Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C8H16O2S2 |
| Molecular Weight | 208.341 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCCCC(S)CCS
InChI
InChIKey=IZFHEQBZOYJLPK-UHFFFAOYSA-N
InChI=1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10)
| Molecular Formula | C8H16O2S2 |
| Molecular Weight | 208.341 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Dihydrolipoic acid inhibits skin tumor promotion through anti-inflammation and anti-oxidation. | 2007-06-01 |
|
| Luminescence and stability of aqueous thioalkyl acid capped CdSe/ZnS quantum dots correlated to ligand ionization. | 2007-03-12 |
|
| New noncellular fluorescence microplate screening assay for scavenging activity against singlet oxygen. | 2007-03 |
|
| The role of mitochondrial DNA mutations in mammalian aging. | 2007-02-23 |
|
| Effects of lipoic acid and dihydrolipoic acid on total erythrocytic thiols under conditions of restricted glucose in vitro. | 2007-02 |
|
| Role of reduced lipoic acid in the redox regulation of mitochondrial aldehyde dehydrogenase (ALDH-2) activity. Implications for mitochondrial oxidative stress and nitrate tolerance. | 2007-01-05 |
|
| Lipoic acid as a novel treatment for Alzheimer's disease and related dementias. | 2007-01 |
|
| Alpha-lipoic acid: an inhibitor of secretory phospholipase A2 with anti-inflammatory activity. | 2006-12-14 |
|
| Effects of glutathione and N-acetyl cysteine on the antimycobacterial efficacy of isoniazid on Mycobacterium fortuitum in vitro. | 2006-12 |
|
| Mitochondrial oxidative stress and nitrate tolerance--comparison of nitroglycerin and pentaerithrityl tetranitrate in Mn-SOD+/- mice. | 2006-11-08 |
|
| Hydrodynamic dimensions, electrophoretic mobility, and stability of hydrophilic quantum dots. | 2006-10-19 |
|
| Genetic and chemical rescue of the Saccharomyces cerevisiae phenotype induced by mitochondrial DNA polymerase mutations associated with progressive external ophthalmoplegia in humans. | 2006-10-01 |
|
| Optical molecular imaging for systems biology: from molecule to organism. | 2006-10 |
|
| Effects of lipoic acid and dihydrolipoic acid on 4-aminophenol-mediated erythrocytic toxicity in vitro. | 2006-09 |
|
| Free radical-mediated neurotoxicity may be caused by inhibition of mitochondrial dehydrogenases in vitro and in vivo. | 2006-06-19 |
|
| Cellular disulfide-reducing capacity: an integrated measure of cell redox capacity. | 2006-06-16 |
|
| Efficacy of alpha-lipoic acid against diabetic cataract in rat. | 2006-05-22 |
|
| Evidence for covalent lipoyl adduction with dopaquinone following tyrosinase-catalyzed oxidation. | 2006-04-28 |
|
| [Alpha-lipoic--dihydrolipoic acids--active bioantioxidant and bioregulatory system]. | 2006-03-29 |
|
| Alpha-lipoic acid exhibits anti-amyloidogenicity for beta-amyloid fibrils in vitro. | 2006-03-24 |
|
| Cofactor dependence of reduction potentials for [4Fe-4S]2+/1+ in lysine 2,3-aminomutase. | 2006-03-14 |
|
| Size series of small indium arsenide-zinc selenide core-shell nanocrystals and their application to in vivo imaging. | 2006-03-01 |
|
| alpha-Lipoic acid inhibits inflammatory bone resorption by suppressing prostaglandin E2 synthesis. | 2006-01-01 |
|
| Capping of CdSe-ZnS quantum dots with DHLA and subsequent conjugation with proteins. | 2006 |
|
| Stimulation of membrane permeability transition by alpha-lipoic acid and its biochemical characteristics. | 2006 |
|
| Pro-oxidant actions of alpha-lipoic acid and dihydrolipoic acid. | 2006 |
|
| The reversibility of the glutathionyl-quercetin adduct spreads oxidized quercetin-induced toxicity. | 2005-12-16 |
|
| The photochemistry of lipoic acid: photoionization and observation of a triplet excited state of a disulfide. | 2005-12-09 |
|
| Thioredoxin and lipoic acid catalyze the denitrosation of low molecular weight and protein S-nitrosothiols. | 2005-11-16 |
|
| Thioredoxin and dihydrolipoic acid inhibit elastase activity in cystic fibrosis sputum. | 2005-11 |
|
| N-acetylcysteine decreases angiotensin II receptor binding in vascular smooth muscle cells. | 2005-08 |
|
| Peroxynitrite-derived carbonate and nitrogen dioxide radicals readily react with lipoic and dihydrolipoic acid. | 2005-07-15 |
|
| Developmentally restricted genetic determinants of human arsenic metabolism: association between urinary methylated arsenic and CYT19 polymorphisms in children. | 2005-06 |
|
| Photophysical properties of biologically compatible CdSe quantum dot structures. | 2005-05-26 |
|
| Oxidative stress and the use of antioxidants in diabetes: linking basic science to clinical practice. | 2005-04-29 |
|
| Thermodynamics of the As(III)-thiol interaction: arsenite and monomethylarsenite complexes with glutathione, dihydrolipoic acid, and other thiol ligands. | 2005-04-18 |
|
| Synthesis of compact multidentate ligands to prepare stable hydrophilic quantum dot fluorophores. | 2005-03-23 |
|
| Synthesis, characterization of dihydrolipoic acid capped gold nanoparticles, and functionalization by the electroluminescent luminol. | 2005-03-15 |
|
| Inhibition of gelatinase B (matrix metalloproteinase-9) by dihydrolipoic acid. | 2005-03 |
|
| alpha-Lipoic acid induces apoptosis in human colon cancer cells by increasing mitochondrial respiration with a concomitant O2-*-generation. | 2005-03 |
|
| Urinary trivalent methylated arsenic species in a population chronically exposed to inorganic arsenic. | 2005-03 |
|
| Effects of dietary antioxidant supplementation before and after oral acetaminophen challenge in cats. | 2005-02 |
|
| Sulfur K-edge XANES study of dihydrolipoic acid capped gold nanoparticles: dihydrolipoic acid is bound by both sulfur ends. | 2005-01-21 |
|
| [Lipoic acid: characteristics and therapeutic application]. | 2005 |
|
| The effects of alpha-lipoic acid on nitric oxide synthetase dispersion in penile function in streptozotocin-induced diabetic rats. | 2005 |
|
| Fluoroimmunoassays using antibody-conjugated quantum dots. | 2005 |
|
| Alpha lipoic acid inhibits human T-cell migration: implications for multiple sclerosis. | 2004-11-01 |
|
| Protein thiol modifications visualized in vivo. | 2004-11 |
|
| Antioxidant effects of sulfur-containing amino acids. | 2004-10-31 |
|
| Lipoic acid pretreatment attenuates ferric chloride-induced seizures in the rat. | 2004-08-06 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:16:25 GMT 2025
by
admin
on
Mon Mar 31 20:16:25 GMT 2025
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| Record UNII |
7NV2KHU5JA
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| Record Status |
Validated (UNII)
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| Record Version |
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DB03760
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C015144
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7NV2KHU5JA
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DIHYDROLIPOIC ACID
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421
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18047
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DTXSID50861946
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462-20-4
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45230
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ACTIVE MOIETY |
