CAS 71526-30-2

(2S,3R)-3-Hydroxy-2-methylbutanoic acid

Description:

(2S,3R)-3-Hydroxy-2-methylbutanoic acid, also known as L-3-hydroxyisobutyric acid, is an organic compound characterized by its chiral centers at the second and third carbon atoms. It is a colorless to pale yellow liquid that is soluble in water due to the presence of the hydroxyl (-OH) and carboxylic acid (-COOH) functional groups. This compound is a derivative of branched-chain amino acids and plays a role in various biochemical pathways, particularly in metabolism. Its stereochemistry, indicated by the (2S,3R) configuration, is crucial for its biological activity, as different stereoisomers can exhibit varying effects in biological systems. The compound is of interest in pharmaceutical and biochemical research, particularly in studies related to metabolic disorders and as a potential biomarker. Additionally, it may have applications in the synthesis of other chemical compounds or as an intermediate in organic synthesis. Safety data should be consulted for handling and usage, as with any chemical substance.

Formula: C₅H₁₀O₃

InChI: InChI=1S/C5H10O3/c1-3(4(2)6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t3-,4+/m0/s1

InChI key: InChIKey=VEXDRERIMPLZLU-IUYQGCFVSA-N

SMILES: [C@H]([C@@H](C)O)(C(O)=O)C

Synonyms:

• Butanoic acid, 3-hydroxy-2-methyl-, (2S,3R)-
• (2S,3R)-3-Hydroxy-2-methylbutyric acid
• (2S,3R)-3-Hydroxy-2-methylbutanoic acid
• (2S,3R)-Nilic acid
• Butanoic acid, 3-hydroxy-2-methyl-, [R-(R*,S*)]-