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Substance Name: Cholic acid [USAN]
RN: 81-25-4
UNII: G1JO7801AE
InChIKey: BHQCQFFYRZLCQQ-OELDTZBJSA-N

Note

  • A major primary bile acid produced in the liver and usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion.

Molecular Formula

  • C24-H40-O5

Molecular Weight

  • 408.575
 

Classification Code

  • Mutation Data

Names and Synonyms

Results Name

  • Cholic acid [USAN]

Name of Substance

  • Cholic acid
  • Cholic acid [USAN]

MeSH Heading

  • Cholic acid

Synonyms

  • 17-beta-(1-Methyl-3-carboxypropyl)etiocholane-3alpha,7alpha,12alpha-triol
  • 3,7,12-Trihydroxy-cholan-24-oic acid (3-alpha,5-beta,7-alpha,12-alpha)
  • 3,7,12-Trihydroxycholan-24-oic acid, (3alpha,5beta,7alpha,12alpha)-
  • 3,7,12-Trihydroxycholanic acid
  • 3-alpha,7-alpha,12-alpha-Trihydroxy-5-beta-cholan-24-oic acid
  • 3-alpha,7-alpha,12-alpha-Trihydroxycholansaeure
  • 3-alpha,7-alpha,12-alpha-Trihydroxycholansaeure [German]
  • 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholanic acid
  • 4-10-00-02072 (Beilstein Handbook Reference)
  • 5beta-Cholan-24-oic acid, 3alpha,7alpha,12alpha-trihydroxy-
  • BRN 2822009
  • CCRIS 1626
  • Cholalic acid
  • Cholalin
  • Cholan-24-oic acid, 3,7,12-trihydroxy-, (3alpha,5beta,7alpha,12alpha)-
  • Cholbam
  • Cholic acid
  • Cholic acid, 5beta-
  • Cholsaeure
  • Cholsaeure [German]
  • Colalin
  • Colalin (VAN)
  • EC 201-337-8
  • EINECS 201-337-8
  • HSDB 982
  • NSC-6135
  • UNII-G1JO7801AE

Systematic Names

  • Cholan-24-oic acid, 3,7,12-trihydroxy-, (3-alpha,5-beta,7-alpha,12-alpha)- (9CI)
  • Cholan-24-oic acid, 3,7,12-trihydroxy-, (3alpha,5beta,7alpha,12alpha)-
  • Cholic acid

Superlist Name

  • Cholic acid

Registry Numbers

CAS Registry Number

  • 81-25-4

FDA UNII

  • G1JO7801AE

Other Registry Numbers

  • 10321-98-9
  • 116-68-7
  • 134353-30-3
  • 728917-96-2
  • 732303-80-9
  • 882740-42-3
  • 889875-66-5
  • 904791-60-2

System Generated Number

  • 0000081254

Structure Descriptors

InChI

1S/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

InChIKey

BHQCQFFYRZLCQQ-OELDTZBJSA-N

Smiles

C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 330mg/kg (330mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 323, 1970.
mouse LD50 oral 4950mg/kg (4950mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH
Eisei Shikenjo Hokoku. Bulletin of the Institute of Hygienic Sciences. Vol. (103), Pg. 29, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 198 deg C   EXP
pKa Dissociation Constant 4.98 (none) 20 EXP
log P (octanol-water) 2.02 (none)   EXP
Water Solubility 175 mg/L 20 EXP
Vapor Pressure 3.65E-15 mm Hg 25 EST
Henry's Law Constant 5.16E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.18E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.