(S)-lipoic acid (CHEBI:43796)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	(S)-lipoic acid

ChEBI ID	CHEBI:43796

ChEBI ASCII Name	(S)-lipoic acid

Definition	The (S)-enantiomer of lipoic acid. Not found in nature, it may exert detrimental effects on biosystems.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:43790, CHEBI:30315

Supplier Information

Download	Molfile XML SDF

more structures >>

Formula

C8H14O2S2

Net Charge

Average Mass

206.32756

Monoisotopic Mass

206.04352

InChI

InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m0/s1

InChIKey

AGBQKNBQESQNJD-ZETCQYMHSA-N

SMILES

OC(=O)CCCC[C@H]1CCSS1

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	fundamental metabolite Any metabolite produced by all living cells. (via lipoic acid )

Application(s):	geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan. (via lipoic acid )

ChEBI Ontology
Outgoing	(S)-lipoic acid (CHEBI:43796) has functional parent octanoic acid (CHEBI:28837) (S)-lipoic acid (CHEBI:43796) is a dithiolanes (CHEBI:39192) (S)-lipoic acid (CHEBI:43796) is a heterocyclic fatty acid (CHEBI:48847) (S)-lipoic acid (CHEBI:43796) is a lipoic acid (CHEBI:16494) (S)-lipoic acid (CHEBI:43796) is a thia fatty acid (CHEBI:59643) (S)-lipoic acid (CHEBI:43796) is enantiomer of (R)-lipoic acid (CHEBI:30314)

Incoming	(R)-lipoic acid (CHEBI:30314) is enantiomer of (S)-lipoic acid (CHEBI:43796) (S)-lipoyl group (CHEBI:38233) is substituent group from (S)-lipoic acid (CHEBI:43796)

IUPAC Name

5-[(3S)-1,2-dithiolan-3-yl]pentanoic acid

Last Modified

26 August 2014