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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
Molecular Formula C8H14O2S2
Molecular Weight 206.326
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

2013
596
PubMed

PubMed

TitleDatePubMed
Alpha-lipoic acid as a pleiotropic compound with potential therapeutic use in diabetes and other chronic diseases.
2014
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:13:18 GMT 2023
Edited
by admin
on Fri Dec 15 15:13:18 GMT 2023
Record UNII
VLL71EBS9Z
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
Structure of Peroxynitrite ion
TARGET -> INHIBITOR
Structure of DEVIMISTAT
DERIVATIVE -> PARENT
Structure of Arlipoic acid sodium
SALT/SOLVATE -> PARENT
Structure of ALPHA LIPOIC ACID
RACEMATE -> ENANTIOMER
Structure of Hydrogen peroxide
TARGET -> INHIBITOR
Structure of HYPOCHLOROUS ACID
TARGET -> INHIBITOR
Related Record Type Details
Structure of Arlipoic acid
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