(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: 131099
• 分子式: C29H39NO9
• 平均质量: 545.62126
• 单一同位素质量: 545.26248183
• SMILES: CC(C)(CCCC(CC(=O)OC)(C(=O)O[C@H]1[C@H]2c3cc4c(cc3CCN3[C@@]2(CCC3)C=C1OC)OCO4)O)O
• 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: Homoharringtonine

登记号

• CAS号: 26833-87-4
• MDL号: MFCD03410264
• PubChem SID: 24895407; 162225377
• 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

安全信息

• RTECS编号: FK0260000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 1544
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 26/27/28
• 安全公开号: 36/37/39-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H310-H330
• GHS警示性声明: P260-P264-P280-P284-P302 + P350-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1544 6.1/PG 2
• 保存温度: 2-8°C

详细说明

Sigma Aldrich - H0635

Biochem/physiol Actions
Homoharringtonine is a cytotoxic alkaloid from the evergreen tree, Cephalotaxus hainanensis. Binds to the 80S ribosome in eukaryotic cells and inhibits protein synthesis by interfering with chain elongation. Blocks progression of leukemic cells from G1 phase into S phase and from G2 phase into M phase.