7 & H-8; 1.25 1.40, m: H-9; 0.873, (7): H-10 | null | 174.1, 32.5, 50.5, 84.5, 28.5, 23.5, 179.5, 25.9, 26.7, 26.4, 13.5 | 0.052452 | 18,475,788 | Met Based Drugs. 1997; 4(4):193-197 | Met Based Drugs | 1,997 | CC BY | 2021-01-04 16:59:45 | no | 99 | false | true | true |
End of preview. Expand in Data Studio
NMRBank
Pinned source: https://huggingface.co/datasets/sweetssweets/NMRBank/tree/d9b8309cb1b27e0c2268007bfae0dd6d891d2aaf
The full collection has 225,809 extracted experimental NMR reports. Only 156,621 reports have SMILES in the author's labelled subset. These are literature text/peak reports, not raw FIDs. Structures were generated by the authors from names; extraction confidence is retained. No extra confidence, retraction, chemistry, or modality filter is applied.
All scientific-data fields and values are retained, including missing values, publication identifiers, source-paper license labels, and the retraction field. The article-prose Paragraph column is omitted from this public mirror. Four derived columns record the original zero-based row index and availability of SMILES/H/C reports. PubChem CID remains the author's numeric representation. No spectral text is converted into guessed peaks.
| Configuration | Records |
|---|---|
| full | 225,809 |
| with_smiles | 156,621 |
| unique_smiles | 149,135 |
| confidence_gt_06 | 123,174 |
| confidence_gt_08 | 91,707 |
These configurations are overlapping author views, not independent datasets. train is a storage convention, not a benchmark split. The full configuration retains reports without structure labels; use with_smiles for the author's paired view.
All retained JSON values were compared with Parquet. The manifest records source/output checksums and row counts. Original CSV/JSON archives are retained locally and are not redistributed here because they include article prose. Source cards are under source/. Upstream declares MIT for its collection; original article license labels remain in the License column. This mirror does not grant new rights over source articles.
from datasets import load_dataset
dataset = load_dataset("structure-epflai/nmrbank", "full", split="train")
Citation: Wang et al. NMRExtractor: leveraging large language models to construct an experimental NMR database from open-source scientific publications. Chemical Science (2025). https://doi.org/10.1039/D4SC08802F
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