(1S,2S,5R,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-13-en-5-ol

• ChemBase编号: 1657
• 分子式: C19H30O
• 平均质量: 274.4409
• 单一同位素质量: 274.22966558
• SMILES: O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2)C)C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2)C)C
• InChI: InChI=1S/C19H30O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13-17,20H,4-8,10-12H2,1-2H3/t13-,14+,15-,16-,17-,18-,19-/m0/s1
• InChIKey: KRVXMNNRSSQZJP-PHFHYRSDSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,5R,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-13-en-5-ol; (1S,2S,5R,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-13-en-5-ol
• IUPAC传统名: androstenol
• 别名: 16-(5α)雄甾烯-3α-醇; 3α-羟基-5α-雄甾-16-烯; 5α-雄甾-16-烯-3α-醇; 5α-Androst-16-en-3α-ol; 16,17-Androstene-3-Ol; 16-(5α)Androsten-3α-ol; 3α-Hydroxy-5α-androst-16-ene

登记号

• CAS号: 7148-51-8; 1153-51-1
• EC号: 214-573-1
• MDL号: MFCD00051224
• PubChem SID: 46505452; 24902057; 160965114; 24891288
• PubChem CID: 101989

理论计算性质

JChem

• Acid pKa: 18.296396
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 4.072646
• LogD (pH = 7.4): 4.072646
• Log P: 4.072646
• 摩尔折射率: 84.2323 cm^3
• 极化性: 33.20933 Å^3
• 极化表面积: 20.23 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: 5.13
• LOG S: -5.89
• 溶解度: 3.55e-04 g/l

分子性质

理化性质

• 熔点: 140-141 °C(lit.)
• 比旋光度: [α]20/D +19°, c = 1 in ethanol

安全信息

• 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: regulated under CDSA - not available from Sigma-Aldrich Canada

药理学性质

• 过敏源: no known allergens

产品相关信息

• 纯度: ≥98%
• Empirical Formula (Hill Notation): C19H30O

详细说明

DrugBank - DB01889

Drug information: experimental

Sigma Aldrich - A7883

Biochem/physiol Actions
5alpha-androst-16-en-3alpha-ol (androstenol), is an androgen believed to act as a pheromone.
Application
5-α-androst-16-en-3-α-ol (androstenol) is an androgen believed to act as a pheromone. Androstenol has been used in a study to develop a combined gas chromatography/thermal conversion/isotope ratio mass spectrometry (GC/TC/IRMS) method for D/H ratio determination of endogenous urinary steroids.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A7883.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.