Lipoic-acid

(R)-lipoic acid is the (R)-enantiomer of lipoic acid. A vitamin-like, C8 thia fatty acid with anti-oxidant properties. alpha-lipoic acid (ALA) plays an effective and therapeutic role in the treatment of toxicities and diseases

General

Type : Natural, Fatty acid, Antioxidant, Sulfur Compound

Chemical_Nomenclature : 5-[(3R)-dithiolan-3-yl]pentanoic acid

Canonical SMILES : C1CSS[C@@H]1CCCCC(=O)O

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

Other name(s) : lipoic acid  ||  (R)-lipoic acid  ||  (R)-5-(1,2-Dithiolan-3-yl)pentanoic acid  ||  (R)-(+)-1,2-Dithiolane-3-pentanoic acid  ||  (R)-alpha-Lipoic acid  ||  1,2-Dithiolane-3-pentanoic acid, (3R)-  ||  (+)-alpha-Lipoic acid  ||  ALA  ||  CHEMBL134342  ||  Heparlipon  ||  CHEBI:30314


MW : 206.3

Formula : C8H14O2S2

CAS_number : 1200-22-2

PubChem : 6112

UniChem : AGBQKNBQESQNJD-SSDOTTSWSA-N

Target

References (3)

Title : ADME analysis, metabolic prediction, and molecular docking of lipoic acid with SARS-CoV-2 Omicron spike protein - Dos Santos_2025_Sci.Rep_15_24386
Author(s) : Dos Santos CAL , de Araujo Monteiro AA , Costa AR , Barros LM , Aloufi A , Almutairi MM , Hassan W , Kamdem JP , Duarte AE , Ali A , Ibrahim M
Ref : Sci Rep , 15 :24386 , 2025
Abstract :
PubMedSearch : Dos Santos_2025_Sci.Rep_15_24386
PubMedID: 40628911

Title : Investigation of alpha-lipoic acid effect on memory impairment considering strain-dependent differences in mice - Ghafour-Boroujerdi_2021_Life.Sci__119766
Author(s) : Ghafour-Boroujerdi E , Rahmani S , Sanadgol N , Baeeri M , Hassani S
Ref : Life Sciences , :119766 , 2021
Abstract :
PubMedSearch : Ghafour-Boroujerdi_2021_Life.Sci__119766
PubMedID: 34186041

Title : Alpha-lipoic acid induces adipose triglyceride lipase expression and decreases intracellular lipid accumulation in HepG2 cells - Kuo_2012_Eur.J.Pharmacol_692_10
Author(s) : Kuo YT , Lin TH , Chen WL , Lee HM
Ref : European Journal of Pharmacology , 692 :10 , 2012
Abstract :
PubMedSearch : Kuo_2012_Eur.J.Pharmacol_692_10
PubMedID: 22819708