(1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase编号: 102717
• 分子式: C21H30O4
• 平均质量: 346.4605
• 单一同位素质量: 346.21440944
• SMILES: O=C1C=C2[C@]([C@H]3CC[C@@]4([C@@](O)(C(=O)CO)CC[C@H]4[C@@H]3CC2)C)(C)CC1
• Canonical SMILES: OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C21H30O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h11,15-17,22,25H,3-10,12H2,1-2H3/t15-,16+,17+,19+,20+,21+/m1/s1
• InChIKey: WHBHBVVOGNECLV-OBQKJFGGSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one; (1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
• IUPAC传统名: 11-deoxycortisol; (1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• 别名: 17,21-Dihydroxypregn-4-en-3,20-dione; Cortifen; NSC 18317; Reichstein S; Reichstein's Compound S; SKF 3050; 11-Deoxy Cortisol; (8R,9S,10R,13S,14S,17R)-17-hydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one; Cortoxelone; 17,21-Dihydroxypregn-4-ene-3,20-dione; 11-Desoxycortisol; 11-Deoxyhydrocortisone; 11-Desoxyhydrocortisone; Reichstein's Substance S; Compound S; Cortodoxone; 11-Deoxy-17-hydroxycorticosterone; Cortexolone; 11-Deoxycortisol; 17α,21-Dihydroxy-4-pregnene-3,20-dione; 17α-Hydroxycortexone; 17,21-Dihydroxy-4-pregnene-3,20-dione; 17,21-Dihydroxyprogesterone; 4-Pregnene-17α,21-diol-3,20-dione; REICHSTEIN'S SUBSTANCE S; 17α,21-Dihydroxy-4-pregnene-3,20-dione; 17α-Hydroxycortexone; 4-Pregnene-17α,21-diol-3,20-dione; Reichstein’s Compound S; Reichstein’s substance S; Cortodoxone cortifen

登记号

• CAS号: 152-58-9
• EC号: 205-805-2
• MDL号: MFCD00003662
• PubChem SID: 24278671; 162090247
• PubChem CID: 440707
• CHEBI ID: 28324
• CHEMBL: 253144
• Chemspider ID: 389582
• KEGG ID: D03595
• 美国药典/FDA物质标识码: WDT5SLP0HQ
• 维基百科标题: Cortodoxone

理论计算性质

• Acid pKa: 12.591038
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.5839312
• LogD (pH = 7.4): 2.5839283
• Log P: 2.5839312
• 摩尔折射率: 95.8075 cm^3
• 极化性: 37.642807 Å^3
• 极化表面积: 74.6 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dioxane; DMSO
• 外观: White to Off-White Solid
• 熔点: 192-202°C; 208 °C (dec.)(lit.); 208°C; 215 °C

安全信息

• 保存条件: -20°C Freezer; Room Temperature (15-30°C)
• RTECS编号: TU5011500
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 生物活性机理: ACTH antagonist; ACTH secretion inhibitor; Calcium mobilizer; Glucocorticoid; Gluconeogenesis promoter; Glycogen deposition inhibitor; Phosphorus mobilizer

产品相关信息

• 纯度: ≥98%
• 生物来源: Found in the blood and urine of humans and other mammals
• 应用领域: Antiinflammatory drug; Immunosuppressive

详细说明

MP Biomedicals - 02102804

Crystalline

Sigma Aldrich - R0500

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. R0500.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - D232600

Glucocorticoid receptor binding.

参考文献

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• Aldrich Library of FT-IR Spectra, 1st edn. , 1985, 2 , 1054C, (ir)
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