CHEBI:83088 - (R)-lipoate

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ChEBI Name (R)-lipoate
ChEBI ID CHEBI:83088
ChEBI ASCII Name (R)-lipoate
Definition A lipoate that is the conjugate base of (R)-lipoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C8H13O2S2
Net Charge -1
Average Mass 205.31800
Monoisotopic Mass 205.03625
InChI InChI=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
InChIKey AGBQKNBQESQNJD-SSDOTTSWSA-M
SMILES [O-]C(=O)CCCC[C@@H]1CCSS1
Roles Classification
Biological Role(s): 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).
(via lipoate )
fundamental metabolite
Any metabolite produced by all living cells.
(via lipoate )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (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 (R)-lipoic acid (CHEBI:30314) is conjugate acid of (R)-lipoate (CHEBI:83088)
IUPAC Name
5-[(3R)-1,2-dithiolan-3-yl]pentanoate
Synonym Source
(R)-lipoate UniProt
Manual Xref Database
LIPOIC-ACID MetaCyc
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Last Modified
25 July 2019