Paracoumaryl alcohol

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Paracoumaryl alcohol
Names
IUPAC name
4-[(E)-3-Hydroxyprop-1-enyl]phenol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+ ☒N
    Key: PTNLHDGQWUGONS-OWOJBTEDSA-N ☒N
  • InChI=1/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+
    Key: PTNLHDGQWUGONS-OWOJBTEDBL
  • OC/C=C/c1ccc(O)cc1
Properties
C9H10O2
Molar mass 150.1745
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Paracoumaryl alcohol, also called p-coumaryl alcohol, 4-coumaryl alcohol, 4-hydroxycinnamyl alcohol, or 4-(3-hydroxy-1-propenyl)phenol, is a phytochemical, one of the monolignols. It is synthesized via the phenylpropanoid biochemical pathway. When polymerized, p-coumaryl alcohol forms lignin or lignans.

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.

Research suggests derivatives of p-coumaryl alcohol may serve as dietary antioxidants.

External links