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CHEBI:80774 - tauroursodeoxycholic acid

Default Structure
ChEBI IDCHEBI:80774
ChEBI Nametauroursodeoxycholic acid
Stars
DefinitionA bile acid taurine conjugate derived from ursoodeoxycholic acid.
Secondary ChEBI IDCHEBI:132326
Last Modified30 June 2016
SubmitterSteve
DownloadsMolfile
FormulaC26H45NO6S
Net Charge0
Average Mass499.714
Monoisotopic Mass499.29676
SMILES[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]1([H])CC[C@@]3(C)[C@@]([H])(CC[C@]3([H])[C@H](C)CCC(=O)NCCS(=O)(=O)O)[C@]1([H])[C@@H](O)C2
InChIInChI=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
InChIKeyBHTRKEVKTKCXOH-LBSADWJPSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
faeces (UBERON:0001988) PubMed (22664055)
blood (UBERON:0000178) PubMed (14643509)
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
apoptosis inhibitor  Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
bone density conservation agent  An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
ChEBI Ontology
Outgoing Relation(s)
tauroursodeoxycholic acid (CHEBI:80774) has functional parent ursodeoxycholic acid (CHEBI:9907)
tauroursodeoxycholic acid (CHEBI:80774) has role anti-inflammatory agent (CHEBI:67079)
tauroursodeoxycholic acid (CHEBI:80774) has role apoptosis inhibitor (CHEBI:68494)
tauroursodeoxycholic acid (CHEBI:80774) has role bone density conservation agent (CHEBI:50646)
tauroursodeoxycholic acid (CHEBI:80774) has role cardioprotective agent (CHEBI:77307)
tauroursodeoxycholic acid (CHEBI:80774) has role human metabolite (CHEBI:77746)
tauroursodeoxycholic acid (CHEBI:80774) has role neuroprotective agent (CHEBI:63726)
tauroursodeoxycholic acid (CHEBI:80774) is a bile acid taurine conjugate (CHEBI:23219)
tauroursodeoxycholic acid (CHEBI:80774) is conjugate acid of tauroursodeoxycholate (CHEBI:132028)
Incoming Relation(s)
tauroursodeoxycholate (CHEBI:132028) is conjugate base of tauroursodeoxycholic acid (CHEBI:80774)
IUPAC Name 
2-[(3α,7β-dihydroxy-24-oxo-5β-cholan-24-yl)amino]ethanesulfonic acid
Synonyms  Source
2-(((3-alpha,5-beta,7-beta)-3,7-Dihydroxy-24-oxocholan-24-yl) amino)ethanesulfonic acidHMDB
2-{[(3α,5β,7β)-3,7-dihydroxy-24-oxocholan-24-yl]amino}ethane-1-sulfonic acidIUPAC
3α,7β-dihydroxy-5β-cholanoyltaurineHMDB
N-(3α,7β-dihydroxy-5β-cholan-24-oyl)taurineChEBI
N-ursodeoxycholoyltaurineChEBI
N-(3-alpha,7-beta-Dihydroxy-5-beta-cholan-24-oyl)-TaurineHMDB
Manual XrefsDatabases
5D5PDBeChem
C16868KEGG COMPOUND
CPD-18799MetaCyc
HMDB0000874HMDB
LMST05040015LIPID MAPS
Tauroursodeoxycholic_acidWikipedia
Registry NumbersSources
Reaxys:3228312Reaxys
CAS:14605-22-2ChemIDplus
CAS:14605-22-2KEGG COMPOUND
Citations