CHEBI:45230 - (R)-dihydrolipoic acid

ChEBI IDCHEBI:45230
ChEBI Name(R)-dihydrolipoic acid
Stars
ASCII Name(R)-dihydrolipoic acid
DefinitionThe (R)-enantiomer and bioactive form of dihydrolipoic acid.
Secondary ChEBI IDsCHEBI:30317, CHEBI:45226
Last Modified24 November 2014
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC8H16O2S2
Net Charge0
Average Mass208.348
Monoisotopic Mass208.05917
SMILESO=C(O)CCCC[C@@H](S)CCS
InChIInChI=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
InChIKeyIZFHEQBZOYJLPK-SSDOTTSWSA-N
Roles Classification
Chemical Roles:
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 (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
(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 Relation(s)
(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  Source
(6R)-6,8-dimercaptooctanoic acidIUPAC
DIHYDROLIPOIC ACIDPDBeChem
(6R)-DHLAChEBI
(R)-DHLAChEBI
(R)-6,8-Dihydrothioctic acidChEBI
RDHLAChEBI
Manual XrefsDatabases
REDPDBeChem
CPD-296MetaCyc
Registry NumbersSources
Beilstein:1722776Beilstein
Citations