Skip Navigation
ChemIDplus Lite•Browse•Advanced

Substance Name: Chenodiol [USAN]
RN: 474-25-9
UNII: 0GEI24LG0J
InChIKey: RUDATBOHQWOJDD-BSWAIDMHSA-N

Note

  • 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.

Molecular Formula

  • C24-H40-O4

Molecular Weight

  • 392.576
 

Classification Codes

  • Anticholelithogenic
  • Cathartics
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Human Data
  • Mutation Data
  • Reproductive Effect
  • Tumor Data
* denotes mobile formatted website

Links to Resources

NLM Resources (File Locators)

Regulatory Agencies (Superlist Locators)

Other Resources (Internet Locators)


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Chenodeoxycholic acid
  • Chenodeoxycholic acid [INN]
  • Chenodiol [USAN]

MeSH Heading

  • Chenodeoxycholic acid

Synonyms

  • 3-alpha,7-alpha-Dihydroxy-5-beta-cholan-24-oic acid
  • 3-alpha,7-alpha-Dihydroxycholanic acid
  • 3-alpha,7-alpha-Dihydroxycholansaeure
  • 3-alpha,7-alpha-Dihydroxycholansaeure [German]
  • 3alpha,7alpha-Dihydroxy-5beta-cholan-24-oic acid
  • 7-alpha-Hydroxylithocholic acid
  • Acide chenodeoxycholique
  • Acide chenodeoxycholique [INN-French]
  • Acido chenodeoxicholico
  • Acido chenodeoxicholico [INN-Spanish]
  • Acidum chenodeoxycholicum
  • Acidum chenodeoxycholicum [INN-Latin]
  • Anthropodeoxycholic acid
  • Anthropodesoxycholic acid
  • Anthropododesoxycholic acid
  • CCRIS 2195
  • Chendol
  • Chenic acid
  • Chenix
  • Chenodeoxycholic acid
  • Chenodesoxycholic acid
  • Chenodesoxycholsaeure
  • Chenodesoxycholsaeure [German]
  • Chenodiol
  • EC 207-481-8
  • EINECS 207-481-8
  • Gallodesoxycholic acid
  • NSC 657949
  • UNII-0GEI24LG0J
  • Xenbilox

Systematic Names

  • 5-beta-Cholan-24-oic acid, 3-alpha,7-alpha-dihydroxy-
  • Chenodeoxycholic acid
  • Cholan-24-oic acid, 3,7-dihydroxy-, (3-alpha,5-beta,7-alpha)-
  • Cholan-24-oic acid, 3,7-dihydroxy-, (3alpha,5beta,7alpha)-

Superlist Name

  • Chenodiol

Registry Numbers

CAS Registry Number

  • 474-25-9

FDA UNII

  • 0GEI24LG0J

System Generated Number

  • 0000474259

Structure Descriptors

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

InChIKey

RUDATBOHQWOJDD-BSWAIDMHSA-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]3CC[C@]12C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. -, Pg. 397, 1990.
hamster LD50 oral 500mg/kg (500mg/kg)   Drugs in Japan Vol. -, Pg. 464, 1995.
mouse LD50 intramuscular > 1gm/kg (1000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 24, Pg. 1157, 1982.
mouse LD50 intraperitoneal 86mg/kg (86mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 915, 1978.
mouse LD50 intravenous 100mg/kg (100mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 323, 1970.
mouse LD50 oral > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. -, Pg. 464, 1995.
mouse LD50 subcutaneous > 4gm/kg (4000mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 2499, 1977.
rat LD50 intramuscular > 500mg/kg (500mg/kg)   Drugs in Japan Vol. -, Pg. 397, 1990.
rat LD50 intraperitoneal 105mg/kg (105mg/kg) GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 915, 1978.
rat LD50 intravenous 106mg/kg (106mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 915, 1978.
rat LD50 oral 4gm/kg (4000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 915, 1978.
rat LD50 subcutaneous > 4gm/kg (4000mg/kg) BLOOD: CHANGES IN SPLEEN

SKIN AND APPENDAGES (SKIN): HAIR: OTHER		 Kiso to Rinsho. Clinical Report. Vol. 11, Pg. 2499, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 119 deg C   EXP
log P (octanol-water) 4.15 (none)   EXP
Water Solubility 89.9 mg/L 20 EXP
Vapor Pressure 3.00E-13 mm Hg 25 EST
Henry's Law Constant 1.41E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 5.28E-11 cm3/molecule-sec 25 EST

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