vanillylamine

{{Chembox

| ImageFile = Vanillylamine structure.svg

| ImageSize = 200px

| PIN = 4-(Aminomethyl)-2-methoxyphenol

| OtherNames = 4-Hydroxy-3-methoxybenzylamine
α-Amino-2-methoxy-p-cresol

|Section1={{Chembox Identifiers

| CASNo = 1196-92-5

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 1WEZ91E3Z0

| PubChem = 70966

| ChemSpiderID = 64127

| SMILES = Oc1ccc(cc1OC)CN

| InChI = 1/C8H11NO2/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,10H,5,9H2,1H3

| InChIKey = WRPWWVNUCXQDQV-UHFFFAOYAK

| StdInChI = 1S/C8H11NO2/c1-11-8-4-6(5-9)2-3-7(8)10/h2-4,10H,5,9H2,1H3

| StdInChIKey = WRPWWVNUCXQDQV-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| C=8 | H=11 | N=1 | O=2

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|Section3={{Chembox Hazards

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Vanillylamine is a chemical compound that is an intermediate in the biosynthesis of capsaicin.{{cite journal | title = Biosynthesis of capsaicin and dihydrocapsaicin in Capsicum frutescens | author = Edward Leete and Mary C. L. Louden | journal = J. Am. Chem. Soc. | date = 1968 | volume = 90 | issue = 24 | pages = 6837–6841 | doi = 10.1021/ja01026a049| pmid = 5687710 }} Vanillylamine is produced from vanillin by the enzyme vanillin aminotransferase.{{cite web | url = http://metacyc.org/META/NEW-IMAGE?type=PATHWAY&object=PWY-5710 | title = MetaCyc Pathway: capsaicin biosynthesis | publisher = MetaCyc }} It is then converted with 8-methyl-6-nonenoic acid into capsaicin by the enzyme capsaicin synthase.