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CHEBI:83088 - (R)-lipoate

Default Structure
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).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
fundamental metabolite  Any metabolite produced by all living cells.
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