3-[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-14-yl]propanoic acid potassium

• ChemBase编号: 133428
• 分子式: C22H30KO4
• 平均质量: 397.5695
• 单一同位素质量: 397.17811612
• SMILES: C[C@]12CCC(=O)C=C1C=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(CCC(=O)O)O)C.[K]
• Canonical SMILES: OC(=O)CC[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C=CC2=CC(=O)CC[C@]12C.[K]
• InChI: InChI=1S/C22H30O4.K/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10-21(2)18(16)7-11-22(21,26)12-8-19(24)25;/h3-4,13,16-18,26H,5-12H2,1-2H3,(H,24,25);/t16-,17+,18+,20+,21+,22-;/m1./s1
• InChIKey: OCNCAPJTFQNUKP-RYVBEKKQSA-N

名称和登记号

名称

• IUPAC标准名: 3-[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-14-yl]propanoic acid potassium
• IUPAC传统名: canrenoic acid potassium
• 别名: 17-Hydroxy-3-oxopregna-4,6-diene-21-carboxylic acid; Potassium canrenoate; Canrenoic acid potassium salt; (17α)-17-Hydroxy-3-oxopregna-4,6-diene-21-carboxylic Acid Potassium Salt; Aldadiene Kalium; Aldadiene Potassium; CB 8109; Canrenoate Potassium; Kanrenol; MF 465 a; Potassium 17-Hydroxy-3-oxo-17α-pregna-4,6-diene-21-carboxylate; Potassium 3-(17β-Hydroxy-3-oxoandrosta-4,6-dien-17-yl)propionate; Potassium 3-(3-oxo-17β-hydroxy-4,6-androstadien-17α-yl)propionate; Potassium Aldadiene; Potassium β-(3-Oxo-17β-hydroxyandrosta-4,6-dien-17α-yl)Propionate; SC 14266; SC 14266/371; Soldactona; Soldactone; Soludactone; Venactone; Canrenoic Acid Potassium Salt

登记号

• CAS号: 2181-04-6
• EC号: 218-554-9
• MDL号: MFCD05662375
• PubChem SID: 24892953; 162227705
• PubChem CID: 16219160

理论计算性质

• Acid pKa: 4.480851
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 1.8734317
• LogD (pH = 7.4): 0.106526814
• Log P: 2.9309275
• 摩尔折射率: 100.975 cm^3
• 极化性: 39.05853 Å^3
• 极化表面积: 74.6 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: light yellow to tan powder

安全信息

• RTECS编号: TU3500000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• 安全公开号: 36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

详细说明

Sigma Aldrich - C7287

Quality
Aqueous solutions may contain some insoluble material.
Biochem/physiol Actions
Competitive aldosterone receptor antagonist. Potassium canrenoate reduces the effects of aldosterone-induced increases in blood pressure and in cardiovascular fibrosis in animals with high sodium intake. It is used clinically for its anti-fibrotic effects. At higher doses it is genotoxic to liver and increases tumor incidence in rodent models.

Toronto Research Chemicals - C175625

Canrenoic acid is an aldosterone antagonist. Canrenoic acid is used as an diuretic.

参考文献

• Sadee, W., et al.: J. Pharm. Sci., 61, 1126 (1972)
• Peterfalvi, M., et al.: Biochem. Pharmacol., 29, 353 (1972)
• Los, L., et al.: Drug Metab. Dispos., 21, 1086 (1972)
• Ter Heine, R., et al.: J. Pharm. Biomed. Anal., 49, 451 (1972)