methyl (1R,9R,10S,11R,12R,19R)-12-ethyl-4-[(12S,14R)-16-ethyl-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10,11-dihydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate

• ChemBase编号: 165466
• 分子式: C43H52N4O7
• 平均质量: 736.89558
• 单一同位素质量: 736.38360002
• SMILES: c1cc2c(cc1)c1c([nH]2)[C@@](C[C@H]2CN(C1)CC(=C2)CC)(C(=O)OC)c1cc2[C@@]34[C@H]([C@]([C@@H]([C@]5([C@@H]3N(CC=C5)CC4)CC)O)(C(=O)OC)O)N(c2cc1OC)C
• Canonical SMILES: CCC1=C[C@@H]2CN(C1)Cc1c3ccccc3[nH]c1[C@@](C2)(C(=O)OC)c1cc2c(cc1OC)N([C@@H]1[C@@]32CCN2[C@H]3[C@@](CC)(C=CC2)[C@H]([C@]1(O)C(=O)OC)O)C
• InChI: InChI=1S/C43H52N4O7/c1-7-25-18-26-21-42(38(49)53-5,34-28(24-46(22-25)23-26)27-12-9-10-13-31(27)44-34)30-19-29-32(20-33(30)52-4)45(3)36-41(29)15-17-47-16-11-14-40(8-2,35(41)47)37(48)43(36,51)39(50)54-6/h9-14,18-20,26,35-37,44,48,51H,7-8,15-17,21-24H2,1-6H3/t26?,35-,36+,37+,40+,41+,42-,43-/m0/s1
• InChIKey: OBAOAFYUDIHEFP-SGKHIWIWSA-N

名称和登记号

名称

• IUPAC标准名: methyl (1R,9R,10S,11R,12R,19R)-12-ethyl-4-[(12S,14R)-16-ethyl-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.0^3,^1^1.0^4,^9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10,11-dihydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0^1,^9.0^2,^7.0^1^6,^1^9]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
• IUPAC传统名: methyl (1R,9R,10S,11R,12R,19R)-12-ethyl-4-[(1R,12S,14R)-16-ethyl-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.0^3,^1^1.0^4,^9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10,11-dihydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0^1,^9.0^2,^7.0^1^6,^1^9]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
• 别名: O4-Deacetyl-3',4'-didehydro-4'-deoxy-C'-norvincaleukoblastine; Desacetylnavelbine; O-Deacetylnavelbine; Deacetyl Vinorelbine

登记号

• CAS号: 126347-74-8
• PubChem SID: 162259599
• PubChem CID: 21783126

理论计算性质

• Acid pKa: 10.89874
• 质子受体: 8
• 质子供体: 3
• LogD (pH = 5.5): -1.1308212
• LogD (pH = 7.4): 2.4080935
• Log P: 4.207079
• 摩尔折射率: 207.836 cm^3
• 极化性: 81.29808 Å^3
• 极化表面积: 127.8 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol
• 外观: Pale Yellow Solid
• 熔点: >192°C (dec.)

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - D199010

A metabolite of Vinorelbine (V315000).

参考文献

• Elmarakby, S., et al.: J. Med. Chem., 32, 2158 (1989)
• Jehl, F., et al.: Cancer Res., 51, 2073 (1989)
• Kajita, J., et al.: Drug Metab. Dispos., 28, 1121 (1989)
• Puozzo, C., et al.: J. Pharm. Biomed. Anal., 44, 144 (1989)