VANILLYLAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H11NO2
Molecular Weight	153.1784
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(CN)=CC=C1O

InChI

InChIKey=WRPWWVNUCXQDQV-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C8H11NO2
Molecular Weight	153.1784
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Influence of "remote" intramolecular hydrogen bonds on the stabilities of phenoxyl radicals and benzyl cations.	2010-07-02	20527908
Functional loss of pAMT results in biosynthesis of capsinoids, capsaicinoid analogs, in Capsicum annuum cv. CH-19 Sweet.	2009-09	19473323
In vitro hepatic and skin metabolism of capsaicin.	2008-04	18180272
Enzymatic synthesis of capsaicin analogs and their effect on the T-type Ca2+ channels.	2007-05-04	17362879
Genetic control of pungency in C. chinense via the Pun1 locus.	2007	17339653
Valine pathway is more crucial than phenyl propanoid pathway in regulating capsaicin biosynthesis in Capsicum frutescens mill.	2006-09-06	16939324
Capsinoid is biosynthesized from phenylalanine and valine in a non-pungent pepper, Capsicum annuum L. cv. CH-19 sweet.	2006-06	16794338
Influence of 8-methyl-nonenoic acid on capsaicin biosynthesis in in-vivo and in-vitro cell cultures of Capsicum spp.	2006-03-08	16506844
Utilization of capsaicin and vanillylamine as growth substrates by Capsicum (hot pepper)-associated bacteria.	2006-03	16478462
Apoptosis induction by dohevanil, a DHA substitutive analog of capsaicin, in MCF-7 cells.	2006-02-23	16260002
A novel acylase from Streptomyces mobaraensis that efficiently catalyzes hydrolysis/synthesis of capsaicins as well as N-acyl-L-amino acids and N-acyl-peptides.	2006-01-11	16390180
The Pun1 gene for pungency in pepper encodes a putative acyltransferase.	2005-06	15918882
Methyl jasmonate modulated biotransformation of phenylpropanoids to vanillin related metabolites using Capsicum frutescens root cultures.	2005-02	15820659
Enzymatic synthesis of vanillin.	2001-06	11409992
Quantification of unconjugated metanephrines in human plasma without interference by acetaminophen.	2001-06	11375292

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:28:01 GMT 2025` Edited by `admin` on `Mon Mar 31 19:28:01 GMT 2025`
Record UNII	1WEZ91E3Z0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VANILLYLAMINE

Systematic Name

English

CAPSIVIROL-T

Preferred Name

English

(3-METHOXY-4-HYDROXYPHENYL)METHYLAMINE

Systematic Name

English

4-HYDROXY-3-METHOXYBENZYLAMINE

Systematic Name

English

4-(AMINOMETHYL)-2-METHOXYPHENOL

Systematic Name

English

3-METHOXY-4-HYDROXYBENZYLAMINE

Systematic Name

English

(4-HYDROXY-3-METHOXYPHENYL)METHANAMINE

Systematic Name

English

PHENOL, 4-(AMINOMETHYL)-2-METHOXY-

Systematic Name

English

4-AMINOMETHYL-2-METHOXY-PHENOL

Systematic Name

English

CREOSOL, .ALPHA.-AMINO-

Common Name

English

P-CRESOL, .ALPHA.-AMINO-2-METHOXY-

Common Name

English

((4-HYDROXY-3-METHOXYPHENYL)METHYL)AMINE

Systematic Name

English

Code System Code Type Description

DAILYMED

1WEZ91E3Z0