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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H45NO6S
Molecular Weight 499.704
Optical Activity ( + )
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TAUROURSODEOXYCHOLIC ACID

SMILES

C[C@H](CCC(=O)NCCS(O)(=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

InChI

InChIKey=BHTRKEVKTKCXOH-LBSADWJPSA-N
InChI=1S/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17+,18-,19-,20+,21+,22+,24+,25+,26-/m1/s1

HIDE SMILES / InChI

Molecular Formula C26H45NO6S
Molecular Weight 499.704
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
30.0 µM [EC50]
10.0 µM [Kd]
PubMed

PubMed

TitleDatePubMed
Hypothermic maintenance of hepatocyte spheroids.
2005
Human hepatic mitochondria generate reactive oxygen species and undergo the permeability transition in response to hydrophobic bile acids.
2005 Aug
Conjugated bile acids promote ERK1/2 and AKT activation via a pertussis toxin-sensitive mechanism in murine and human hepatocytes.
2005 Dec
Preincubation of rat and human hepatocytes with cytoprotectants prior to cryopreservation can improve viability and function upon thawing.
2005 Dec
Similar patterns of mitochondrial vulnerability and rescue induced by genetic modification of alpha-synuclein, parkin, and DJ-1 in Caenorhabditis elegans.
2005 Dec 30
1H and 13C NMR characterization and stereochemical assignments of bile acids in aqueous media.
2005 Oct
Inhibition of MRP1-mediated efflux in human erythrocytes by mono-anionic bile salts.
2005 Sep-Oct
Tauroursodeoxycholic acid inserts the bile salt export pump into canalicular membranes of cholestatic rat liver.
2006 Feb
Preincubation of rat and human hepatocytes with cytoprotectants prior to cryopreservation can improve viability and function upon thawing.
2006 Jan
Bile acid transport and metabolism in rat liver slices.
2006 Mar
Patents
Substance Class Chemical
Created
by admin
on Tue Mar 06 11:17:25 UTC 2018
Edited
by admin
on Tue Mar 06 11:17:25 UTC 2018
Record UNII
60EUX8MN5X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TAUROURSODEOXYCHOLIC ACID
Common Name English
TAUROURSODESOXYCHOLIC ACID [WHO-DD]
Common Name English
TAUROURSODESOXYCHOLIC ACID
WHO-DD  
Common Name English
UR-906
Common Name English
3.ALPHA.,7.BETA.-DIHYDROXY-5.BETA.-CHOLANOYLTAURINE
Common Name English
URSODEOXYCHOLYLTAURINE
Common Name English
Code System Code Type Description
PUBCHEM
9848818
Created by admin on Tue Mar 06 11:17:25 UTC 2018 , Edited by admin on Tue Mar 06 11:17:25 UTC 2018
PRIMARY SWITZERF
CAS
14605-22-2
Created by admin on Tue Mar 06 11:17:25 UTC 2018 , Edited by admin on Tue Mar 06 11:17:25 UTC 2018
PRIMARY
MESH
C031655
Created by admin on Tue Mar 06 11:17:25 UTC 2018 , Edited by admin on Tue Mar 06 11:17:25 UTC 2018
PRIMARY
DRUG BANK
DB08834
Created by admin on Tue Mar 06 11:17:25 UTC 2018 , Edited by admin on Tue Mar 06 11:17:25 UTC 2018
PRIMARY
EVMPD
SUB20887
Created by admin on Tue Mar 06 11:17:25 UTC 2018 , Edited by admin on Tue Mar 06 11:17:25 UTC 2018
PRIMARY
WIKIPEDIA
TAUROURSODEOXYCHOLIC ACID
Created by admin on Tue Mar 06 11:17:25 UTC 2018 , Edited by admin on Tue Mar 06 11:17:25 UTC 2018
PRIMARY
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