14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-one

• ChemBase编号: 2612
• 分子式: C19H30O2
• 平均质量: 290.4403
• 单一同位素质量: 290.2245802
• SMILES: CC12CCC3C(CCC4CC(=O)CCC34C)C1CCC2O
• Canonical SMILES: O=C1CCC2(C(C1)CCC1C2CCC2(C1CCC2O)C)C
• InChI: InChI=1S/C19H30O2/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/h12,14-17,21H,3-11H2,1-2H3
• InChIKey: NVKAWKQGWWIWPM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one; 14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one
• IUPAC传统名: anabolex; dihydrotestosterone
• 商标名: Anabolex; Anaprotin; Andractim; Cristerona MB; Neodrol; Proteina; Protona
• 别名: 17β-羟基-5β-雄甾烷-3-酮; 17β-羟基本胆烷-3-酮; 5β-二氢睾酮; 5β-雄甾烷-17β-醇-3-酮; 本胆烷-17β-醇-3-酮; Etiocholan-17β-ol-3-one; 4-Dihydrotestosterone; 17beta-Hydroxyandrostan-3-one; 5alpha-Dihydrotestosterone; (5a,17b)-17-Hydroxyandrostan-3-one; (5alpha,17beta)-17-hydroxyandrostan-3-one; 17beta-Hydroxy-5alpha-androstan-3-one; 17beta-Hydroxy-5alpha-androstane-3-one; 5.alpha.-Dihydrotestosterone; 5a-Dihydrotestosterone; 5alpha dihydrotestosterone; Anaboleen; Androlone; Androstan-17b-ol-3-one; Androstan-17beta-ol-3-one; Androstanolone; Stanaprol; Stanolone; Dihydrotestosterone

登记号

• CAS号: 521-18-6; 571-22-2
• MDL号: MFCD00067131
• PubChem SID: 46506828; 160966061
• PubChem CID: 15

理论计算性质

JChem

• Acid pKa: 19.377705
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.4112575
• LogD (pH = 7.4): 3.4112577
• Log P: 3.4112577
• 摩尔折射率: 83.6031 cm^3
• 极化性: 33.49998 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

ALOGPS 2.1

• Log P: 3.37
• LOG S: -4.46
• 溶解度: 9.98e-03 g/l

分子性质

理化性质

• 疏水性(logP): 3.55 [HANSCH,C ET AL. (1995)]

安全信息

• RTECS编号: BV8054000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 45-46-61-20/21/22
• 安全公开号: 53-22-36/37/39-45
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H302-H312-H332-H350-H360
• GHS警示性声明: P201-P280-P308 + P313
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• 毒品管制信息: Home Office Schedule 4.2regulated under CDSA - not available from Sigma-Aldrich Canada

详细说明

DrugBank - DB02901

• Drug Groups: illicit; experimental
• Description: A potent androgenic metabolite of testosterone. Dihydrotestosterone (DHT) is generated by a 5-alpha reduction of testosterone. Unlike testosterone, DHT cannot be aromatized to estradiol therefore DHT is considered a pure androgenic steroid. [PubChem]
• Toxicity: Oral LD₅₀ in rat is 7060 mg/kg. Oral LD₅₀ in mouse is 3450 mg/kg.
• Affected Organisms: Humans and other mammals
• Absorption: Bioavailability is very low (0-2%) following oral administration.
• External Links: Wikipedia