Chemical Component Summary

NameLIPOIC ACID
Synonyms5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid
Identifiers5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid
FormulaC8 H14 O2 S2
Molecular Weight206.326
TypeNON-POLYMER
Isomeric SMILESC1CSS[C@@H]1CCCCC(=O)O
InChIInChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1
InChIKeyAGBQKNBQESQNJD-SSDOTTSWSA-N

Chemical Details

Formal Charge0
Atom Count26
Chiral Atom Count1
Bond Count26
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB00166 
NameLipoic acid
Groups
  • approved
  • investigational
  • nutraceutical
DescriptionA vitamin-like antioxidant.
Synonyms
  • R-(+)-thioctic acid
  • (R)-(+)-Lipoate
  • Lipoic acid
  • alpha-Liponsäure
  • alpha-Lipoic acid
Brand Names
  • Nicadan
  • Fibrik
  • Dayavite
  • Mebolex
  • Dyzbac
IndicationFor nutritional supplementation, also for treating dietary shortage or imbalance.
Categories
  • Alimentary Tract and Metabolism
  • Antioxidants
  • Biological Factors
  • Coenzymes
  • Compounds used in a research, industrial, or household setting
ATC-CodeA16AX01
CAS number1200-22-2

Drug Targets

NameTarget SequencePharmacological ActionActions
Lipoyltransferase 1, mitochondrialMLIPFSMKNCFQLLCNCQVPAAGFKKTVKNGLILQSISNDVYQNLAVEDW...unknown
Sodium-dependent multivitamin transporterMSVGVSTSAPLSPTSGTSVGMSTFSIMDYVVFVLLLVLSLAIGLYHACRG...unknown
Lipoyl synthase, mitochondrialMSLRCGDAARTLGPRVFGRYFCSPVRPLSSLPDKKKELLQNGPDLQDFVS...unknown
NADPH--cytochrome P450 reductaseMGDSHVDTSSTVSEAVAEEVSLFSMTDMILFSLIVGLLTYWFLFRKKKEE...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL134342
PubChem 6112
ChEMBL CHEMBL134342
ChEBI CHEBI:30314
CCDC/CSD HAXJIB, ITATEF