CHEBI:18047 - dihydrolipoic acid

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ChEBI Name dihydrolipoic acid
Definition A thio-fatty acid that is reduced form of lipoic acid. A potent antioxidant shown to directly destroy superoxide, hydroperoxy and hydroxyl radicals; also has neuroprotective and anti-tumour effects.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:4569, CHEBI:23752
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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)
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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).
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dihydrolipoic acid (CHEBI:18047) has functional parent octanoic acid (CHEBI:28837)
dihydrolipoic acid (CHEBI:18047) has role antioxidant (CHEBI:22586)
dihydrolipoic acid (CHEBI:18047) has role human metabolite (CHEBI:77746)
dihydrolipoic acid (CHEBI:18047) has role neuroprotective agent (CHEBI:63726)
dihydrolipoic acid (CHEBI:18047) is a thio-fatty acid (CHEBI:59913)
dihydrolipoic acid (CHEBI:18047) is conjugate acid of dihydrolipoate (CHEBI:30316)
Incoming (R)-dihydrolipoic acid (CHEBI:45230) is a dihydrolipoic acid (CHEBI:18047)
(S)-dihydrolipoic acid (CHEBI:30318) is a dihydrolipoic acid (CHEBI:18047)
dihydrolipoate (CHEBI:30316) is conjugate base of dihydrolipoic acid (CHEBI:18047)
6,8-disulfanyloctanoic acid
Synonyms Sources
6,8-bis-sulfanyloctanoic acid ChEBI
6,8-Dihydrothioctic acid ChemIDplus
6,8-dimercapto-octanoic acid ChEBI
6,8-dimercaptooctanoic acid ChemIDplus
dihydro-α-lipoic acid NIST Chemistry WebBook
dihydro-lipoic acid ChEBI
Dihydrolipoic acid KEGG COMPOUND
Dihydrothioctic acid KEGG COMPOUND
Manual Xrefs Databases
DB03760 DrugBank
Dihydrolipoic_acid Wikipedia
HMDB0012210 HMDB
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Registry Numbers Types Sources
1722777 Reaxys Registry Number Reaxys
1722777 Beilstein Registry Number Beilstein
462-20-4 CAS Registry Number NIST Chemistry WebBook
462-20-4 CAS Registry Number ChemIDplus
675796 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
12127266 PubMed citation Europe PMC
1345759 PubMed citation Europe PMC
17403519 PubMed citation Europe PMC
18951944 PubMed citation Europe PMC
Last Modified
24 November 2014