methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15R,17R)-17-ethyl-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

• ChemBase编号: 166040
• 分子式: C46H56N4O9
• 平均质量: 808.95824
• 单一同位素质量: 808.40472939
• SMILES: c12c([nH]c3c1CCN1C[C@@H](C[C@]3(C(=O)OC)c3c(cc4c(c3)[C@@]35[C@@H](N4C=O)[C@]([C@@H]([C@]4([C@@H]3N(CC=C4)CC5)CC)OC(=O)C)(C(=O)OC)O)OC)C[C@H](C1)CC)cccc2
• Canonical SMILES: CC[C@H]1CN2CCc3c([C@@](C[C@@H](C1)C2)(C(=O)OC)c1cc2c(cc1OC)N([C@@H]1[C@@]42CCN2[C@H]4[C@@](CC)(C=CC2)[C@H]([C@]1(O)C(=O)OC)OC(=O)C)C=O)[nH]c1c3cccc1
• InChI: InChI=1S/C46H56N4O9/c1-7-28-20-29-23-45(41(53)57-5,37-31(14-18-48(24-28)25-29)30-12-9-10-13-34(30)47-37)33-21-32-35(22-36(33)56-4)50(26-51)39-44(32)16-19-49-17-11-15-43(8-2,38(44)49)40(59-27(3)52)46(39,55)42(54)58-6/h9-13,15,21-22,26,28-29,38-40,47,55H,7-8,14,16-20,23-25H2,1-6H3/t28-,29-,38+,39-,40-,43-,44-,45+,46+/m1/s1
• InChIKey: KLFUUCHXSFIPMH-VSBPWMKXSA-N

名称和登记号

名称

• IUPAC标准名: methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15R,17R)-17-ethyl-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^4,^1^2.0^5,^1^0]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^1,^9.0^2,^7.0^1^6,^1^9]nonadeca-2,4,6,13-tetraene-10-carboxylate
• IUPAC传统名: methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(1R,13S,15R,17R)-17-ethyl-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^4,^1^2.0^5,^1^0]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^1,^9.0^2,^7.0^1^6,^1^9]nonadeca-2,4,6,13-tetraene-10-carboxylate
• 别名: 4'-Deoxy-22-oxo-vincaleukoblastine; 4'-Deoxyleurocristine; 4'-Deoxy Vincristine

登记号

• CAS号: 68135-16-0
• PubChem SID: 162260173
• PubChem CID: 20055311

理论计算性质

• Acid pKa: 10.851652
• 质子受体: 8
• 质子供体: 2
• LogD (pH = 5.5): -1.5590262
• LogD (pH = 7.4): 1.8717396
• Log P: 4.1149397
• 摩尔折射率: 220.0293 cm^3
• 极化性: 87.20269 Å^3
• 极化表面积: 150.94 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Pale Yellow Solid
• 熔点: 186-188°C

详细说明

Toronto Research Chemicals - D288330

A Vincristine derivative as neoplasm inhibitor.

参考文献

• Borman, L.J., et al.: Biol. Chem., 263, 6945 (1988)
• Borman, L., et al.: Biochem. Pharmacol., 38, 715 (1988)
• Arap, W., et al.: Science, 279, 377 (1988)