(1S,2R,10S,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14,17-trione

• ChemBase编号: 109261
• 分子式: C19H24O3
• 平均质量: 300.39206
• 单一同位素质量: 300.17254463
• SMILES: C[C@]12CC(=O)[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CCC2=O
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1
• InChIKey: RZRPTBIGEANTGU-IRIMSJTPSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10S,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14,17-trione; (1S,2R,10S,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14,17-trione
• IUPAC传统名: adrenosterone
• 别名: 4-雄甾烯-3,11,17-三酮; 肾上腺雄甾酮; 雄甾-4-烯-3,11,17-三酮; 肾上腺甾酮; ADRENOSTERONE; Reichstein's substance G; 11-Ketoandrostenedione; 4-Androstene-3,11,17-trione; Androst-4-ene-3,11,17-trione; Reichstein’s substance G; Adrenosterone; 11-Keto-4-androstene-3,17-dione; 11-Oxo-4-androstene-3,17-dione; NSC 12166

登记号

• CAS号: 382-45-6
• EC号: 206-843-2
• MDL号: MFCD00003606
• PubChem SID: 24857187; 162096250
• PubChem CID: 223997
• CHEMBL: 485683
• Chemspider ID: 194597
• 医学主题词(MeSH): Adrenosterone
• 美国药典/FDA物质标识码: AE4E9102GY
• 维基百科标题: Adrenosterone

理论计算性质

• Acid pKa: 17.987286
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 3.0057003
• LogD (pH = 7.4): 3.0057003
• Log P: 3.0057003
• 摩尔折射率: 84.2748 cm^3
• 极化性: 32.787003 Å^3
• 极化表面积: 51.21 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: Off-White to Pale Yellow Solid
• 熔点: 216-220°C; 219-222 °C(lit.); 222 °C
• 比旋光度: [α]20/D +300°, c = 1 in chloroform

安全信息

• 保存条件: Refrigerator
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 97%; 98%
• Empirical Formula (Hill Notation): C19H24O3

详细说明

MP Biomedicals - 05210375

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 284998

包装
5, 25 g in glass bottle

Toronto Research Chemicals - A305600

Steroid hormone with weak androgenic effects.

参考文献

• Wartman, C., et al.: Aquatic Toxicol., 92, 131 (2009)
• Gohil, V., et al.: Nat., Biotechnol., 28, 249 (2009)
• Phapale, P., et al.: Clin. Pharmacol. Ther., 87, 426 (2009)