(4R)-4-[(2S,5S,7S,9R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoic acid

• ChemBase编号: 164734
• 分子式: C24H40O5
• 平均质量: 408.5714
• 单一同位素质量: 408.28757438
• SMILES: C1[C@@H](C[C@@H]2[C@](C1)(C1C([C@@H](C2)O)[C@H]2[C@]([C@H](C1)O)([C@H](CC2)[C@@H](CCC(=O)O)C)C)C)O
• Canonical SMILES: O[C@H]1CC[C@]2([C@@H](C1)C[C@H](C1C2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)O)C
• InChI: InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15+,16-,17+,18?,19-,20+,22?,23+,24-/m1/s1
• InChIKey: BHQCQFFYRZLCQQ-YZMSNRQASA-N

名称和登记号

名称

• IUPAC标准名: (4R)-4-[(2S,5S,7S,9R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoic acid
• IUPAC传统名: (4R)-4-[(2S,5S,7S,9R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoic acid
• 别名: (3β,5β,7α,12α)-3,7,12-Trihydroxy-cholan-24-oic Acid; 3-Epicholic Acid; 3β,7α,12α-Trihydroxy-5β-cholanoic Acid; 3β-Cholic Acid

登记号

• CAS号: 3338-16-7
• PubChem SID: 162258869
• PubChem CID: 71314856

理论计算性质

• Acid pKa: 4.4750123
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): 1.4196734
• LogD (pH = 7.4): -0.346591
• Log P: 2.4824944
• 摩尔折射率: 110.7893 cm^3
• 极化性: 44.403893 Å^3
• 极化表面积: 97.99 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - C432605

Possible Progesterone metabolite.

参考文献

• Meng, L., et al.: J. Hepatol., 27, 346 (1997)
• Ho, C., et al.: Biochem., 45, 5695 (1997)