U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C8H14O2S2
Molecular Weight 206.326
Optical Activity ( + )
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Arlipoic acid

SMILES

OC(=O)CCCC[C@@H]1CCSS1

InChI

InChIKey=AGBQKNBQESQNJD-SSDOTTSWSA-N
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

HIDE SMILES / InChI
THIOCTIC ACID, also known as alpha-lipoic acid, is a vitamin-like antioxidant that acts as a free-radical scavenger. It exists in two enantiomeric forms, R and S, being the R isoform an essential cofactor of four mitochondrial enzyme complexes. THIOCTIC ACID is available as an over-the-counter nutritional supplement and has been used nutritionally and clinically since the 1950s for various diseases and conditions.

Approval Year

PubMed

PubMed

TitleDatePubMed
Name Type Language
Arlipoic acid
INN  
Official Name English
D-thioctic acid [WHO-DD]
Common Name English
1,2-Dithiolane-3-pentanoic acid, (3R)-
Systematic Name English
BERLITION
Brand Name English
R-ALPHA LIPOIC ACID
Common Name English
LIPOEC
Brand Name English
R-ALPHA-LIPOIC ACID
Common Name English
LIPOIC ACID
Common Name English
.ALPHA.-LIPOIC ACID, d-
Common Name English
TIOBEC
Brand Name English
THIOCTIC ACID D-FORM [MI]
Common Name English
d-Thioctic acid
WHO-DD  
Common Name English
α-(+)-Lipoic acid
Common Name English
THIOGAMMA
Brand Name English
arlipoic acid [INN]
Common Name English
R-(+)-THIOCTIC ACID
Common Name English
(3R)-1,2-Dithiolane-3-pentanoic acid
Systematic Name English
Classification Tree Code System Code
DSLD 2610 (Number of products:4)
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
Code System Code Type Description
CHEBI
30314
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID20152651
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
INN
11156
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
CAS
1200-22-2
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
ChEMBL
CHEMBL134342
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
SMS_ID
100000126090
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
CHEBI
16494
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
WIKIPEDIA
LIPOIC ACID
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
DRUG BANK
DB00166
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
EVMPD
SUB32811
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
ChEMBL
CHEMBL33864
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
PUBCHEM
6112
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
DAILYMED
VLL71EBS9Z
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
NCI_THESAURUS
C171728
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
CHEBI
43796
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
FDA UNII
VLL71EBS9Z
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY
MERCK INDEX
m10749
Created by admin on Fri Dec 15 15:13:18 GMT 2023 , Edited by admin on Fri Dec 15 15:13:18 GMT 2023
PRIMARY Merck Index