(R)-lipoic acid (CHEBI:30314)

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ChEBI Name	(R)-lipoic acid

ChEBI ID	CHEBI:30314

ChEBI ASCII Name	(R)-lipoic acid

Definition	The (R)-enantiomer of lipoic acid. A vitamin-like, C₈ thia fatty acid with anti-oxidant properties.

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

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Formula

C8H14O2S2

Net Charge

Average Mass

206.32600

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-/m1/s1

InChIKey

AGBQKNBQESQNJD-SSDOTTSWSA-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):	prosthetic group A tightly bound, specific nonpolypeptide unit in a protein determining and involved in its biological activity. 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. (via lipoic acid )

Application(s):	nutraceutical A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance. geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan. (via lipoic acid )

ChEBI Ontology
Outgoing	(R)-lipoic acid (CHEBI:30314) has functional parent octanoic acid (CHEBI:28837) (R)-lipoic acid (CHEBI:30314) has role cofactor (CHEBI:23357) (R)-lipoic acid (CHEBI:30314) has role nutraceutical (CHEBI:50733) (R)-lipoic acid (CHEBI:30314) has role prosthetic group (CHEBI:26348) (R)-lipoic acid (CHEBI:30314) is a dithiolanes (CHEBI:39192) (R)-lipoic acid (CHEBI:30314) is a heterocyclic fatty acid (CHEBI:48847) (R)-lipoic acid (CHEBI:30314) is a lipoic acid (CHEBI:16494) (R)-lipoic acid (CHEBI:30314) is a thia fatty acid (CHEBI:59643) (R)-lipoic acid (CHEBI:30314) is conjugate acid of (R)-lipoate (CHEBI:83088) (R)-lipoic acid (CHEBI:30314) is enantiomer of (S)-lipoic acid (CHEBI:43796)

Incoming	(R)-lipoamide (CHEBI:83094) has functional parent (R)-lipoic acid (CHEBI:30314) (R)-lipoyl-AMP (CHEBI:83864) has functional parent (R)-lipoic acid (CHEBI:30314) (R)-lipoyl-GMP (CHEBI:86459) has functional parent (R)-lipoic acid (CHEBI:30314) (R)-lipoate (CHEBI:83088) is conjugate base of (R)-lipoic acid (CHEBI:30314) (S)-lipoic acid (CHEBI:43796) is enantiomer of (R)-lipoic acid (CHEBI:30314) (R)-lipoyl group (CHEBI:38232) is substituent group from (R)-lipoic acid (CHEBI:30314)

IUPAC Name

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

Last Modified

25 July 2019