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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

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)- (9CI)
  • 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

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: OTHER CHANGES

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 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) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 915, 1978.
rat LD50 intravenous 106mg/kg (106mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 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.