Paracoumaryl alcohol

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.

Paracoumaryl alcohol

Names
IUPAC name 4-[(E)-3-Hydroxyprop-1-enyl]phenol
Identifiers
CAS Number	20649-40-5^N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:64555^N
ChEMBL	ChEMBL109034^N
ChemSpider	4444166^N
KEGG	C02646^N
PubChem CID	5280535
UNII	61POZ1QQ11^N
CompTox Dashboard (EPA)	DTXSID50895024
InChI 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
SMILES OC/C=C/c1ccc(O)cc1
Properties
Chemical formula	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).
N verify (what is ^YN ?)
Infobox references

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

• Molecule of the week: p-coumaryl alcohol