Coniferyl aldehyde

Coniferyl aldehyde is a low molecular weight phenolic compound susceptible to be extracted from cork stoppers into wine.[1]

Coniferyl aldehyde
Names
IUPAC names
(Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
Other names
coniferaldehyde
cis-coniferyl aldehyde
trans-coniferyl aldehyde
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.618
UNII
  • InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+
  • COC1=C(C=CC(=C1)C=CC=O)O
Properties
C10H10O3
Molar mass 178.18 g/mol
Density 1.186 g/mL
Melting point 80 °C (176 °F; 353 K)
Boiling point 338.8 °C (641.8 °F; 612.0 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Metabolism

Coniferyl-alcohol dehydrogenase uses coniferyl alcohol and NADP+ to produce coniferyl aldehyde, NADPH, and H+.

Coniferyl-aldehyde dehydrogenase uses coniferyl aldehyde, H2O, NAD+, and NADP+ to produce ferulate, NADH, NADPH, and H+.

Dihydroflavonol 4-reductase uses sinapaldehyde or coniferyl aldehyde or coumaraldehyde and NADPH to produce sinapyl alcohol or coniferyl alcohol or coumaryl alcohol respectively and NADP+.

See also

References
  1. Conde, Elvira; Cadahía, Estrella; García Vallejo, María Concepción; Fernández de Simón, Brígida (1998). "Polyphenolic Composition of Quercus suber Cork from Different Spanish Provenances". J. Agric. Food Chem. 46 (8): 3166–3171. doi:10.1021/jf970863k.
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