N-trans-sinapoyltyramine profile

ID Source	ID
PubMed CID	25245053
CHEMBL ID	226587
CHEBI ID	70105
SCHEMBL ID	22702570

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

Role	Description
metabolite	Any 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]

Class	Description
hydroxycinnamic acid	Any 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]

Pathway	Proteins	Compounds
hydroxycinnamic acid tyramine amides biosynthesis	0	21

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Hepatocyte growth factor receptor	Homo sapiens (human)	IC50 (µMol)	20.0000	0.0004	0.3722	10.0000	AID1311093
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
endothelial cell morphogenesis	Hepatocyte growth factor receptor	Homo sapiens (human)
signal transduction	Hepatocyte growth factor receptor	Homo sapiens (human)
cell surface receptor signaling pathway	Hepatocyte growth factor receptor	Homo sapiens (human)
negative regulation of autophagy	Hepatocyte growth factor receptor	Homo sapiens (human)
positive regulation of microtubule polymerization	Hepatocyte growth factor receptor	Homo sapiens (human)
negative regulation of Rho protein signal transduction	Hepatocyte growth factor receptor	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Hepatocyte growth factor receptor	Homo sapiens (human)
hepatocyte growth factor receptor signaling pathway	Hepatocyte growth factor receptor	Homo sapiens (human)
branching morphogenesis of an epithelial tube	Hepatocyte growth factor receptor	Homo sapiens (human)
positive chemotaxis	Hepatocyte growth factor receptor	Homo sapiens (human)
negative regulation of stress fiber assembly	Hepatocyte growth factor receptor	Homo sapiens (human)
excitatory postsynaptic potential	Hepatocyte growth factor receptor	Homo sapiens (human)
establishment of skin barrier	Hepatocyte growth factor receptor	Homo sapiens (human)
negative regulation of thrombin-activated receptor signaling pathway	Hepatocyte growth factor receptor	Homo sapiens (human)
semaphorin-plexin signaling pathway	Hepatocyte growth factor receptor	Homo sapiens (human)
negative regulation of hydrogen peroxide-mediated programmed cell death	Hepatocyte growth factor receptor	Homo sapiens (human)
negative regulation of guanyl-nucleotide exchange factor activity	Hepatocyte growth factor receptor	Homo sapiens (human)
positive regulation of endothelial cell chemotaxis	Hepatocyte growth factor receptor	Homo sapiens (human)
liver development	Hepatocyte growth factor receptor	Homo sapiens (human)
cell surface receptor protein tyrosine kinase signaling pathway	Hepatocyte growth factor receptor	Homo sapiens (human)
phagocytosis	Hepatocyte growth factor receptor	Homo sapiens (human)
multicellular organism development	Hepatocyte growth factor receptor	Homo sapiens (human)
neuron differentiation	Hepatocyte growth factor receptor	Homo sapiens (human)
positive regulation of kinase activity	Hepatocyte growth factor receptor	Homo sapiens (human)
cell migration	Hepatocyte growth factor receptor	Homo sapiens (human)
pancreas development	Hepatocyte growth factor receptor	Homo sapiens (human)
nervous system development	Hepatocyte growth factor receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
protein tyrosine kinase activity	Hepatocyte growth factor receptor	Homo sapiens (human)
protein binding	Hepatocyte growth factor receptor	Homo sapiens (human)
ATP binding	Hepatocyte growth factor receptor	Homo sapiens (human)
semaphorin receptor activity	Hepatocyte growth factor receptor	Homo sapiens (human)
protein phosphatase binding	Hepatocyte growth factor receptor	Homo sapiens (human)
identical protein binding	Hepatocyte growth factor receptor	Homo sapiens (human)
molecular function activator activity	Hepatocyte growth factor receptor	Homo sapiens (human)
hepatocyte growth factor receptor activity	Hepatocyte growth factor receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
extracellular region	Hepatocyte growth factor receptor	Homo sapiens (human)
plasma membrane	Hepatocyte growth factor receptor	Homo sapiens (human)
basal plasma membrane	Hepatocyte growth factor receptor	Homo sapiens (human)
cell surface	Hepatocyte growth factor receptor	Homo sapiens (human)
membrane	Hepatocyte growth factor receptor	Homo sapiens (human)
postsynapse	Hepatocyte growth factor receptor	Homo sapiens (human)
basal plasma membrane	Hepatocyte growth factor receptor	Homo sapiens (human)
plasma membrane	Hepatocyte growth factor receptor	Homo sapiens (human)
receptor complex	Hepatocyte growth factor receptor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay ID	Title	Year	Journal	Article
AID1165208	Antiproliferative activity against human A549 cells after 3 days by SRB assay	2014	Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20	Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1165214	Antiproliferative activity against human KB cells after 3 days by SRB assay	2014	Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20	Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1311094	Antiproliferative activity against human MDA-MB-231 cells expressing c-MET assessed as inhibition of HGF-induced cell growth incubated for 72 hrs by MTT assay	2016	European journal of medicinal chemistry, 08-08, Volume: 118	Novel c-Met inhibitory olive secoiridoid semisynthetic analogs for the control of invasive breast cancer.
AID1311093	Inhibition 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 assay	2016	European journal of medicinal chemistry, 08-08, Volume: 118	Novel c-Met inhibitory olive secoiridoid semisynthetic analogs for the control of invasive breast cancer.
AID1776041	Antineuroinflammatory activity against mouse BV2 cells assessed as inhibition of LPS-induced NO production incubated for 20 hrs by Griess assay
AID289061	Growth inhibition of WI38 cells	2007	Journal of natural products, Jun, Volume: 70, Issue:6	Bioactive polyketides from Peperomia duclouxii.
AID1165213	Antiproliferative activity against human DU145 cells after 3 days by SRB assay	2014	Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20	Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID289063	Growth inhibition of HepG2 cells	2007	Journal of natural products, Jun, Volume: 70, Issue:6	Bioactive polyketides from Peperomia duclouxii.
AID1165212	Antiproliferative activity against human MDA-MB-231 cells after 3 days by SRB assay	2014	Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20	Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID479064	Antimycobacterial activity against Mycobacterium tuberculosis H37Rv after 2 weeks	2010	Journal of natural products, May-28, Volume: 73, Issue:5	Secondary metabolites from the roots of Litsea hypophaea and their antitubercular activity.
AID1311095	Antiproliferative activity against human MDA-MB-468 cells expressing c-MET assessed as inhibition of HGF-induced cell growth incubated for 72 hrs by MTT assay	2016	European journal of medicinal chemistry, 08-08, Volume: 118	Novel c-Met inhibitory olive secoiridoid semisynthetic analogs for the control of invasive breast cancer.
AID1165215	Antiproliferative activity against human KBVIN cells after 3 days by SRB assay	2014	Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20	Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1165209	Antiproliferative activity against human MCF7 cells after 3 days by SRB assay	2014	Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20	Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID1311098	Antimigratory 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 assay	2016	European journal of medicinal chemistry, 08-08, Volume: 118	Novel c-Met inhibitory olive secoiridoid semisynthetic analogs for the control of invasive breast cancer.
AID1165211	Antiproliferative activity against human SK-BR-3 cells after 3 days by SRB assay	2014	Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20	Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues.
AID289062	Growth inhibition of VA13 cells	2007	Journal of natural products, Jun, Volume: 70, Issue:6	Bioactive polyketides from Peperomia duclouxii.
AID1165210	Antiproliferative activity against human ZR-75-1 cells after 3 days by SRB assay	2014	Bioorganic & 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]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	1 (20.00)	29.6817
2010's	3 (60.00)	24.3611
2020's	1 (20.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
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.	2.03	1	aromatic 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.	2.13	1	phenols	anti-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.	2.05	1	ethanolamines; 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).	2.46	2	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
loliolide loliolide: RN given refers to (6S-cis)-isomer	2.03	1	benzofurans	metabolite
hydroxyphenethylferulate hydroxyphenethylferulate: from the roots of Atropa acuminata (Solanaceae); structure in first source	2.13	1	hydroxycinnamic 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	2.48	2	tyramines	metabolite
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	2.45	2	hydroxycinnamic acid	metabolite
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.	2.46	2	alkaloid; benzodioxoles; enamide; secondary carboxamide	apoptosis inducer; metabolite; plant metabolite
Pipercide [no description available]	2.1	1	benzodioxoles
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	2.13	1
feruloyldopamine feruloyldopamine: a dopamine metabolite isolated from tomatoes after infection by Pseudomonas syringae; structure in first source	2.03	1
Retrofractamide C [no description available]	2.1	1	benzodioxoles

N-trans-sinapoyltyramine

Cross-References

Synonyms (14)

Roles (1)

Drug Classes (1)

Pathways (1)

Protein Targets (1)

Inhibition Measurements

Biological Processes (27)

Molecular Functions (8)

Ceullar Components (7)

Bioassays (17)

Research

Studies (5)

Study Types

N-trans-sinapoyltyramine

Cross-References

Synonyms (14)

Roles (1)

Drug Classes (1)

Pathways (1)

Protein Targets (1)

Inhibition Measurements

Biological Processes (27)

Molecular Functions (8)

Ceullar Components (7)

Bioassays (17)

Research

Studies (5)

Study Types

Related Drugs (13)

Related Conditions (0)