(4R)-4-[(1S,2S,5R,7S,9R,10R,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: 2385
• 分子式: C24H40O5
• 平均质量: 408.5714
• 单一同位素质量: 408.28757438
• SMILES: C1C[C@@H](O)C[C@H]2C[C@@H](O)[C@@H]3[C@@H]([C@@]12C)C[C@H](O)[C@]1([C@H]3CC[C@@H]1[C@H](C)CCC(=O)O)C
• 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]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-OELDTZBJSA-N

名称和登记号

名称

• IUPAC标准名: (4R)-4-[(1S,2S,5R,7S,9R,10R,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; (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanoic acid; (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid
• IUPAC传统名: cholic acid
• 别名: 3α,7α,12α-三羟基-5β-胆烷酸; 胆甾烷酸; 胆酸; 3α,7α,12α-Trihydroxy-5β-cholanic acid; (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid; Cholic acid; 3α,7α,12α-Trihydroxy-5 β-cholan-24-ic acid; Cholanic acid; Cholic Acid; 3α,7α,12α-trihydroxy-5β-cholanoic acid

登记号

• CAS号: 81-25-4
• EC号: 201-337-8
• MDL号: MFCD00003672
• Beilstein号: 2822009
• PubChem SID: 160965836; 24892356; 46507063
• PubChem CID: 221493
• CHEBI ID: 16359
• ATC码: A05AA03
• CHEMBL: 205596
• Chemspider ID: 192176
• DrugBank ID: DB02659
• 美国药典/FDA物质标识码: G1JO7801AE
• 维基百科标题: Cholic_acid

理论计算性质

JChem

• 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

ALOGPS 2.1

• Log P: 2.26
• LOG S: -3.74
• 溶解度: 7.38e-02 g/l

分子性质

理化性质

• 溶解度: 0.175 mg/mL at 20 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; methanol: soluble0.1 g/mL, clear
• 熔点: 197-201 °C; 198-200°C; 200-201 °C; 200-201 °C(lit.)
• 比旋光度: [α]20/D +36±2°, c = 0.6% in ethanol
• 疏水性(logP): 2.02 [RODA,A ET AL. (1990)]
• 临界胶束浓度: 9-15
• 胶束聚集数: 2-3
• 亲水亲油平衡值: 18

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: FZ9350000
• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 相关基因信息: human ... CYP1A2(1544)

产品相关信息

• 纯度: ≥98%; ≥99.0% (T); 98%
• 简要说明: anionic
• 生物来源: from ox or sheep bile
• Mol. Weight: average mol wt 900-1300
• Empirical Formula (Hill Notation): C24H40O5

详细说明

MP Biomedicals - 02101383

From Ox or Sheep Bile

DrugBank - DB02659

• Drug Groups: experimental
• Description: A major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion. [PubChem]

Sigma Aldrich - C1129

Application
用于提取膜蛋白的非变性离子洗涤剂。
Biochem/physiol Actions
胆汁酸
包装
1 kg in poly bottle
25, 100, 500 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C1129.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 27010

Application
用于提取膜蛋白的非变性离子洗涤剂。
Biochem/physiol Actions
胆汁酸
Other Notes
For the solubilization of membrane-bound proteins in their native state1; Component for the preparation of liposomes2