e-Drug3D

612

URSODIOL


INN
URSODIOL

cas 128-13-2
CLASS

METABOLISM
STEROL
CHOLERETIC
CHOLAGOGUES
ANTICHOLELITHOGENIC
TREATMENT OF PRIMARY BILIARY CIRRHOSIS
NATURALLY OCCURRING HYDROPHILIC BILE ACID
IN THE LIVER, URSODIOL IS CONJUGATED WITH GLYCINE OR TAURINE THEN SECRETED INTO BILE

ROUTE (list)

ORAL

NATURAL MOLECULE (link)

ATC code

A05AA02

PK parameters

PPB 70 PERCENT

Solubility

PRACTICALLY INSOLUBLE IN WATER


Target

TARGET HYDROXYSTEROID DEHYDROGENASE, BILE ACID BINDING PROTEIN (PMID22223860)

PDB
1IHI (CRYSTAL STRUCTURE OF HUMAN TYPE III 3-ALPHA-HYDROXYSTEROID DEHYDROGENASE, BILE ACID BINDING PROTEIN (AKR1C2) COMPLEXED WITH NADP+ AND URSODEOXYCHOLATE)

Ligand code = IU5 (link to the list of PDB complexes)

Download experimental 3D coordinates of IU5 with added hydrogens

DrugCentral

Bile acid receptor UNIPROT Q96RI1 NR1H4

Download SDF file (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-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

Formula:
C24H40O4

Calculated chemical properties:

MW 391.55
NB_atoms 28
XLogP 3.14
PSA 75.764
NB_HD 2
NB_HA 4
fsp3 0.96
Lipinski(0=no;1=yes) 1

FDA
NDA 019594 (pdf not found) INN (URSODIOL) ACTIGALL (TEVA BRANDED PHARM) APPROVAL= AP YEAR= 1987
NDA 020675 (pdf not found) INN (URSODIOL) URSO 250 (ABBVIE) APPROVAL= AP YEAR= 1997 DISCONTINUED
NDA 075517 (pdf not found) INN (URSODIOL) URSODIOL (EPIC PHARMA) APPROVAL= AP YEAR= 2000
NDA 075592 (pdf not found) INN (URSODIOL) URSODIOL (TEVA PHARMS) APPROVAL= AP YEAR= 2000 DISCONTINUED
NDA 077865 (pdf not found) INN (URSODIOL) URSODIOL (COREPHARMA) APPROVAL= AP YEAR= 2006 OBSOLETE
NDA 077895 (pdf not found) INN (URSODIOL) URSODIOL (IMPAX LABS INC) APPROVAL= AP YEAR= 2006 DISCONTINUED
NDA 079082 (pdf not found) INN (URSODIOL) URSODIOL (LANNETT CO INC) APPROVAL= AP YEAR= 2008
NDA 079184 (pdf not found) INN (URSODIOL) URSODIOL (TEVA PHARMS USA) APPROVAL= AP YEAR= 2009 DISCONTINUED
NDA 090530 (pdf not found) INN (URSODIOL) URSODIOL (NORVIUM BIOSCIENCE) APPROVAL= AP YEAR= 2010 DISCONTINUED
NDA 090801 (pdf not found) INN (URSODIOL) URSODIOL (GLENMARK PHARMS LTD) APPROVAL= AP YEAR= 2011
NDA 200826 (pdf not found) INN (URSODIOL) URSODIOL (IMPAX LABS INC) APPROVAL= AP YEAR= 2011 DISCONTINUED
NDA 202540 (pdf not found) INN (URSODIOL) URSODIOL (PH HEALTH) APPROVAL= AP YEAR= 2013
NDA 210707 (pdf not found) INN (URSODIOL) URSODIOL (ABHAI LLC) APPROVAL= AP YEAR= 2018
NDA 211145 (pdf not found) INN (URSODIOL) URSODIOL (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2018
NDA 211301 (pdf not found) INN (URSODIOL) URSODIOL (AMNEAL PHARMS CO) APPROVAL= AP YEAR= 2018
NDA 212452 (pdf not found) INN (URSODIOL) URSODIOL (HIBROW HLTHCARE) APPROVAL= AP YEAR= 2019
NDA 205789 (pdf not found) INN (URSODIOL) URSODIOL (LGM PHARMA) APPROVAL= AP YEAR= 2020
NDA 213200 (pdf not found) INN (URSODIOL) URSODIOL (RISING) APPROVAL= AP YEAR= 2020
NDA 213504 (pdf not found) INN (URSODIOL) URSODIOL (STRIDES PHARMA) APPROVAL= AP YEAR= 2020
NDA 213555 (pdf not found) INN (URSODIOL) URSODIOL (CHARTWELL RX) APPROVAL= AP YEAR= 2020
NDA 214295 (pdf not found) INN (URSODIOL) URSODIOL (ZYDUS LIFESCIENCES) APPROVAL= AP YEAR= 2020
NDA 210344 (pdf not found) INN (URSODIOL) URSODIOL (STRIDES PHARMA) APPROVAL= AP YEAR= 2021
NDA 214329 (pdf not found) INN (URSODIOL) URSODIOL (RK PHARMA) APPROVAL= AP YEAR= 2021
NDA 214849 (pdf not found) INN (URSODIOL) URSODIOL (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2022
NDA 214717 (pdf not found) INN (URSODIOL) URSODIOL (EPIC PHARMA LLC) APPROVAL= AP YEAR= 2024

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL