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基本描述
| 规格或纯度 | 分析标准品 |
|---|---|
| 英文名称 | Chenodeoxycholic acid |
| 生化机理 |
Chenodeoxycholic Acid (CDCA), is a hydrophobic primary bile acid that activates nuclear receptors involved in cholesterol metabolism. Bile acids are essential for solubilization and transport of dietary lipids, are the major products of cholesterol catabolism, and are physiological ligands for farnesoid X receptor (FXR), a nuclear receptor that regulates genes involved in lipid metabolism. EC50 concentrations for activation of FXR range from 13-34 μM. In cells, Chenodeoxycholic Acid also binds to bile acid binding proteins (BABP) with a reported stiochiometery of 1:2. Chenodeoxycholic Acid toxicity is linked to increased cellular glutathione levels and increased oxidative stress. Exposure of cells to excess Chenodeoxycholic Acid contributes to liver and intestinal cancers. |
| 应用 | 主要用于合成熊去氧胆酸。 胆石溶解剂，用于胆固醇高而引起的结石、胆道炎和胆囊炎等。 |
| 储存温度 | 避光 |
| 运输条件 | 常规运输 |
| 产品介绍 |
味苦、有异臭。易溶于乙醇、甲醇、丙酮和乙酸，几乎不溶于水、石油醚和苯。 |
名称和标识符
| IUPAC Name | (4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid |
|---|---|
| INCHI | InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1 |
| InChi Key | RUDATBOHQWOJDD-BSWAIDMHSA-N |
| Canonical SMILES | CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C |
| PubChem CID | 10133 |
| 分子量 | 392.58 |
数据库链接
| PubChem CID | 10133 |
|---|---|
| DrugBank Ligand | DB06777 |
| Wikipedia | Chenodeoxycholic_acid |
| CAS Registry No. | 474-25-9 |
| ChEMBL Ligand | CHEMBL240597 |
| ChEBI | CHEBI:16755 |
| NURSA Ligand | 10.1621/H7NZZJBHW4 |
| RCSB PDB Ligand | JN3 |
| DrugCentral Ligand | 4361 |
| GPCRdb Ligand | chenodeoxycholic acid |
化学和物理性质
| 密度 | 1.128 |
|---|---|
| 敏感性 | 对光敏感 |
安全和危险性（GHS）
| 象形图 |
Health Hazard 
Harmful |
|---|---|
| 信号词 | Warning |
| 危险声明 |
H315: Causes skin irritation H319: Causes serious eye irritation H335: May cause respiratory irritation H302: Harmful if swallowed H312: Harmful in contact with skin H332: Harmful if inhaled H361: Suspected of damaging fertility or the unborn child |
| 预防措施声明 | P261,P305+P351+P338,P280,P302+P352,P321,P405,P501,P264,P271,P270,P304+P340,P403+P233,P362+P364,P330,P203,P264+P265,P301+P317,P318,P317,P337+P317,P332+P317,P319 |
| Merck Index | 2054 |
关联配体
| Ligand ID | 608 |
|---|---|
| 名称 | chenodeoxycholic acid |
| 别名 | chenodeoxycholate |
| 类别 | Metabolite |
| 学名 | (4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid |
| 生物活性评价 |
The sulfonamide class of antibacterial compounds are primarily bacteriostatic agents and have a broad spectrum of activity against both Gram-positive and Gram-negative species of bacteria (reviewed in |
| 评价 | Farnesoid X receptor (bile acid receptor FXR) agonist |
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