(1S,2S,5R,7S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol

• ChemBase编号: 109423
• 分子式: C19H32O2
• 平均质量: 292.45618
• 单一同位素质量: 292.24023026
• SMILES: O[C@@H]1CC[C@]2([C@@H](CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@H]23)C1)C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H32O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12-17,20-21H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,17-,18-,19-/m0/s1
• InChIKey: CBMYJHIOYJEBSB-KHOSGYARSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,5R,7S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14-diol; (1S,2S,5R,7S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane-5,14-diol
• IUPAC传统名: 5α-androstane-3α,17β-diol
• 别名: 3α,17β-二羟基-5α-雄甾烷; 二氢雄甾酮; 5α-雄甾烷-3α,17β-二醇; ANDROSTAN-3α, 17β-DIOL; Hombreol; 3α-Androstanediol; 5α-Androstane-3α,17β-diol; ANDROSTAN-3β, 17β-DIOL

登记号

• CAS号: 1852-53-5
• EC号: 217-447-4
• MDL号: MFCD00003676
• PubChem SID: 24278236; 162094822
• PubChem CID: 15818
• Chemspider ID: 15039
• 维基百科标题: 3α-Androstanediol

理论计算性质

• Acid pKa: 18.296396
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 3.2037566
• LogD (pH = 7.4): 3.2037568
• Log P: 3.2037568
• 摩尔折射率: 84.6312 cm^3
• 极化性: 34.047752 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

安全信息

• RTECS编号: BV8044310
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 毒品管制信息: USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

药理学性质

• 相关基因信息: rat ... Ar(24208)

详细说明

MP Biomedicals - 05214000

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05211000

MP Biomedicals Rare Chemical collection

Sigma Aldrich - A7755

Biochem/physiol Actions
Dihydroandrosterone is a testosterone metabolite; affects sperm maturation and survival.
Application
5α-Androstane-3α,17β-diol (dihydroandrosterone) is a testosterone metabolite. Dihyroandrosterone inhibited the cell growth of seven cancer cell lines while showing weak toxicity on normal cell lines.