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{{chembox |
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| ImageFile=paracoumaryl alcohol.png |
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| ImageSize=200px |
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| verifiedrevid = 399521780 |
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| IUPACName=4-phenol |
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| ImageFile=P-Coumaryl alcohol.svg |
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| OtherNames= |
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|Section1= {{Chembox Identifiers |
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| ImageSize=200px |
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| CASNo=3690-05-9 |
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| PIN=4-phenol |
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| PubChem=5280535 |
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| OtherNames=''p''-coumaryl alcohol, 4-coumaryl alcohol, 4-hydroxycinnamyl alcohol, 4-(3-hydroxy-1-propenyl)phenol |
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| SMILES= OC/C=C/c1ccc(O)cc1 |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|changed|??}} |
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| CASNo= 20649-40-5 |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| UNII = 61POZ1QQ11 |
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| PubChem=5280535 |
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| SMILES= OC/C=C/c1ccc(O)cc1 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 4444166 |
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| InChI = 1/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+ |
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| InChIKey = PTNLHDGQWUGONS-OWOJBTEDBL |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C9H10O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-6,10-11H,7H2/b2-1+ |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = PTNLHDGQWUGONS-OWOJBTEDSA-N |
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| RTECS = |
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| MeSHName = |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 64555 |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = 109034 |
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| KEGG_Ref = {{keggcite|changed|kegg}} |
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| KEGG = C02646 |
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|Section2= {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula=C<sub>9</sub>H<sub>10</sub>O<sub>2</sub> |
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| Formula = C<sub>9</sub>H<sub>10</sub>O<sub>2</sub> |
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| MolarMass=150.1745 |
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| MolarMass = 150.1745 |
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| Appearance= |
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| Appearance = White solid |
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| MeltingPtC = 114-116 |
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|Section3= {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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'''Paracoumaryl alcohol''' is a ], one of the ]s. It is a white solid. ''p''-Coumaryl alcohol is a major precursor to ] or ]s.<ref>{{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}}</ref> |
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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 ], one of the ]s. It is synthesized via the ] ]. When polymerized, ''p''-coumaryl alcohol forms ] or ]s. |
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==Biosynthesis and occurrence== |
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It is synthesized via the ] ]. |
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]s of ''p''-coumaryl alcohol and ]s are the basis of epicuticular ]es covering the surfaces of ]s. |
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]s of ''p''-coumaryl alcohol and ]s are the basis of epicuticular ]es covering the surfaces of ]s. |
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p-Coumaryl alcohol is an intermediate in ] of ], ]s, and ]. |
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''p''-Coumaryl alcohol is an intermediate in ] of ], ]s, and ]. |
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Research suggests derivates of ''p''-coumaryl alcohol may serve as dietary ]s. |
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==External links== |
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==External links== |
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==References== |
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<references /> |
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{{Monolignols}} |
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{{Monolignols}} |
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] |
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] |
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] |
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] |
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] |
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] |
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] |
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