4-oxo-4-{[(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentyl]oxy}butanoic acid

• ChemBase编号: 176413
• 分子式: C28H46O7
• 平均质量: 494.66064
• 单一同位素质量: 494.32435381
• SMILES: C1[C@H](C[C@H]2[C@](C1)([C@@H]1[C@@H]([C@@H](C2)O)[C@H]2[C@]([C@H](C1)O)(C(CC2)[C@@H](CCCOC(=O)CCC(=O)O)C)C)C)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@H](C1)C[C@H]([C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CCC2[C@@H](CCCOC(=O)CCC(=O)O)C)C)O)C
• InChI: InChI=1S/C28H46O7/c1-16(5-4-12-35-25(34)9-8-24(32)33)19-6-7-20-26-21(15-23(31)28(19,20)3)27(2)11-10-18(29)13-17(27)14-22(26)30/h16-23,26,29-31H,4-15H2,1-3H3,(H,32,33)/t16-,17-,18-,19?,20+,21+,22-,23+,26+,27+,28-/m1/s1
• InChIKey: YVLYOODHWSNQSW-AWGSNEDMSA-N

名称和登记号

名称

• IUPAC标准名: 4-oxo-4-{[(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentyl]oxy}butanoic acid
• IUPAC传统名: 4-oxo-4-{[(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentyl]oxy}butanoic acid
• 别名: (3α,7α,12α)-24-(3-Carboxy-1-oxopropoxy)-3,7,12-trihydroxycholan; Petromyzonol 24-Hemisuccinate

登记号

• PubChem SID: 164232323
• PubChem CID: 71751547

理论计算性质

• Acid pKa: 4.1031094
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): 1.221247
• LogD (pH = 7.4): -0.464951
• Log P: 2.6320457
• 摩尔折射率: 131.0974 cm^3
• 极化性: 52.564568 Å^3
• 极化表面积: 124.29 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Ethanol; Methanol
• 外观: White Crystalline Powder
• 熔点: 187-189°C

详细说明

Toronto Research Chemicals - P293515

Petromyzonol (P293500) derivative.

参考文献

• Haslewood, G, et al.: Biochem. J., 114, 179 (1969)
• Sorensen, P.W., et al.: J. Gen. Physiol., 105, 569 (1969)