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CHEBI:83088 - (R)-lipoate

ChEBI IDCHEBI:83088
ChEBI Name(R)-lipoate
Stars
ASCII Name(R)-lipoate
DefinitionA lipoate that is the conjugate base of (R)-lipoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Last Modified25 July 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC8H13O2S2
Net Charge-1
Average Mass205.324
Monoisotopic Mass205.03625
SMILESO=C([O-])CCCC[C@@H]1CCSS1
InChIInChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/p-1/t7-/m1/s1
InChIKeyAGBQKNBQESQNJD-SSDOTTSWSA-M
Roles Classification
Biological Roles:
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
fundamental metabolite  Any metabolite produced by all living cells.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
(R)-lipoate (CHEBI:83088) has role cofactor (CHEBI:23357)
(R)-lipoate (CHEBI:83088) is a lipoate (CHEBI:30313)
(R)-lipoate (CHEBI:83088) is conjugate base of (R)-lipoic acid (CHEBI:30314)
Incoming Relation(s)
(R)-lipoic acid (CHEBI:30314) is conjugate acid of (R)-lipoate (CHEBI:83088)
IUPAC Name 
5-[(3R)-1,2-dithiolan-3-yl]pentanoate
UniProt Name  Source
(R)-lipoateUniProt
Manual XrefsDatabases
LIPOIC-ACIDMetaCyc