(10S,11S,14S,15S)-14,15-diethyl-14-hydroxytetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6,16-trien-5-one

• ChemBase编号: 4525
• 分子式: C21H28O2
• 平均质量: 312.44582
• 单一同位素质量: 312.20893014
• SMILES: C1CC2=C3C=C[C@]4([C@H]([C@@H]3CCC2=CC1=O)CC[C@]4(CC)O)CC
• Canonical SMILES: CC[C@]12C=CC3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@@]2(O)CC
• InChI: InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h9,11,13,18-19,23H,3-8,10,12H2,1-2H3/t18-,19+,20+,21+/m1/s1
• InChIKey: OXHNQTSIKGHVBH-ANULTFPQSA-N

名称和登记号

名称

• IUPAC标准名: (10S,11S,14S,15S)-14,15-diethyl-14-hydroxytetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6,16-trien-5-one; (10S,11S,14S,15S)-14,15-diethyl-14-hydroxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1,6,16-trien-5-one
• IUPAC传统名: tetrahydrogestrinone
• 别名: 17-HYDROXY-18A-HOMO-19-NOR-17ALPHA-PREGNA-4,9,11-TRIEN-3-ONE; (17α)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,9,11-trien-3-one; THG; Tetrahydrogestrinone 90%

登记号

• CAS号: 618903-56-3
• PubChem SID: 99443341; 160967957
• PubChem CID: 6857686

理论计算性质

JChem

• Acid pKa: 18.90325
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.5018842
• LogD (pH = 7.4): 3.501885
• Log P: 3.501885
• 摩尔折射率: 95.4179 cm^3
• 极化性: 36.470516 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.95
• LOG S: -4.2
• 溶解度: 1.99e-02 g/l

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Pale Yellow Solid
• 熔点: 60-62°C

安全信息

• 保存条件: Amber Vial, -20°C Freezer

详细说明

DrugBank - DB06870

Drug information: experimental

Toronto Research Chemicals - T293600

Androgen and progestin; hydrogenation product of Gestrinone. (anabolic steroid).

参考文献

• Labrie, F., et al.: Steroids, 62, 148 (1997)
• Death, A.K., et al.: J. Clin. Endocrinol. Metab., 89, 2498 (1997)
• Labrie, F., et al.: J. Endocrinol., 187, 169 (1997)
• Wang, Y., et al.: Lancet, 365, 671 (1997)