(2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3R)-3-hydroxy-3-(4-hydroxy-4-methylpentyl)butanedioate

• ChemBase编号: 169932
• 分子式: C29H39NO9
• 平均质量: 545.62126
• 单一同位素质量: 545.26248183
• SMILES: O1COc2c1cc1c(c2)[C@H]2[C@@]3(N(CC1)CCC3)C=C([C@H]2OC(=O)C(CCCC(O)(C)C)(CC(=O)OC)O)OC
• Canonical SMILES: COC(=O)CC(C(=O)O[C@@H]1C(=C[C@]23[C@@H]1c1cc4OCOc4cc1CCN3CCC2)OC)(CCCC(O)(C)C)O
• InChI: InChI=1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3/t24-,25-,28+,29-/m1/s1
• InChIKey: HYFHYPWGAURHIV-JFIAXGOJSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,6R)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0^2,^6.0^6,^1^0.0^1^5,^1^9]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl (3R)-3-hydroxy-3-(4-hydroxy-4-methylpentyl)butanedioate
• IUPAC传统名: omacetaxine mepesuccinate
• 别名: Cephalotaxine 4-Methyl (2R)-2-Hydroxy-2-(4-hydroxy-4-methylpentyl)butanedioate (Ester); CGX 635; Ceflatonin; Myelostat; NSC 141633; Omacetaxine Mepesuccinate; Homoharringtonine

登记号

• CAS号: 26833-87-4
• PubChem SID: 162264064
• PubChem CID: 285033

理论计算性质

• Acid pKa: 12.090441
• 质子受体: 8
• 质子供体: 2
• LogD (pH = 5.5): -1.4760971
• LogD (pH = 7.4): -0.124130584
• Log P: 1.8846707
• 摩尔折射率: 142.0749 cm^3
• 极化性: 55.87113 Å^3
• 极化表面积: 123.99 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Off-White Solid
• 熔点: 133-135°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - H596500

Homoharringtonine (HHT) combined with some botanical drugs could induce cancer cells to resemble normal cells. HHT was prepared by a semi-synthetic method from Cephalotaxine, a major alkaloid of Cepahlotaxus species through the formation of α-ketoester ha

参考文献

• Baaske, D., et al.: Antimicrob. Agents Chemother., 12, 298 (1977)
• Tipping, A., et al.: Leukemia, 16, 2349 (1977)
• Marin, D., et al.: Cancer, 103, 1850 (1977)
• Levy, V., et al.: Br. J. Cancer, 95, 253 (1977)
• de Lavallade, H., et al.: Blood, 2779 (1977)