Page last updated: 2024-11-06

vanillylamine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Vanillylamine is a naturally occurring organic compound found in vanilla beans and other plants. It is an amine derivative of vanillin, a common flavoring agent. Vanillylamine is known for its pungent, sweet, and floral aroma. It has been shown to have potential biological activity, including anti-inflammatory and antioxidant properties. Research on vanillylamine focuses on its potential applications in the food, fragrance, and pharmaceutical industries. It is also studied for its role in plant defense mechanisms and its interactions with insects. '

vanillylamine: inhibits microsomal enzyme function; RN given refers to parent cpd; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID70966
CHEMBL ID4593283
CHEBI ID46958
SCHEMBL ID140416
MeSH IDM0044855

Synonyms (37)

Synonym
BB 0254441
vanillylamine
CHEBI:46958
1196-92-5
4-hydroxy-3-methoxybenzylamine
4-(aminomethyl)-2-methoxyphenol
STK503792
AKOS000126460
1wez91e3z0 ,
unii-1wez91e3z0
capsivirol-t
creosol, .alpha.-amino-
p-cresol, .alpha.-amino-2-methoxy-
phenol, 4-(aminomethyl)-2-methoxy-
(3-methoxy-4-hydroxyphenyl)methylamine
(4-hydroxy-3-methoxyphenyl)methanamine
3-methoxy-4-hydroxybenzylamine
4-aminomethyl-2-methoxy-phenol
((4-hydroxy-3-methoxyphenyl)methyl)amine
4-hydroxy-3-methoxy-benzylamine
4-(aminomethyl)-2-(methyloxy)phenol
SCHEMBL140416
4-(aminomethyl)-2-methoxyphenol #
DTXSID90152522
4-(aminomethyl)-2-methoxyphenol, aldrichcpr
alpha-amino-2-methoxy-p-cresol
a-amino-2-methoxy-p-cresol
vanillylamin
Q17105361
D94459
CHEMBL4593283
BS-19988
HY-W097899
SY236723
mfcd00044577
CS-0150541
EN300-57329

Research Excerpts

Overview

Vanillylamine is a derivative of vanillin. It is synthesized through a transaminase reaction.

ExcerptReferenceRelevance
"Vanillylamine which is a derivative of vanillin is synthesized through a transaminase reaction in the phenylpropanoid pathway of capsaicinoid synthesis."( Functional validation of Capsicum frutescens aminotransferase gene involved in vanillylamine biosynthesis using Agrobacterium mediated genetic transformation studies in Nicotiana tabacum and Capsicum frutescens calli cultures.
Giridhar, P; Gururaj, HB; Padma, MN; Ravishankar, GA, 2012
)
1.33

Dosage Studied

ExcerptRelevanceReference
" coli HNIQLE-AlaDH expressing ω-transaminase from Aspergillus terreus and alanine dehydrogenase from Bacillus subtilis was firstly used aminate lignin-derived vanillin to vanillylamine by using a relatively low dosage of amine donors (vanillin:L-alanine:isopropylamine = 1:1:1, mol/mol/mol)."( Biological valorization of lignin-derived vanillin to vanillylamine by recombinant E. coli expressing ω-transaminase and alanine dehydrogenase in a petroleum ether-water system.
Chai, H; He, YC; Li, L; Ma, C, 2023
)
1.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
aralkylamino compoundAn organic amino compound in which an aminoalkyl group is linked to an arene.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (6)

Assay IDTitleYearJournalArticle
AID1728923Hepatotoxicity in C57BL/6 mouse assessed as centrilobular necrosis at 300 mg/kg, ip measured after 12 hrs by H and E staining based microscopic analysis2021European journal of medicinal chemistry, Mar-05, Volume: 213Paracetamol analogues conjugated by FAAH induce TRPV1-mediated antinociception without causing acute liver toxicity.
AID1728878Substrate activity at FAAH in FAAH+/+ mouse brain assessed as N-arachidonoyl conjugate level per g protein at 0.1 mM measured after 20 mins by LC-MS/MS analysis2021European journal of medicinal chemistry, Mar-05, Volume: 213Paracetamol analogues conjugated by FAAH induce TRPV1-mediated antinociception without causing acute liver toxicity.
AID1728879Prodrug conversion in FAAH-/- mouse brain assessed as N-arachidonoyl conjugate level per g protein at 0.1 mM measured after 20 mins by LC-MS/MS analysis2021European journal of medicinal chemistry, Mar-05, Volume: 213Paracetamol analogues conjugated by FAAH induce TRPV1-mediated antinociception without causing acute liver toxicity.
AID1728885Prodrug conversion in FAAH-/- mouse brain assessed as N-arachidonoyl conjugate level per g protein at 300 mg/kg, ip measured after 20 mins by LC-MS/MS analysis2021European journal of medicinal chemistry, Mar-05, Volume: 213Paracetamol analogues conjugated by FAAH induce TRPV1-mediated antinociception without causing acute liver toxicity.
AID1728921Hepatotoxicity in C57BL/6 mouse assessed as change in ALT level at 300 mg/kg, ip measured after 12 hrs2021European journal of medicinal chemistry, Mar-05, Volume: 213Paracetamol analogues conjugated by FAAH induce TRPV1-mediated antinociception without causing acute liver toxicity.
AID1728883Prodrug conversion in FAAH+/+ mouse brain assessed as N-arachidonoyl conjugate level per g protein at 300 mg/kg, ip measured after 20 mins by LC-MS/MS analysis2021European journal of medicinal chemistry, Mar-05, Volume: 213Paracetamol analogues conjugated by FAAH induce TRPV1-mediated antinociception without causing acute liver toxicity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (20.00)29.6817
2010's7 (46.67)24.3611
2020's5 (33.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 35.36

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index35.36 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.97 (4.65)
Search Engine Demand Index43.69 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (35.36)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]