14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-5-yl N,N-bis(2-chloroethyl)carbamate

• ChemBase编号: 1066
• 分子式: C23H31Cl2NO3
• 平均质量: 440.40314
• 单一同位素质量: 439.16809922
• SMILES: ClCCN(C(=O)Oc1cc2c(C3C(C4C(C(O)CC4)(CC3)C)CC2)cc1)CCCl
• Canonical SMILES: ClCCN(C(=O)Oc1ccc2c(c1)CCC1C2CCC2(C1CCC2O)C)CCCl
• InChI: InChI=1S/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3
• InChIKey: FRPJXPJMRWBBIH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-5-yl N,N-bis(2-chloroethyl)carbamate
• IUPAC传统名: estramustine
• 商标名: Emcyt; Estracyt
• 别名: Estramustinum [INN-Latin]; Estramustine Sodium Phosphate; Estramustina [INN-Spanish]; Estramustin Sodium Phosphate; Estramustine

登记号

• CAS号: 2998-57-4
• PubChem SID: 160964529
• PubChem CID: 18140

理论计算性质

JChem

• Acid pKa: 19.377693
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 5.099114
• LogD (pH = 7.4): 5.099114
• Log P: 5.099114
• 摩尔折射率: 116.2129 cm^3
• 极化性: 45.46336 Å^3
• 极化表面积: 49.77 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 4.97
• LOG S: -6.06
• 溶解度: 3.85e-04 g/l

分子性质

理化性质

• 疏水性(logP): 5.7

详细说明

DrugBank - DB01196

• Drug Groups: approved
• Description: A nitrogen mustard linked to estradiol, usually as phosphate; used to treat prostatic neoplasms; also has radiation protective properties. [PubChem]
• Indication: For the palliative treatment of patients with metastatic and/or progressive carcinoma of the prostate
• Pharmacology: Estramustine is an antineoplastic agent indicated in the palliative treatment of patients with metastatic and/or progressive carcinoma of the prostate. Estramustine is a combination of estradiol with nitrogen mustard. In vivo, the nitrogen-mustard moiety becomes active and participates in alkylation of DNA or other cellular components.. This causes DNA damage in rapidly dividing cancerous cells leading to cell death and ideally, tumor shrinkage.
• Affected Organisms: Humans and other mammals
• Half Life: 20 hours
• Elimination: The metabolic urinary patterns of the estradiol moiety of estramustine phosphate and estradiol itself are very similar, although the metabolites derived from estramustine phosphate are excreted at a slower rate.
• External Links: Wikipedia; RxList; Drugs.com