Page last updated: 2024-11-12

n-caffeoyltyramine

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

Description

N-caffeoyltyramine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9994897
CHEMBL ID206646
CHEBI ID193479
SCHEMBL ID1916311
MeSH IDM0460691

Synonyms (33)

Synonym
y13 ,
(2e)-3-(3,4-dihydroxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]acrylamide
NCGC00180274-01
ACON1_001661
2EW6
MEGXP0_001140
n-trans-caffeoyltyramine
n-caffeoyltyramine
DB08754
typheramide
trans-n-caffeoyltyramine
CHEMBL206646
CHEBI:193479
103188-48-3
(e)-3-(3,4-dihydroxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
n-cis-caffeoyltyramine
SCHEMBL1916311
n-(e)-caffeoyl-.lambda.-tyramine
unii-3lz974dq9j
n-(e)-caffeoyl-lambda-tyramine
3lz974dq9j ,
(2e)-3-(3,4-dihydroxyphenyl)-n-(2-(4-hydroxyphenyl)ethyl)-2-propenamide
AC-35174
(2e)-3-(3,4-dihydroxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
n-trans-caffeoyltyramine, >=85% (lc/ms-elsd)
(e)-3-(3,4-dihydroxyphenyl)-n-(4-hydroxyphenethyl)acrylamide
Q27097940
VSHUQLRHTJOKTA-XBXARRHUSA-N
MS-24306
E88905
CS-0140504
AKOS040763479
HY-N8241
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
catecholsAny compound containing an o-diphenol component.
[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]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, peptide deformylaseHelicobacter pyloriIC50 (µMol)10.800010.800010.800010.8000AID977608
Chain A, peptide deformylaseHelicobacter pyloriIC50 (µMol)10.800010.800010.800010.8000AID977608
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (31)

Assay IDTitleYearJournalArticle
AID263691DPPH radical scavenging activity at 100 uM2006Bioorganic & medicinal chemistry letters, Apr-15, Volume: 16, Issue:8
Analogues of N-hydroxycinnamoylphenalkylamides as inhibitors of human melanocyte-tyrosinase.
AID428339Cytotoxicity against mouse B16 cells assessed as cell viability at 10 to 30 uM after 2 days by tetrazolium reduction assay2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID1811145Antialzheimer activity in mouse N2a-APP cells assessed as reduction of BACE-1 expression at 0.03 to 0.08 uM measured after 48 hrs by RT-qPCR method2021Journal of natural products, 09-24, Volume: 84, Issue:9
Dual Role of Phenyl Amides from Hempseed on BACE 1, PPARγ, and PGC-1α in N2a-APP Cells.
AID428332Inhibition of catecholase activity of tyrosinase in mouse B16 cells assessed as dopachrome formation2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID263688Inhibitory activity against tyrosinase at 100uM2006Bioorganic & medicinal chemistry letters, Apr-15, Volume: 16, Issue:8
Analogues of N-hydroxycinnamoylphenalkylamides as inhibitors of human melanocyte-tyrosinase.
AID1293692Inhibition of alpha-amylase (unknown origin) up to 200 uM2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1293689Uncompetitive inhibition of baker's yeast alpha-glucosidase using pNPG as substrate by Cornish-Bowden plot analysis2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1293688Inhibition of baker's yeast alpha-glucosidase using pNPG as substrate by spectrophotometry2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1293691Inhibition of alpha-mannosidase (unknown origin) up to 200 uM2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1811142Cytotoxicity against mouse N2a-APP cells assessed as cell viability at 0.03 to 0.08 uM measured after 24 hrs by MTT assay2021Journal of natural products, 09-24, Volume: 84, Issue:9
Dual Role of Phenyl Amides from Hempseed on BACE 1, PPARγ, and PGC-1α in N2a-APP Cells.
AID1293690Inhibition of alpha-galactosidase (unknown origin) up to 200 uM2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID1811143Cytotoxicity against mouse N2a-APP cells assessed as cell viability at 0.03 to 0.08 uM measured after 48 hrs by MTT assay2021Journal of natural products, 09-24, Volume: 84, Issue:9
Dual Role of Phenyl Amides from Hempseed on BACE 1, PPARγ, and PGC-1α in N2a-APP Cells.
AID263690Toxicity in rat at 2 g/kg, po2006Bioorganic & medicinal chemistry letters, Apr-15, Volume: 16, Issue:8
Analogues of N-hydroxycinnamoylphenalkylamides as inhibitors of human melanocyte-tyrosinase.
AID428336Cytotoxicity against mouse B16 cells assessed as cell viability at 20 uM after 2 days by tetrazolium reduction assay2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID428334Inhibition of catecholase activity of tyrosinase in human HMVII cells assessed as dopachrome formation at 100 uM2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID1811141Permeability of compound assessed as retention time by PAMPA-BBB assay2021Journal of natural products, 09-24, Volume: 84, Issue:9
Dual Role of Phenyl Amides from Hempseed on BACE 1, PPARγ, and PGC-1α in N2a-APP Cells.
AID1625410Cytotoxicity against human KB cells by sulforhodamine B assay2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID1811146Antialzheimer activity in mouse N2a-APP cells assessed as increase of PARP-gamma expression at 0.03 to 0.08 uM measured after 24 hrs by RT-qPCR method2021Journal of natural products, 09-24, Volume: 84, Issue:9
Dual Role of Phenyl Amides from Hempseed on BACE 1, PPARγ, and PGC-1α in N2a-APP Cells.
AID428335Antimelanogenic activity in mouse B16 cells assessed as inhibition of intracellular melanin accumulation after 2 days2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID1625411Cytotoxicity against African green monkey Vero cells by sulforhodamine B assay2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID1811149Antialzheimer activity in mouse N2a-APP cells assessed as up-regulation of PGC-1alpha expression at 0.03 to 0.08 uM measured after 24 to 48 hrs by RT-qPCR method2021Journal of natural products, 09-24, Volume: 84, Issue:9
Dual Role of Phenyl Amides from Hempseed on BACE 1, PPARγ, and PGC-1α in N2a-APP Cells.
AID1811144Antialzheimer activity in mouse N2a-APP cells assessed as reduction of BACE-1 expression at 0.03 to 0.08 uM measured after 24 hrs by RT-qPCR method2021Journal of natural products, 09-24, Volume: 84, Issue:9
Dual Role of Phenyl Amides from Hempseed on BACE 1, PPARγ, and PGC-1α in N2a-APP Cells.
AID1625413Antiplasmodial activity against multidrug-resistant Plasmodium falciparum K1 infected in human RBC incubated for 18 to 20 hrs by microdilution radioisotope method2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID428333Inhibition of catecholase activity of tyrosinase in mouse B16 cells assessed as dopachrome formation at 100 uM2009Bioorganic & medicinal chemistry letters, Aug-01, Volume: 19, Issue:15
N-[(Dihydroxyphenyl)acyl]serotonins as potent inhibitors of tyrosinase from mouse and human melanoma cells.
AID731498Antioxidant activity assessed as inhibition of xanthine-xanthine oxidase generated superoxide anion radical production by NBT reduction assay2013Journal of natural products, Jan-25, Volume: 76, Issue:1
Neolignanamides, lignanamides, and other phenolic compounds from the root bark of Lycium chinense.
AID1625412Antiplasmodial activity against chloroquine/antifolate-sensitive Plasmodium falciparum TM4 infected in human RBC incubated for 18 to 20 hrs by microdilution radioisotope method2016Journal of natural products, Apr-22, Volume: 79, Issue:4
Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
AID1811147Antialzheimer activity in mouse N2a-APP cells assessed as increase of PARP-gamma expression at 0.03 to 0.08 uM measured after 48 hrs by RT-qPCR method2021Journal of natural products, 09-24, Volume: 84, Issue:9
Dual Role of Phenyl Amides from Hempseed on BACE 1, PPARγ, and PGC-1α in N2a-APP Cells.
AID731499Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins2013Journal of natural products, Jan-25, Volume: 76, Issue:1
Neolignanamides, lignanamides, and other phenolic compounds from the root bark of Lycium chinense.
AID1293687Inhibition of beta-glucosidase (unknown origin) up to 200 uM2016European journal of medicinal chemistry, May-23, Volume: 114Cinnamic acid amides from Tribulus terrestris displaying uncompetitive α-glucosidase inhibition.
AID977608Experimentally measured binding affinity data (IC50) for protein-ligand complexes derived from PDB2006Protein science : a publication of the Protein Society, Sep, Volume: 15, Issue:9
Peptide deformylase is a potential target for anti-Helicobacter pylori drugs: reverse docking, enzymatic assay, and X-ray crystallography validation.
AID1811Experimentally measured binding affinity data derived from PDB2006Protein science : a publication of the Protein Society, Sep, Volume: 15, Issue:9
Peptide deformylase is a potential target for anti-Helicobacter pylori drugs: reverse docking, enzymatic assay, and X-ray crystallography validation.
[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's7 (46.67)29.6817
2010's6 (40.00)24.3611
2020's2 (13.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.81

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.81 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.58 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.81)

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]