CAS 189181-53-1

(5E)-6-(4-Hydroxy-3-methoxyphenyl)-5-hexene-2,4-dione

Description:

(5E)-6-(4-Hydroxy-3-methoxyphenyl)-5-hexene-2,4-dione, with CAS number 189181-53-1, is an organic compound characterized by its unique structure that includes a hexene backbone and two keto groups. This compound features a phenolic moiety, specifically a 4-hydroxy-3-methoxyphenyl group, which contributes to its potential biological activity and reactivity. The presence of the dione functional groups indicates that it can participate in various chemical reactions, such as nucleophilic additions and condensation reactions. The compound's configuration, denoted by the (5E) designation, suggests a specific geometric arrangement around the double bond, which can influence its physical properties and reactivity. Typically, compounds of this nature may exhibit antioxidant properties and could be of interest in medicinal chemistry or materials science. Its solubility, stability, and reactivity would depend on the solvent and environmental conditions, making it a subject of interest for further research in organic synthesis and pharmacology.

Formula: C₁₃H₁₄O₄

InChI: InChI=1S/C13H14O4/c1-9(14)7-11(15)5-3-10-4-6-12(16)13(8-10)17-2/h3-6,8,16H,7H2,1-2H3/b5-3+

InChI key: InChIKey=SQDOMQCCCHMXBP-HWKANZROSA-N

SMILES: C(=C/C(CC(C)=O)=O)\C1=CC(OC)=C(O)C=C1

Synonyms:

• (5E)-6-(4-Hydroxy-3-methoxyphenyl)-5-hexene-2,4-dione
• trans-Feruloylacetone
• 5-Hexene-2,4-dione, 6-(4-hydroxy-3-methoxyphenyl)-, (E)-
• (E)-6-(4-Hydroxy-3-methoxyphenyl)hex-5-ene-2,4-dione
• 5-Hexene-2,4-dione, 6-(4-hydroxy-3-methoxyphenyl)-, (5E)-

(5E)-6-(4-Hydroxy-3-methoxyphenyl)-5-hexene-2,4-dione

Controlled Product

CAS: 189181-53-1

Applications Curcumin (C838500) and gingerdione derivative. A possible human glyoxalase I inhibitor. Flavor modifier.
References Yuan, M. et al.; Bioorg. Med. Chem. 19, 1189 (2011); Ley, J. et al.; J. Agr. Food Chem. 56, 6656 (2008)

Formula: C₁₃H₁₄O₄

Color and Shape: Neat

Molecular weight: 234.25

Ref: TR-H946385