Compounds > N-trans-sinapoyltyramine
Page last updated: 2024-11-13

N-trans-sinapoyltyramine

Cross-References

ID SourceID
PubMed CID25245053
CHEMBL ID226587
CHEBI ID70105
SCHEMBL ID22702570

Synonyms (14)

Synonym
sinapoyltyramine
trans-n-sinapoyltyramine
CHEMBL226587
chebi:70105 ,
n-trans-sinapoyltyramine
bdbm50185484
Q27138444
SCHEMBL22702570
200125-11-7
(e)-3-(4-hydroxy-3,5-dimethoxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
AKOS040762089
FS-7266
HY-N8919
CS-0149369
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role 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]

Drug Classes (1)

ClassDescription
hydroxycinnamic acidAny member of the class of cinnamic acids carrying one or more hydroxy substituents.
[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]

Pathways (1)

PathwayProteinsCompounds
hydroxycinnamic acid tyramine amides biosynthesis021

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Hepatocyte growth factor receptorHomo sapiens (human)IC50 (µMol)20.00000.00040.372210.0000AID1311093
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
endothelial cell morphogenesisHepatocyte growth factor receptorHomo sapiens (human)
signal transductionHepatocyte growth factor receptorHomo sapiens (human)
cell surface receptor signaling pathwayHepatocyte growth factor receptorHomo sapiens (human)
negative regulation of autophagyHepatocyte growth factor receptorHomo sapiens (human)
positive regulation of microtubule polymerizationHepatocyte growth factor receptorHomo sapiens (human)
negative regulation of Rho protein signal transductionHepatocyte growth factor receptorHomo sapiens (human)
positive regulation of transcription by RNA polymerase IIHepatocyte growth factor receptorHomo sapiens (human)
hepatocyte growth factor receptor signaling pathwayHepatocyte growth factor receptorHomo sapiens (human)
branching morphogenesis of an epithelial tubeHepatocyte growth factor receptorHomo sapiens (human)
positive chemotaxisHepatocyte growth factor receptorHomo sapiens (human)
negative regulation of stress fiber assemblyHepatocyte growth factor receptorHomo sapiens (human)
excitatory postsynaptic potentialHepatocyte growth factor receptorHomo sapiens (human)
establishment of skin barrierHepatocyte growth factor receptorHomo sapiens (human)
negative regulation of thrombin-activated receptor signaling pathwayHepatocyte growth factor receptorHomo sapiens (human)
semaphorin-plexin signaling pathwayHepatocyte growth factor receptorHomo sapiens (human)
negative regulation of hydrogen peroxide-mediated programmed cell deathHepatocyte growth factor receptorHomo sapiens (human)
negative regulation of guanyl-nucleotide exchange factor activityHepatocyte growth factor receptorHomo sapiens (human)
positive regulation of endothelial cell chemotaxisHepatocyte growth factor receptorHomo sapiens (human)
liver developmentHepatocyte growth factor receptorHomo sapiens (human)
cell surface receptor protein tyrosine kinase signaling pathwayHepatocyte growth factor receptorHomo sapiens (human)
phagocytosisHepatocyte growth factor receptorHomo sapiens (human)
multicellular organism developmentHepatocyte growth factor receptorHomo sapiens (human)
neuron differentiationHepatocyte growth factor receptorHomo sapiens (human)
positive regulation of kinase activityHepatocyte growth factor receptorHomo sapiens (human)
cell migrationHepatocyte growth factor receptorHomo sapiens (human)
pancreas developmentHepatocyte growth factor receptorHomo sapiens (human)
nervous system developmentHepatocyte growth factor receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
protein tyrosine kinase activityHepatocyte growth factor receptorHomo sapiens (human)
protein bindingHepatocyte growth factor receptorHomo sapiens (human)
ATP bindingHepatocyte growth factor receptorHomo sapiens (human)
semaphorin receptor activityHepatocyte growth factor receptorHomo sapiens (human)
protein phosphatase bindingHepatocyte growth factor receptorHomo sapiens (human)
identical protein bindingHepatocyte growth factor receptorHomo sapiens (human)
molecular function activator activityHepatocyte growth factor receptorHomo sapiens (human)
hepatocyte growth factor receptor activityHepatocyte growth factor receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (7)

Processvia Protein(s)Taxonomy
extracellular regionHepatocyte growth factor receptorHomo sapiens (human)
plasma membraneHepatocyte growth factor receptorHomo sapiens (human)
basal plasma membraneHepatocyte growth factor receptorHomo sapiens (human)
cell surfaceHepatocyte growth factor receptorHomo sapiens (human)
membraneHepatocyte growth factor receptorHomo sapiens (human)
postsynapseHepatocyte growth factor receptorHomo sapiens (human)
basal plasma membraneHepatocyte growth factor receptorHomo sapiens (human)
plasma membraneHepatocyte growth factor receptorHomo sapiens (human)
receptor complexHepatocyte growth factor receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID1165208Antiproliferative activity against human A549 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1165214Antiproliferative activity against human KB cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1311094Antiproliferative activity against human MDA-MB-231 cells expressing c-MET assessed as inhibition of HGF-induced cell growth incubated for 72 hrs by MTT assay2016European journal of medicinal chemistry, 08-08, Volume: 118Novel c-Met inhibitory olive secoiridoid semisynthetic analogs for the control of invasive breast cancer.
AID1311093Inhibition of recombinant human N-terminal His-tagged cytoplasmic c-MET kinase domain (956 to 1390 residues) phosphorylation expressed in baculovirus expression system using Tyr peptide-6 substrate incubated for 1 hr in presence of ATP by Z-Lyte assay2016European journal of medicinal chemistry, 08-08, Volume: 118Novel c-Met inhibitory olive secoiridoid semisynthetic analogs for the control of invasive breast cancer.
AID1776041Antineuroinflammatory activity against mouse BV2 cells assessed as inhibition of LPS-induced NO production incubated for 20 hrs by Griess assay
AID289061Growth inhibition of WI38 cells2007Journal of natural products, Jun, Volume: 70, Issue:6
Bioactive polyketides from Peperomia duclouxii.
AID1165213Antiproliferative activity against human DU145 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID289063Growth inhibition of HepG2 cells2007Journal of natural products, Jun, Volume: 70, Issue:6
Bioactive polyketides from Peperomia duclouxii.
AID1165212Antiproliferative activity against human MDA-MB-231 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID479064Antimycobacterial activity against Mycobacterium tuberculosis H37Rv after 2 weeks2010Journal of natural products, May-28, Volume: 73, Issue:5
Secondary metabolites from the roots of Litsea hypophaea and their antitubercular activity.
AID1311095Antiproliferative activity against human MDA-MB-468 cells expressing c-MET assessed as inhibition of HGF-induced cell growth incubated for 72 hrs by MTT assay2016European journal of medicinal chemistry, 08-08, Volume: 118Novel c-Met inhibitory olive secoiridoid semisynthetic analogs for the control of invasive breast cancer.
AID1165215Antiproliferative activity against human KBVIN cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1165209Antiproliferative activity against human MCF7 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1311098Antimigratory activity against human MDA-MB-231 cells expressing c-MET assessed as inhibition of HGF-induced cell migration incubated for 24 hrs by Giemsa staining based wound healing assay2016European journal of medicinal chemistry, 08-08, Volume: 118Novel c-Met inhibitory olive secoiridoid semisynthetic analogs for the control of invasive breast cancer.
AID1165211Antiproliferative activity against human SK-BR-3 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID289062Growth inhibition of VA13 cells2007Journal of natural products, Jun, Volume: 70, Issue:6
Bioactive polyketides from Peperomia duclouxii.
AID1165210Antiproliferative activity against human ZR-75-1 cells after 3 days by SRB assay2014Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20
Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's3 (60.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
verapamil
Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.		2.0310aromatic ether;
nitrile;
polyether;
tertiary amino compound
4-hydroxyphenylethanol
4-hydroxyphenylethanol: in chest gland secretion of galagos. 2-(4-hydroxyphenyl)ethanol : A phenol substituted at position 4 by a 2-hydroxyethyl group.		2.1310phenolsanti-arrhythmia drug;
antioxidant;
cardiovascular drug;
fungal metabolite;
geroprotector;
plant metabolite;
protective agent
ethambutol
Ethambutol: An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863). ethambutol : An ethylenediamine derivative that is ethane-1,2-diamine in which one hydrogen attached to each of the nitrogens is sutstituted by a 1-hydroxybutan-2-yl group (S,S-configuration). It is a bacteriostatic antimycobacterial drug, effective against Mycobacterium tuberculosis and some other mycobacteria. It is used (as the dihydrochloride salt) in combination with other antituberculous drugs in the treatment of pulmonary and extrapulmonary tuberculosis; resistant strains of M. tuberculosis are readily produced if ethambutol is used alone.		2.0510ethanolamines;
ethylenediamine derivative		antitubercular agent;
environmental contaminant;
xenobiotic
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.4620taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
loliolide
loliolide: RN given refers to (6S-cis)-isomer		2.0310benzofuransmetabolite
hydroxyphenethylferulate
hydroxyphenethylferulate: from the roots of Atropa acuminata (Solanaceae); structure in first source		2.1310hydroxycinnamic acid
feruloyltyramine
feruloyltyramine: structure given in first source; isolated from Cannabis sativa seeds, roots, leaves, and resin; induces hypothermia and motor incoordination in mice; moupinamide is (E)-isomer		2.4820tyraminesmetabolite
3-(4-hydroxy-3-methoxyphenyl)-n-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide
3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxy-3-methoxyphenyl)ethyl)-2-propenamide: found in high concentration in Spinacia oleracea following administration of diphenyl ether herbicides; structure in first source; RN given refers to cpd without isomeric designation		2.4520hydroxycinnamic acidmetabolite
pipercallosidine
pipercallosidine : An enamide that is (2E)-N-isobutylhept-2-enamide which is substituted at position 7 by a 3,4-methylenedioxyphenyl group. A natural product found in Piper sarmentosum.		2.4620alkaloid;
benzodioxoles;
enamide;
secondary carboxamide		apoptosis inducer;
metabolite;
plant metabolite
Pipercide
[no description available]		2.110benzodioxoles
coniferyl ferulate
coniferyl ferulate: found in the rhizome of Cnidium officinale Makino; structure given in first source; RN given refers to cpd without isomeric designation		2.1310
feruloyldopamine
feruloyldopamine: a dopamine metabolite isolated from tomatoes after infection by Pseudomonas syringae; structure in first source		2.0310
Retrofractamide C
[no description available]		2.110benzodioxoles
ConditionIndicatedRelationship StrengthStudiesTrials
chemdatabank.com