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CAS 1077-28-7

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(±)-Lipoic acid

Description:
(±)-Lipoic acid, also known as thioctic acid, is a naturally occurring compound that plays a crucial role in mitochondrial bioenergetics and acts as a cofactor for several enzyme complexes involved in energy metabolism. It is a dithiol compound, featuring two thiol groups that can undergo oxidation and reduction, allowing it to function as a potent antioxidant. This dual nature enables (±)-lipoic acid to scavenge free radicals and regenerate other antioxidants, such as vitamins C and E. The substance is soluble in both water and organic solvents, which enhances its bioavailability and therapeutic potential. (±)-Lipoic acid is often used in dietary supplements for its purported benefits in managing conditions like diabetes, neuropathy, and oxidative stress. Its chiral nature means it exists as a racemic mixture, containing both the R and S enantiomers, which may exhibit different biological activities. Overall, (±)-lipoic acid is recognized for its multifaceted roles in cellular metabolism and antioxidant defense.
Formula:C8H14O2S2
InChI:InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)
InChI key:InChIKey=AGBQKNBQESQNJD-UHFFFAOYSA-N
SMILES:C(CCCC(O)=O)C1CCSS1
Synonyms:
  • (.+-.)-Lipoic acid
  • (.+-.)-Thioctic acid
  • (.+-.)-α-Lipoic acid
  • (RS)-Lipoic acid
  • (RS)-α-Lipoic acid
  • 1,2-Dithiolane-3-valeric acid
  • 5-(1,2-Dithiolan-3-yl)pentanoic acid
  • 5-(1,2-Dithiolan-3-yl)valeric acid
  • 5-(Dithiolan-3-Yl)Valeric Acid
  • 5-(Dithiolan-3-yl)valeriansaeure
  • See more synonyms
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