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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H26NO2S2.Cl
Molecular Weight 327.934
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARLIPOIC ACID CHOLINE ESTER CHLORIDE

SMILES

[Cl-].C[N+](C)(C)CCOC(=O)CCCC[C@@H]1CCSS1

InChI

InChIKey=QMADNKDMPGZUKN-UTONKHPSSA-M
InChI=1S/C13H26NO2S2.ClH/c1-14(2,3)9-10-16-13(15)7-5-4-6-12-8-11-17-18-12;/h12H,4-11H2,1-3H3;1H/q+1;/p-1/t12-;/m1./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C13H26NO2S2
Molecular Weight 292.481
Charge 1
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Effects of treatment with the antioxidant alpha-lipoic acid on cardiac autonomic neuropathy in NIDDM patients. A 4-month randomized controlled multicenter trial (DEKAN Study). Deutsche Kardiale Autonome Neuropathie.
1997 Mar
Alpha-lipoic acid as a dietary supplement: molecular mechanisms and therapeutic potential.
2009 Oct
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 Sat Dec 16 11:18:47 GMT 2023
Edited
by admin
on Sat Dec 16 11:18:47 GMT 2023
Record UNII
6HBG94710Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ARLIPOIC ACID CHOLINE ESTER CHLORIDE
Common Name English
CHOLINE LIPOATE CHLORIDE
Common Name English
(R)-2-((5-(1,2-DITHIOLAN-3-YL)PENTANOYL)OXY)-N,N,N-TRIMETHYLETHAN-1-AMINIUM CHLORIDE
Systematic Name English
UMR-844 CHLORIDE
Code English
LACE CHLORIDE
Common Name English
.ALPHA.-R-LIPOIC ACID CHOLINE ESTER CHLORIDE
Common Name English
UNR844 CHLORIDE
Code English
EV-06 CHLORIDE
Code English
EV06 CHLORIDE
Code English
Code System Code Type Description
CAS
1808266-58-1
Created by admin on Sat Dec 16 11:18:47 GMT 2023 , Edited by admin on Sat Dec 16 11:18:47 GMT 2023
PRIMARY
SMS_ID
300000020011
Created by admin on Sat Dec 16 11:18:47 GMT 2023 , Edited by admin on Sat Dec 16 11:18:47 GMT 2023
PRIMARY
FDA UNII
6HBG94710Z
Created by admin on Sat Dec 16 11:18:47 GMT 2023 , Edited by admin on Sat Dec 16 11:18:47 GMT 2023
PRIMARY
PUBCHEM
92135660
Created by admin on Sat Dec 16 11:18:47 GMT 2023 , Edited by admin on Sat Dec 16 11:18:47 GMT 2023
PRIMARY
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY