Chenodeoxycholic acid (BioDeep_00000000308)

 

Secondary id: BioDeep_00000229683, BioDeep_00000265146, BioDeep_00000275392, BioDeep_00000412598, BioDeep_00000419014, BioDeep_00002052735

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Bile acids PANOMIX LipidSearch BioNovoGene_Lab2019


Metabolite Card


(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

Formula: C24H40O4 (392.29264400000005)
Chinese Names: 鹅脱氧胆酸, 鹅去氧胆酸
Spectrum Hits: Top Source Homo sapiens(bile_acids) 0.21%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

Chenodeoxycholic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/chenodeoxycholic_acid (retrieved 2024-11-06) (BioDeep RN: BioDeep_00000000308). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Molecular Structure

SMILES: C[C@@]12[C@]([C@]3([C@@]([C@]4(C)[C@](C[C@H]3O)(C[C@H](O)CC4)[H])(CC1)[H])[H])(CC[C@@]2([C@@H](CCC(O)=O)C)[H])[H]
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

Description

Chenodeoxycholic acid is a dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively. It has a role as a human metabolite and a mouse metabolite. It is a bile acid, a dihydroxy-5beta-cholanic acid and a C24-steroid. It is a conjugate acid of a chenodeoxycholate.
Chenodeoxycholic acid (or Chenodiol) is an epimer of ursodeoxycholic acid (DB01586). Chenodeoxycholic acid is a bile acid naturally found in the body. It works by dissolving the cholesterol that makes gallstones and inhibiting production of cholesterol in the liver and absorption in the intestines, which helps to decrease the formation of gallstones. It can also reduce the amount of other bile acids that can be harmful to liver cells when levels are elevated.
Chenodeoxycholic acid (chenodiol) is a primary bile acid, synthesized in the liver and present in high concentrations in bile that is used therapeutically to dissolve cholesterol gallstones. Chronic therapy is associated with transient elevations in serum aminotransferase levels in up to 30\\\\\% of patients, but chenodiol has been linked to only rare instances of clinically apparent liver injury with jaundice.
Chenodeoxycholic acid is a natural product found in Ganoderma lucidum and Homo sapiens with data available.
A bile acid, usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.
Chenodeoxycholic acid is a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). Usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones.
A bile acid. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12.
A dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively.

Chenodeoxycholic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=474-25-9 (retrieved 2024-07-01) (CAS RN: 474-25-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism.
Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism.

Synonyms

169 synonym names

(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; (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]pentanoicacid; (4R)-4-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11aR)-4,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoic acid; (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid; (4R)-4-((1S,2S,7S,11S,5R,9R,10R,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo [8.7.0.0<2,7>.0<11,15>]heptadec-14-yl)pentanoic acid; (R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid; (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanoic acid; Chenodeoxycholic acid, European Pharmacopoeia (EP) Reference Standard; Cholan-24-oic acid, 3,7-dihydroxy-, (3-.alpha., 5-.beta., 7-.alpha.)-; (3ALPHA,5ALPHA,7BETA,8ALPHA,17ALPHA)-3,7-DIHYDROXYCHOLAN-24-OIC ACID; (3alpha,5alpha,7beta,8alpha,17alpha)-3,7-dihydroxycholan-24-oic acid; Cholan-24-oic acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-alpha)- (9CI); (3beta,7beta,8xi,9xi,14xi,17alpha)-3,7-dihydroxycholan-24-oic acid; Cholan-24-oic acid, 3,7-dihydroxy-, (3.alpha.,5.beta.,7.alpha.)-; 3,7-Dihydroxycholan-24-oic acid, (3.alpha.,5.beta.,7.alpha.)- #; CHOLAN-24-OIC ACID, 3,7-DIHYDROXY-, (3.ALPHA.,5.BETA.,7.ALPHA.); Cholan-24-oic acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-alpha)-; Cholan-24-oic acid, 3,7-dihydroxy-, (3alpha,5beta,7alpha)-; (3alpha,5beta,7alpha,8xi)-3,7-dihydroxycholan-24-oic acid; CHOLAN-24-OIC ACID, 3,7-DIHYDROXY-, (3alpha,5beta,7alpha); 5.beta.-Cholan-24-oic acid, 3.alpha.,7.alpha.-dihydroxy-; 3.alpha.,7.alpha.-Dihydroxy-5.beta.-cholan-24-oic acid; 5-beta-Cholan-24-oic acid, 3-alpha,7-alpha-dihydroxy-; (3alpha,5beta,7alpha)-3,7-dihydroxycholan-24-oic acid; Leadiant (formerly Chenodeoxycholic acid sigma-tau); 3-alpha,7-alpha-Dihydroxy-5-beta-cholan-24-oic acid; 3.alpha.,7.alpha.-Dihydroxy-5.beta.-cholanoic acid; 3.alpha.,7.alpha.-Dihydroxy-5.beta.-cholanic acid; Dihydroxy-3.alpha.,7.alpha.(5.beta.)Cholanic acid; 3alpha,7alpha-Dihydroxy-5beta-cholan-24-oic acid; Cholan-24-oic acid, 3,7-dihydroxy-, (3a,5b,7a)-; 3-alpha,7-alpha-Dihydroxycholansaeure [German]; URSODEOXYCHOLIC ACID IMPURITY A [EP IMPURITY]; 3alpha, 7alpha,-dihydroxy-5beta-cholanic acid; 3alpha, 7alpha-dihydroxy-5beta-cholanoic acid; URSODEOXYCHOLIC ACID IMPURITY A (EP IMPURITY); (3a,5b,7a)-3,7-dihydroxy-cholan-24-oic acid; 3alpha,7alpha-Dihydroxy-5beta-cholanic acid; Tramedico brand OF chenodeoxycholic acid; 3a,7a-dihydroxy-5b,14a,17b-cholanic acid; 3.alpha.,7.alpha.-Dihydroxycholanic acid; 3alpha,7alpha-Dihydroxy-5beta-cholanate; (3a,5b,7a)-3,7-dihydroxy-cholan-24-oate; 3.alpha.,7.alpha.-Dihydroxycholansaeure; Antigen brand OF chenodeoxycholic acid; 5beta-Cholanic acid-3alpha,7alpha-diol; 3-alpha,7-alpha-Dihydroxycholanic acid; Acidum chenodeoxycholicum (INN-Latin); 3a,7a-dihydroxy-5b-cholan-24-oic acid; Acide chenodeoxycholique (INN-French); Solvay brand OF chenodeoxycholic acid; Acido chenodeoxicholico [INN-Spanish]; Acido chenodeoxicholico (INN-Spanish); Estedi brand OF chenodeoxycholic acid; 3-alpha,7-alpha-Dihydroxycholansaeure; Zambon brand OF chenodeoxycholic acid; Acide chenodeoxycholique [INN-French]; Acidum chenodeoxycholicum [INN-Latin]; 0DBBBC66-0CFA-4DB9-97F4-5B1492756A02; 3alpha,7alpha-Dihydroxycholanic acid; CHENODEOXYCHOLIC ACID (EP MONOGRAPH); CHENODEOXYCHOLIC ACID [EP MONOGRAPH]; 3a,7a-dihydroxy-5b,14a,17b-cholanate; Falk brand OF chenodeoxycholic acid; CHENODEOXYCHOLIC ACID [EP IMPURITY]; CHENODEOXYCHOLIC ACID (EP IMPURITY); 3a,7a-dihydroxy-5b-cholan-24-oate; 3a,7a-dihydroxy-5b-cholanic acid; Chenodeoxycholic Acid, Free Acid; 7.alpha.-Hydroxylithocholic acid; Chenodeoxycholic acid (JP17/INN); 3Α,7α-dihydroxy-5β-cholanic acid; Chenodeoxycholic acid (JP16/INN); 7-alpha-Hydroxylithocholic acid; CHENODEOXYCHOLIC ACID [WHO-DD]; Chenodesoxycholsaeure [German]; 7alpha-hydroxylithocholic acid; Chenodeoxycholic acid, >=97\\%; CHENODEOXYCHOLIC ACID (MART.); CHENODEOXYCHOLIC ACID [MART.]; 3Α,7α-dihydroxy-5β-cholanate; 3,7-Dihydroxy-5-Cholanicacid; 3a,7a-dihydroxy-5b-cholanate; Chenodeoxycholic acid [INN]; CHENODEOXYCHOLIC ACID [JAN]; Anthropododesoxycholic acid; chAnodAsoxycholique (acide); 7a-Hydroxy-desoxycholsaeure; 7A-Hydroxylithocholic acid; 7Α-hydroxylithocholic acid; 7alpha-Hydroxylithocholate; Anthropodesoxycholic acid; Chenodeoxycholate, Sodium; acide chenodesoxycholique; (+)-chenodeoxycholic acid; Acidum chenodeoxycholicum; Anthropodeoxycholic acid; acido chenodesossicolico; Acide chenodeoxycholique; Sodium chenodeoxycholate; CHENODIOL [ORANGE BOOK]; Acido chenodeoxicholico; Acid, Gallodesoxycholic; Gallodesoxycholic acid; Chenodesoxycholic acid; acido quenodeoxicolico; 7Α-hydroxylithocholate; 7a-Hydroxylithocholate; Acid, Chenodeoxycholic; chenodeoxycholic acid; (+)-chenodeoxycholate; Chenodesoxycholsaeure; chenodeoxycholic-acid; Anthropodesoxycholate; Anthropodeoxycholate; Chendeoxycholic Acid; Gallodesoxycholate; Prestwick0_000285; Prestwick1_000285; CHENODIOL [VANDF]; Prestwick2_000285; Prestwick3_000285; Chenodeoxycholate; Spectrum5_002009; Chenodiol [USAN]; Chenodeoxycholic; Chenocholic acid; Chenodiol (USAN); UNII-0GEI24LG0J; Acid, Chenique; CHENODIOL [MI]; BPBio1_000210; Chenique Acid; Acid, Chenic; HSCI1_000210; Tox21_200491; Tox21_110412; Chenic acid; CHENIX (TN); SMP1_000064; Chenocedon; ST 24:1;O4; 0GEI24LG0J; Quenobilan; Chenophalk; Cholanorm; Chenodiol; Chenossil; Chenofalk; Chenodal; Chenocol; Hekbilin; Chenodex; Quenocol; Xenbilox; Chenorm; Henohol; Chenate; A05AA01; Chendal; Fluibil; Kebilis; Chendol; Chenix; Cdca; JN3; 3α,7α-Dihydroxy-5β-cholanic acid; 5β-Cholanic acid-3α,7α-diol; Chenodeoxycholic acid (CDCA)



Cross Reference

30 cross reference id

Classification Terms

Related Pathways

Reactome(0)

BioCyc(0)

PlantCyc(0)

Biological Process

22 related biological process reactions.

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(22)

PharmGKB(0)

3 organism taxonomy source information

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



Literature Reference

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