chenodiol Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
4361 474-25-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • chenodiol
  • chenodeoxycholic acid
  • chenic acid
  • anthropodesoxycholic acid
  • anthropododesoxycholic acid
  • chenodesoxycholic acid
  • gallodesoxycholic acid
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 weight: 392.58
  • Formula: C24H40O4
  • CLOGP: 4.51
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 3
  • TPSA: 77.76
  • ALOGS: -4.30
  • ROTB: 4

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
1 g O

ADMET properties:

PropertyValueReference
Vd (Volume of distribution) 0.19 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 5.70 mL/min/kg Lombardo F, Berellini G, Obach RS
t_half (Half-life) 1.42 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
July 28, 1983 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC A05AA01 ALIMENTARY TRACT AND METABOLISM
BILE AND LIVER THERAPY
BILE THERAPY
Bile acids and derivatives
MeSH PA D002400 Cathartics
MeSH PA D005765 Gastrointestinal Agents
CHEBI has role CHEBI:75771 mus musculus metabolite
CHEBI has role CHEBI:77746 h. sapiens metabolites

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Calculus in biliary tract indication 266474003
Hypercholesterolemia contraindication 13644009
Obstruction of bile duct contraindication 30144000
Primary biliary cirrhosis contraindication 31712002 DOID:12236
Diarrhea contraindication 62315008
Liver function tests abnormal contraindication 166603001
Disease of liver contraindication 235856003 DOID:409
Sclerosing cholangitis contraindication 235917005 DOID:14268
Pregnancy, function contraindication 289908002
Gallstone Complications contraindication

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.92 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Bile acid receptor Nuclear hormone receptor AGONIST EC50 5.47 CHEMBL CHEMBL
fMet-Leu-Phe receptor GPCR ANTAGONIST Ki 4 IUPHAR
G-protein coupled bile acid receptor 1 GPCR AGONIST EC50 5.40 IUPHAR

External reference:

IDSource
4022365 VUID
D00163 KEGG_DRUG
N0000146754 NUI
4018428 VANDF
4022365 VANDF
C0008024 UMLSCUI
CHEBI:16755 CHEBI
JN3 PDB_CHEM_ID
CHEMBL240597 ChEMBL_ID
DB06777 DRUGBANK_ID
D002635 MESH_DESCRIPTOR_UI
10133 PUBCHEM_CID
608 IUPHAR_LIGAND_ID
4391 INN_ID
0GEI24LG0J UNII
2323 RXNORM
25632 MMSL
d07268 MMSL
001208 NDDF
82490009 SNOMEDCT_US
89132005 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Chenodiol HUMAN PRESCRIPTION DRUG LABEL 1 0722-7121 TABLET, FILM COATED 250 mg ORAL ANDA 19 sections
Chenodal HUMAN PRESCRIPTION DRUG LABEL 1 45043-876 TABLET, FILM COATED 250 mg ORAL ANDA 18 sections
Chenodal HUMAN PRESCRIPTION DRUG LABEL 1 68974-876 TABLET, FILM COATED 250 mg ORAL ANDA 20 sections
Chenodiol HUMAN PRESCRIPTION DRUG LABEL 1 79739-7121 TABLET, FILM COATED 250 mg ORAL ANDA 19 sections