(1S,2R,10S,11S,15S,17S)-17-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-dione

• ChemBase编号: 155189
• 分子式: C19H26O3
• 平均质量: 302.40794
• 单一同位素质量: 302.18819469
• SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@H](C[C@]2([C@H]1CCC2=O)C)O
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1CCC2=O)C)C
• InChI: InChI=1S/C19H26O3/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/h9,13-15,17,21H,3-8,10H2,1-2H3/t13-,14-,15-,17+,18-,19-/m0/s1
• InChIKey: WSCUHXPGYUMQEX-KCZNZURUSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10S,11S,15S,17S)-17-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• IUPAC传统名: 4-androsten-11β-ol-3,17-dione
• 别名: 11β-Hydroxy-4-androstene-3,17-dione; 4-Androsten-11β-ol-3,17-dione

登记号

• CAS号: 382-44-5
• MDL号: MFCD00051131
• PubChem SID: 162249327; 24890715
• PubChem CID: 94141

理论计算性质

• Acid pKa: 14.879148
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.620186
• LogD (pH = 7.4): 2.620186
• Log P: 2.620186
• 摩尔折射率: 85.2 cm^3
• 极化性: 33.33251 Å^3
• 极化表面积: 54.37 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

• 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

产品相关信息

• Empirical Formula (Hill Notation): C19H26O3

详细说明

Sigma Aldrich - A3009

Biochem/physiol Actions
11β-Hydroxy-4-androstene-3,17-dione is a naturally occurring androgen. Plasma levels are very high in 21-hydroxylase deficiency, Cushing’s syndrome, and hyperandrogenism of adrenal origin, and very low in congenital 11-hydroxylase deficiency and adrenal insufficiency.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A3009.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.