Coniferyl aldehyde

Coniferyl aldehyde
IUPAC name (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
CAS number	458-36-6
PubChem	5280536
ChemSpider	4444167
ChEBI	CHEBI:16547
ChEMBL	CHEMBL242529
Jmol-3D images	Image 1
SMILES COC1=C(C=CC(=C1)C=CC=O)O
InChI InChI=InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+
Properties
Molecular formula	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 noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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

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

• Phenolic compounds in wine

References