(14S,15S)-4-methoxy-15-methyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-triene-5,14-diol

• ChemBase编号: 172964
• 分子式: C19H26O3
• 平均质量: 302.40794
• 单一同位素质量: 302.18819469
• SMILES: c1c(c(cc2c1C1C(CC2)C2[C@](CC1)([C@H](CC2)O)C)O)OC
• Canonical SMILES: COc1cc2c(cc1O)CCC1C2CC[C@]2(C1CC[C@@H]2O)C
• InChI: InChI=1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12?,13?,15?,18-,19-/m0/s1
• InChIKey: CQOQDQWUFQDJMK-WRWXEFHESA-N

名称和登记号

名称

• IUPAC标准名: (14S,15S)-4-methoxy-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• IUPAC传统名: (14S,15S)-4-methoxy-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• 别名: (17β)-2-Methoxy-estra-1,3,5(10)-triene-3,17-diol-16,16,17-d3; 2-Hydroxyestradiol-16,16,17-d3 2-Methyl Ether; 2-Methoxyestra-1,3,5(10)-triene-3,17-diol-16,16,17-d3; NSC 659853-d3; 2-Methoxy 17β-Estradiol-16,16,17-d3

登记号

• PubChem SID: 164228874
• PubChem CID: 71750083

理论计算性质

• Acid pKa: 10.290903
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 3.587823
• LogD (pH = 7.4): 3.5872755
• Log P: 3.58783
• 摩尔折射率: 86.3679 cm^3
• 极化性: 33.824192 Å^3
• 极化表面积: 49.69 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Dichloromethane
• 外观: Crystalline Solid
• 熔点: 188-190°C

详细说明

Toronto Research Chemicals - M262628

A natural metabolite of 17β-Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule assembl

参考文献

• Cushman, M., et al.: J. Med. Chem., 38, 2041 (1995)
• D’Amato, R.J., et al.: Proc. Natl. Acad. Sci. USA, 91, 3964 (1995)
• Forsis, T., et al.: Nature, 368, 237 (1994)