(1S,2R,5S,9R,10R,11S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-14-one

• ChemBase编号: 170184
• 分子式: C19H28O3
• 平均质量: 304.42382
• 单一同位素质量: 304.20384476
• SMILES: C1[C@@H](CC2=C[C@@H]([C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CCC1=O)C)O)O
• Canonical SMILES: O[C@H]1CC[C@]2(C(=C[C@@H]([C@@H]3[C@@H]2CC[C@]2([C@H]3CCC2=O)C)O)C1)C
• InChI: InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15-,17-,18-,19-/m0/s1
• InChIKey: OLPSAOWBSPXZEA-GCNMQWDSSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,5S,9R,10R,11S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-14-one
• IUPAC传统名: 7-β-OH-dhea
• 别名: (3β,7β)-3,7-Dihydroxyandrost-5-en-17-one; 3β,7β-Hydroxyandrost-5-en-17-one; 3β,7β-Dihydroxy-5-androsten-17-one; 3β,7β-Dihydroxy-5-androstene-17-one; 7-β-OH-DHEA; 7β-Hydroxy-DHEA; 7β-Hydroxydehydroepiandrosterone; Androst-5-en-17-one-3β,7β-diol; Androst-5-ene-17-one-3β,7β-diol; Androst-5-ene-3β,7β-diol-17-one; 7β-Hydroxy Dehydro Epiandrosterone

登记号

• CAS号: 2487-48-1
• PubChem SID: 164226094
• PubChem CID: 9817954

理论计算性质

• Acid pKa: 18.204233
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 2.2088475
• LogD (pH = 7.4): 2.2088478
• Log P: 2.2088478
• 摩尔折射率: 86.0974 cm^3
• 极化性: 33.878315 Å^3
• 极化表面积: 57.53 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - H825206

7β-Hydroxydehydroepiandrosterone (7β-OH DHEA) is the main metabolite of Dehydroepiandrosterone (DHEA) (D229585).

参考文献

• Smuga, D.A., et al.: Steroids, 75, 1146 (2010)