CHEBI:45230 - (R)-dihydrolipoic acid

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ChEBI Name (R)-dihydrolipoic acid
ChEBI ID CHEBI:45230
ChEBI ASCII Name (R)-dihydrolipoic acid
Definition The (R)-enantiomer and bioactive form of dihydrolipoic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45226, CHEBI:30317
Supplier Information ChemicalBook:CB2142160, ChemicalBook:CB8443186, eMolecules:1984979, ZINC000001529638
Download Molfile XML SDF
Formula C8H16O2S2
Net Charge 0
Average Mass 208.34344
Monoisotopic Mass 208.05917
InChI InChI=1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10)/t7-/m1/s1
InChIKey IZFHEQBZOYJLPK-SSDOTTSWSA-N
SMILES OC(=O)CCCC[C@@H](S)CCS
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
(via dihydrolipoic acid )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via dihydrolipoic acid )
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
(via dihydrolipoic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-dihydrolipoic acid (CHEBI:45230) is a dihydrolipoic acid (CHEBI:18047)
(R)-dihydrolipoic acid (CHEBI:45230) is conjugate acid of (R)-dihydrolipoate (CHEBI:83093)
(R)-dihydrolipoic acid (CHEBI:45230) is enantiomer of (S)-dihydrolipoic acid (CHEBI:30318)
Incoming (R)-dihydrolipoate (CHEBI:83093) is conjugate base of (R)-dihydrolipoic acid (CHEBI:45230)
(S)-dihydrolipoic acid (CHEBI:30318) is enantiomer of (R)-dihydrolipoic acid (CHEBI:45230)
(R)-dihydrolipoyl group (CHEBI:30319) is substituent group from (R)-dihydrolipoic acid (CHEBI:45230)
IUPAC Name
(6R)-6,8-disulfanyloctanoic acid
Synonyms Sources
(6R)-6,8-dihydrothioctic acid ChEBI
(6R)-6,8-dimercaptooctanoic acid IUPAC
(6R)-DHLA ChEBI
(R)-6,8-Dihydrothioctic acid ChEBI
(R)-DHLA ChEBI
DIHYDROLIPOIC ACID PDBeChem
RDHLA ChEBI
Manual Xrefs Databases
CPD-296 MetaCyc
RED PDBeChem
View more database links
Registry Number Type Source
1722776 Beilstein Registry Number Beilstein
Citations Types Sources
17134844 PubMed citation Europe PMC
7651213 PubMed citation Europe PMC
Last Modified
24 November 2014