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Fórmula empírica (notación de Hill):
C8H14O2S2
Número CAS:
Peso molecular:
206.33
UNSPSC Code:
12352207
NACRES:
NA.71
PubChem Substance ID:
EC Number:
214-071-2
Beilstein/REAXYS Number:
81853
MDL number:
Assay:
≥99%
Servicio técnico
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BioReagent
Quality Segment
assay
≥99%
technique(s)
cell culture | mammalian: suitable
solubility
ethanol: 50 mg/mL
SMILES string
OC(=O)CCCCC1CCSS1
InChI
1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)
InChI key
AGBQKNBQESQNJD-UHFFFAOYSA-N
Gene Information
human ... ACHE(43), BCHE(590)
rat ... Adra1a(29412), Adra1b(24173), Adra1d(29413)
General description
α-Lipoic acid (LA), a nutritional component found in vegetables and meat, has both antioxidant and oxidant properties. LA exerts therapeutic potential to many diseases like liver cirrhosis, heavy metal poisoning, and diabetic polyneuropathy. LA exerts apoptotic potential in cancer cells either by oxidative stress related pathway or by activation of caspases. LA improves mitochondrial function and plays a key role in mitochondrial energy metabolism.
Application
Lipoic acid has been used:
- for induction of eryptosis in erythrocytes
- as a constituent in NS21 media for neuronal cultures
- to evaluate its effect on liver energy metabolism by high performance liquid chromatography (HPLC) and assessing mitochondrial function by mitochondrial gene expression studies in lipopolysaccharide (LPS) pre-treated mice
- to elucidate its effect on paraquat poisoning in lungs
Biochem/physiol Actions
Antioxidant and coenzyme needed for the activity of enzyme complexes such as pyruvate dehydrogenase and glycine decarboxylase.
Antioxidant and coenzyme needed for the activity of enzyme complexes such as those of pyruvate dehydrogenase and glycine decarboxylase. Exogenous thioctic acid is reduced intracellularly by two or more enzymes. The reduced form then influences a number of cell processes by direct radical scavenging, recycling of other antioxidants, increasing glutathione synthesis, and modulating transcription factor activity particularly that of NF-κB. Decreases the phagocytosis of myelin by macrophages.
Other Notes
Oxidized form
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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