Dihydrolipoic acid

Dihydrolipoic acid is an organic compound that is the reduced form of lipoic acid. This carboxylic acid features a pair of thiol groups, and therefore is a dithiol. It is optically active, but only the R-enantiomer is biochemically significant. The lipoic acid/dihydrolipoic acid pair participate in a variety of biochemical transformations.

Dihydrolipoic acid
Names
Preferred IUPAC name
6,8-Bis(sulfanyl)octanoic acid
Other names
6,8-Dimercaptooctanoic acid
Reduced lipoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.120.390
KEGG
MeSH Dihydrolipoic+acid
PubChem CID
UNII
  • InChI=1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10) Y
    Key: IZFHEQBZOYJLPK-UHFFFAOYSA-N Y
  • InChI=1/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10)
    Key: IZFHEQBZOYJLPK-UHFFFAOYAP
SMILES
  • C(CCC(=O)O)CC(CCS)S
Properties
C8H16O2S2
Molar mass 208.33 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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