RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0153264
RefMet name	Lipoic acid
Systematic name	1,2-dithiolane-3R-pentanoic acid
Synonyms	PubChem Synonyms
Exact mass	206.043524 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C8H14O2S2	View other entries in RefMet with this formula
Molecular descriptors
Molfile	1887 (Download molfile/View MW Metabolite Database details)
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	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C(CCC(=O)O)C[C@@H]1CCSS1 Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Fatty Acyls
Main Class	Fatty acids
Sub Class	Thia FA
Distribution of Lipoic acid in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Lipoic acid
External Links
Pubchem CID	6112
LIPID MAPS	LMFA01130001
ChEBI ID	30314
KEGG ID	C16241
HMDB ID	HMDB0001451
Chemspider ID	5886
MetaCyc ID	LIPOIC-ACID
Spectral data for Lipoic acid standards
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Lipoic acid

Rxn ID	KEGG Reaction	Enzyme
R07770	ATP + (R)-Lipoate <=> Diphosphate + Lipoyl-AMP	ATP + (R)-Lipoate <=> Diphosphate + Lipoyl-AMP

Table of KEGG human pathways containing Lipoic acid

Pathway ID	Human Pathway	# of reactions
hsa00785	Lipoic acid metabolism	1