cholic acid

Also 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 Å²
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

Mass: 408.288

Show 5 more facts

chemical formula: C₂₄H₄₀O₅
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
melting point: 201.0

Sources (6)

via Wikidata · CC0