Paracoumaryl alcohol

Paracoumaryl alcohol is a phytochemical, one of the monolignols. It is a white solid. p-Coumaryl alcohol is a major precursor to lignin or lignans.[1]

Paracoumaryl alcohol
Names
IUPAC name
4-[(E)-3-Hydroxyprop-1-enyl]phenol
Other names
p-coumaryl alcohol, 4-coumaryl alcohol, 4-hydroxycinnamyl alcohol, 4-(3-hydroxy-1-propenyl)phenol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
Properties
C9H10O2
Molar mass 150.1745
Appearance white solid
Melting point 114–116 °C (237–241 °F; 387–389 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Biosynthesis and occurrence

It is synthesized via the phenylpropanoid biochemical pathway.

Esters of p-coumaryl alcohol and fatty acids are the basis of epicuticular waxes covering the surfaces of apples.

p-Coumaryl alcohol is an intermediate in biosynthesis of chavicol, stilbenoids, and coumarin.

References

  1. Withers, Saunia; Lu, Fachuang; Kim, Hoon; Zhu, Yimin; Ralph, John; Wilkerson, Curtis G. (2012). "Identification of Grass-specific Enzyme That Acylates Monolignols withp-Coumarate". Journal of Biological Chemistry. 287 (11): 8347–8355. doi:10.1074/jbc.M111.284497. PMID 22267741. S2CID 24998478.
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