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

• ChemBase编号: 4212
• 分子式: C21H30O4
• 平均质量: 346.4605
• 单一同位素质量: 346.21440944
• SMILES: C1CC(=O)C=C2CC[C@@H]3[C@@H]([C@@]12C)[C@H](C[C@]1([C@H]3CC[C@@H]1C(=O)CO)C)O
• Canonical SMILES: OCC(=O)[C@H]1CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1
• InChIKey: OMFXVFTZEKFJBZ-HJTSIMOOSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,10S,11S,14S,15S,17S)-17-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,10S,11S,14S,15S,17S)-17-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: corticosterone
• 别名: 11β,21-二羟基-孕烯-3,20-酮; 11β,21-二羟基孕酮; 可的松; 皮质甾酮; 皮质酮; 肾上腺酮; 11β,21-Dihydroxy-4-pregnene-3,20-dione; 11β,21-Dihydroxyprogesterone; 4-Pregnene-11β,21-diol-3,20-dione; Kendall’s Compound B; Reichstein’s Substance H; Corticosterone; (11-BETA)-11,21-DIHYDROXY-PREGN-4-ENE-3,20-DIONE; Corticosterone; 11,21-Dihydroxyprogesterone; 17-Deoxycortisol; Corticosteron; Kendall's compound B; NSC 9705; (11β)-11,21-Dihydroxy-pregn-4-ene-3,20-dione

登记号

• CAS号: 50-22-6
• EC号: 200-019-6
• MDL号: MFCD00037715
• Beilstein号: 2339601
• PubChem SID: 24869860; 24856812; 24278302; 160967644; 46504547
• PubChem CID: 5753
• CHEBI ID: 16827
• CHEMBL: 110739
• Chemspider ID: 5550
• DrugBank ID: DB04652
• 医学主题词(MeSH): Corticosterone
• 美国药典/FDA物质标识码: W980KJ009P
• 维基百科标题: Corticosterone

理论计算性质

JChem

• LogD (pH = 7.4): 2.0225914
• Log P: 2.0225916
• 摩尔折射率: 96.0 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
• Acid pKa: 13.864721
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.0225918

ALOGPS 2.1

• Log P: 2.09
• LOG S: -3.88
• 溶解度: 4.60e-02 g/l

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: White Solid
• 熔点: 177-180°C; 179-183 °C; 179-183 °C(lit.)
• 比旋光度: [α]20/D +223±3°, c = 1% in ethanol

安全信息

• 保存条件: Refrigerator
• RTECS编号: GM7650000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 43
• 安全公开号: 36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H317
• GHS警示性声明: P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

• 相关基因信息: human ... EBP(10682), SERPINA6(866)rat ... Ar(24208), Nr3c1(24413)

产品相关信息

• 纯度: ≥92%; ≥98.5% (HPLC); 95+%
• 级别: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C21H30O4
• 分类: Genuine Natural Compounds

详细说明

DrugBank - DB04652

• Drug Groups: experimental
• Description: An adrenocortical steroid that has modest but significant activities as a mineralocorticoid and a glucocorticoid. (From Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p1437)

Sigma Aldrich - C2505

包装
500 mg in glass bottle
Biochem/physiol Actions
Corticosterone is a glucocorticoid secreted by the adrenal cortex that activates both mineralocorticoid and glucocorticoid receptors.

Sigma Aldrich - 27840

Preparation Note
Soluble in chloroform and ethanol.
Biochem/physiol Actions
Corticosterone is a glucocorticoid secreted by the adrenal cortex that activates both mineralocorticoid and glucocorticoid receptors.

Sigma Aldrich - 46148

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - C695700

Glucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex.

参考文献

• Schmidt, M., et al.: Endocrinol., 150, 2709 (2009)
• Bailey, M., et al.: J. Immunol., 182, 7888 (2009)
• Brunton, P., et al.: J. Neurosci., 29, 6449 (2009)
• Pruett, S., et al.: Toxicol. Sci., 109, 265 (2009)