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CAS 62-46-4

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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 characterized by its unique structure, which includes a dithiolane ring and two sulfur atoms, allowing it to participate in redox reactions. This compound exhibits both antioxidant properties and the ability to regenerate other antioxidants, such as vitamins C and E. (±)-Lipoic acid is soluble in both water and organic solvents, which enhances its bioavailability and therapeutic potential. It is often used as a dietary supplement for its purported benefits in managing conditions like diabetes and neuropathy, as well as for its role in promoting overall metabolic health. The compound exists as a racemic mixture, containing both the R and S enantiomers, which may contribute to its diverse biological activities. Overall, (±)-Lipoic acid is recognized for its multifaceted roles in cellular metabolism and antioxidant defense mechanisms.
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:
  • (RS)-Lipoic acid
  • (RS)-α-Lipoic acid
  • 1,2-Dithiolane-3-Valeric Acid
  • 1,2-Dithiolane-3-pentanoic acid
  • 1,2-Dithiolane-3-pentanoic acid (AICS, ASIA-PAC)
  • 5-(1', 2'-Dithiolan-3'-yl)-valerianic acid (ENCS)
  • 5-(1,2-Dithiolan-3-Yl)Pentanoic Acid
  • 5-(1,2-Dithiolan-3-Yl)Valeric Acid
  • 5-(1,2-Dithiolan-3-yl)valeriansaure (German) (EINECS)
  • 5-(1,2-dithiolan-3-yl)valeric acid (EINECS)
  • See more synonyms
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