paracoumaryl alcohol

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| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 399521780

| ImageFile=P-Coumaryl alcohol.svg

| ImageFile2 =

| ImageSize=200px

| PIN=4-[(1E)-3-Hydroxyprop-1-en-1-yl]phenol

| OtherNames=p-coumaryl alcohol, 4-coumaryl alcohol, 4-hydroxycinnamyl alcohol, 4-(3-hydroxy-1-propenyl)phenol

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|changed|??}}

| CASNo= 20649-40-5

| UNII_Ref = {{fdacite|changed|FDA}}

| UNII = 61POZ1QQ11

| PubChem=5280535

| SMILES= OC/C=C/c1ccc(O)cc1

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 4444166

| InChI = 1/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+

| InChIKey = PTNLHDGQWUGONS-OWOJBTEDBL

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = PTNLHDGQWUGONS-OWOJBTEDSA-N

| RTECS =

| MeSHName =

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 64555

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 109034

| KEGG_Ref = {{keggcite|changed|kegg}}

| KEGG = C02646

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|Section2={{Chembox Properties

| Formula = C9H10O2

| MolarMass = 150.1745

| Appearance = White solid

| Density =

| MeltingPtC = 114-116

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|Section3={{Chembox Hazards

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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.{{cite journal |doi=10.1074/jbc.M111.284497|title=Identification of Grass-specific Enzyme That Acylates Monolignols with p-Coumarate|year=2012|last1=Withers|first1=Saunia|last2=Lu|first2=Fachuang|last3=Kim|first3=Hoon|last4=Zhu|first4=Yimin|last5=Ralph|first5=John|last6=Wilkerson|first6=Curtis G.|journal=Journal of Biological Chemistry|volume=287|issue=11|pages=8347–8355|pmid=22267741|s2cid=24998478|doi-access=free|pmc=3318722}}

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