Structure via PubChem · Public domain (PubChem)
cholic acid
Sign in to saveAlso known as CA, cholate, Cholbam, 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanic acid, (3alpha,5beta,7alpha,12alpha)-3,7,12-trihydroxycholan-24-oic acid, 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate, (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-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,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]valeric acid
main bile acid
Chemical data
- Formula
- C24H40O5
- Molecular weight
- 408.6 g/mol
- IUPAC name
- (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-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
- SMILES
- C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
- InChIKey
- BHQCQFFYRZLCQQ-OELDTZBJSA-N
- XLogP
- 3.6
- Polar surface area
- 98 Ų
- H-bond donors
- 4
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
7,339 papers- Hepatic cytochrome P450 8B1 and cholic acid potentiate intestinal epithelial injury in colitis by suppressing intestinal stem cell renewal.Cell stem cell · 2022
- Cholic acid as a treatment for cerebrotendinous xanthomatosis: a comprehensive review of safety and efficacy.Orphanet journal of rare diseases · 2025
- The clinical and biochemical effectiveness and safety of cholic acid treatment for bile acid synthesis defects: a systematic review.Orphanet journal of rare diseases · 2024
- Gut microbiota derived bile acid metabolites maintain the homeostasis of gut and systemic immunity.Frontiers in immunology · 2023
- Cholic Acid-Based Antimicrobial Peptide Mimics as Antibacterial Agents.International journal of molecular sciences · 2022
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 408.288
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₄H₄₀O₅
- described by source
- Brockhaus and Efron Encyclopedic Dictionary
- canonical SMILES
- CC(CCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
- isomeric SMILES
- C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C
- Commons category
- Cholic acid
- found in taxon
- house mouse
- melting point
- 201.0
Sources (6)
via Wikidata · CC0