cholic acid

[1. A family of steroids comprising the bile acids (or salts), generally in conjugated form (glycocholic and taurocholic acids). Chemically, cholic acids are cholan-24-oic (cholanic) acids (the terminal C24 of cholane becoming a —COOH group); biologically, cholic acids are derived from cholesterol (a cholestane derivative) and display varying degrees of oxidation (OH groups) and orientation at positions 3, 7, and 12. It is these oxidations and orientations that distinguish the several cholic acid; cholic acid is 3α,7α,12α-trihydroxy-5β-cholan-24-oic acid, and deoxycholic acid is 3α,12α-dihydroxy-5β-cholanic acid. Cholic acid is a naturally occurring detergent in mammals that aids in the digestion of fats.

Molecular Formula: C₂₄H₄₀O₅

InChI: InChI=1/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/f/h28H

InChIKey: InChIKey=BHQCQFFYRZLCQQ-NQEZNTFZDD
SMILES: [H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@]([H])(CC[C@@]4([H])[C@]3([H])[C@H](O)C2)[C@H](C)CCC(O)=O

CAS number 81-25-4

Names:
    CHD
    Cholate
    Cholic acid
    CHOLIC ACID
    cholic acid
    Cholsäure
    (3α,5β,7α,12α)-3,7,12-trihydroxycholan-24-oic acid
    (4R)-4-[(3R,5S,7R,8S,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
    3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanate
    3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid
    3α,7α,12α-trihydroxy-5β-cholanic acid

Registries:
    PubChem CID 221493
    Beilstein =2822009
    CAS 81-25-4 (from NIST)
    ChEBI 16359
    chemPDB CHD
    Kegg C00695
    LIPID MAPS LMST04010001
    PubChem ID 11110315
    PubChem ID 3963