(4R)-4-[(1S,2R,5R,7R,8S,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

• ChemBase编号: 72951
• 分子式: C24H40O4
• 平均质量: 392.572
• 单一同位素质量: 392.29265976
• SMILES: C1[C@H](C[C@@H]2[C@](C1)([C@@H]1[C@@H](C[C@@H]2O)[C@H]2[C@](CC1)([C@H](CC2)[C@H](C)CCC(=O)O)C)C)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)[C@@H](O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)C
• InChI: InChI=1S/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,21+,23-,24-/m1/s1
• InChIKey: DGABKXLVXPYZII-SIBKNCMHSA-N

名称和登记号

名称

• IUPAC标准名: (4R)-4-[(1S,2R,5R,7R,8S,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid; (4R)-4-[(1S,2R,5R,7R,8S,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoic acid; (4R)-4-[(1S,2R,5R,7R,8S,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanoic acid
• IUPAC传统名: hyodeoxycholic acid
• 别名: 3α,6α-二羟基-5β-胆烷酸; 猪去氧胆酸; HDCA; Hyodeoxycholic acid; 3α; 6α-Dihydroxy-5β-cholan-24-oic acid; Hyodeoxycholic acid; 3α,6α-Dihydroxy-5β-cholan-24-oic acid; HYODESOXY CHOLIC ACID; 3α,6α-Dihydroxy-5 β-cholan-24-oic acid; 5 β-Cholan-24-oic acid-3α,6α-diol; (3α,5β,6α)-3,6-Dihydroxycholan-24-oic Acid; 3α,6α-Dihydroxy-5β-cholan-24-oate; 6α-Hydroxylithocholic Acid; 7-Deoxyhyocholic Acid; Hyodeoxycholic Acid; Hyodesoxycholic Acid; Iodeoxycholic Acid; NSC 60672; α-Hyodeoxycholic Acid

登记号

• CAS号: 83-49-8
• EC号: 201-483-2
• MDL号: MFCD00003681
• PubChem SID: 162037871; 24895601
• PubChem CID: 5283820
• CHEMBL: 272621
• Chemspider ID: 4446908
• 维基百科标题: Hyodeoxycholic_acid

理论计算性质

• Acid pKa: 4.791043
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): 2.9274719
• LogD (pH = 7.4): 1.1525321
• Log P: 3.7133055
• 摩尔折射率: 109.2738 cm^3
• 极化性: 43.768806 Å^3
• 极化表面积: 77.76 Å^2
• 可自由旋转的化学键: 4
• 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 Solid
• 熔点: 195-197°C; 200 - 201 °C; 200-201 °C(lit.)
• 密度: ? g/cm^3
• 比旋光度: [α]20/D +8.4°, c = 2 in ethanol

安全信息

• 保存条件: -20°C; Refrigerator; Room Temperature (15-30°C)
• RTECS编号: FZ2050000
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥98%; 98%
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C24H40O4

详细说明

MP Biomedicals - 02157514

Free Acid
Purity: 98%

MP Biomedicals - 05213756

MP Biomedicals Rare Chemical collection

Selleck Chemicals - S2311

Research Area: Metabolic Disease
Biological Activity:
Hyodeoxycholic(HDCA) acid is a secondary bile acid, one of the metabolic byproducts of intestinal bacteria. In rat intestinal microflora hyodeoxycholic acid is produced by a gram-positive rod—termed HDCA-1—from several isomers of hyocholic acid and muricholic acid. In pigs with a normal gastrointestinal flora the majority of hyodeoxycholic acid found in bile is of secondary nature, but a small amount was also found in germ free pigs, which supports the hypothesis that HDCA may be a primary bile acid in this species. In healthy humans only traces of HDCA have been found in urine, but in patients with cholestatic liver disease or intestinal malabsorption a significant amount has been found excreted. Hyodeoxycholic acid undergoes glucuronidation in human liver and kidneys. [1]

Toronto Research Chemicals - H998100

It is isolated from pig bile. Antitumor agent.

参考文献

• http://en.wikipedia.org/wiki/Hyodeoxycholic_acid
• Abadie, C., et al.: Biochem. J., 299, 725 (1994)
• Taniguchi, T., et al.: J. Biol. Chem., 269, 10071 (1994)
• Davis, R., et al.: J. Lipid Res., 43, 533 (1994)