(1S,2S,3S,7S,10R,11S,14S,15S)-14-hydroxy-2,3,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-one

• ChemBase编号: 130692
• 分子式: C20H32O2
• 平均质量: 304.46688
• 单一同位素质量: 304.24023026
• SMILES: C[C@H]1CC(=O)C[C@H]2[C@]1([C@H]1CC[C@]3([C@H]([C@@H]1CC2)CC[C@@H]3O)C)C
• Canonical SMILES: O=C1C[C@H](C)[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/C20H32O2/c1-12-10-14(21)11-13-4-5-15-16-6-7-18(22)19(16,2)9-8-17(15)20(12,13)3/h12-13,15-18,22H,4-11H2,1-3H3/t12-,13-,15-,16-,17-,18-,19-,20-/m0/s1
• InChIKey: UXYRZJKIQKRJCF-TZPFWLJSSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,3S,7S,10R,11S,14S,15S)-14-hydroxy-2,3,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one
• IUPAC传统名: proviron
• 别名: 1α-甲基雄甾烷-17β-醇-3-酮; 甲氢睾酮; Mesterolone; (1α,5α,17β)-17-hydroxy-1-methylandrostan-3-one; 1α-Methyl-5α-dihydrotestosterone; 17β-Hydroxy-1α-methyl-5α-androstan-3-one; 1α-Methyl-5α-androstan-17β-ol-3-one; 1α-Methyl-17β-hydroxy-5α-androstan-3-one; Androviron; Mesteranum; Mestoranum; NSC 75054; Proviron; Provirone 25; SH 723; Testiwop; Mesterolone

登记号

• CAS号: 1424-00-6
• EC号: 215-836-3
• MDL号: MFCD00133082
• PubChem SID: 24897174; 162224970
• PubChem CID: 15020

理论计算性质

• Acid pKa: 19.377705
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.6982768
• LogD (pH = 7.4): 3.6982768
• Log P: 3.6982768
• 摩尔折射率: 88.1517 cm^3
• 极化性: 35.343018 Å^3
• 极化表面积: 37.3 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: BV8063400
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22
• 安全公开号: 22-24/25-36/37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H332
• GHS警示性声明: P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 毒品管制信息: USDEA Schedule III; Home Office Schedule 4.2; regulated under CDSA - not available from Sigma-Aldrich Canada

产品相关信息

• 纯度: 97%
• 级别: analytical standard, for drug analysis

详细说明

Toronto Research Chemicals - M225800

Mesterolone is a synthetic androgen and a dihydrotestosterone derivative. Mesterolone is rarely used for replacement therapies due to its weak androgenic activity.

参考文献

• Sisci, D. et al.: Adv. Contracep. Deliv. Sys., 9, 239 (1993)
• Petry, R. et al.: Acta Endocrinol., 59, 497 (1993)
• Stroemme, S.B. et al.: Med. Sci. Sports, 6, 203 (1993)