1176877-20-5

Basic information

• Product Name: (4S,5R,6S)-4,5-dihydroxy-6-methylcyclohex-2-en-1-one
• Synonyms: (4S,5R,6S)-4,5-dihydroxy-6-methylcyclohex-2-en-1-one
• CAS NO: 1176877-20-5
• Molecular Weight: 142.155
• Mol File: 1176877-20-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4S,5R,6S)-4,5-dihydroxy-6-methylcyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R,6S)-4,5-dihydroxy-6-methylcyclohex-2-en-1-one(1176877-20-5)
• EPA Substance Registry System: (4S,5R,6S)-4,5-dihydroxy-6-methylcyclohex-2-en-1-one(1176877-20-5)

Safety Data

• Hazardous Substances Data: 1176877-20-5(Hazardous Substances Data)

Upstream product

• 95-48-7 ortho-cresol 

Relevant articles and documents

Enzyme-Catalysed Synthesis of Cyclohex-2-en-1-one cis-Diols from Substituted Phenols, Anilines and Derived 4-Hydroxycyclohex-2-en-1-ones

Toluene dioxygenase-catalysed cis-dihydroxylations of substituted aniline and phenol substrates, with a Pseudomonas putida UV4 mutant strain and an Escherichia coli pCL-4t recombinant strain, yielded identical arene cis-dihydrodiols, which were isolated as the preferred cyclohex-2-en-1-one cis-diol tautomers. These cis-diol metabolites were predicted by preliminary molecular docking studies, of anilines and phenols, at the active site of toluene dioxygenase. Further biotransformations of cyclohex-2-en-1-one cis-diol and hydroquinone metabolites, using Pseudomonas putida UV4 whole cells, were found to yield 4-hydroxycyclohex-2-en-1-ones as a new type of phenol bioproduct. Multistep pathways, involving ene reductase- and carbonyl reductase-catalysed reactions, were proposed to account for the production of 4-hydroxycyclohex-2-en-1-one metabolites. Evidence for the phenol hydrate tautomers of 4-hydroxycyclohex-2-en-1-one metabolites was shown by formation of the corresponding trimethylsilyl ether derivatives. (Figure presented.).