CHEBI:177872 - N-trans-cinnamoyltyramine

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ChEBI Name N-trans-cinnamoyltyramine
ChEBI ID CHEBI:177872
ChEBI ASCII Name N-trans-cinnamoyltyramine
Definition A member of the class of cinnamamides that is tyramine substituted by a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at the nitrogen atom. It is found in rice and exhibits an allelopathic effect to suppress the growth of weeds.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Supplier Information
Download Molfile XML SDF
Formula C17H17NO2
Net Charge 0
Average Mass 267.328
Monoisotopic Mass 267.12593
InChI InChI=1S/C17H17NO2/c19-16-9-6-15(7-10-16)12-13-18-17(20)11-8-14-4-2-1-3-5-14/h1-11,19H,12-13H2,(H,18,20)/b11-8+
InChIKey KGOYCHSKGXJDND-DHZHZOJOSA-N
SMILES OC1=CC=C(CCNC(=O)\C=C\C2=CC=CC=C2)C=C1
Metabolite of Species Details
Dendrobium moniliforme (NCBI:txid142614) Found in whole plant (BTO:0001461). See: PubMed
Lycianthes biflora (NCBI:txid241757) See: PubMed
Oryza sativa (NCBI:txid4530) of strain OM 5930 See: PubMed
Corydalis racemosa (NCBI:txid54431) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): phytoalexin
A toxin made by a plant that acts against an organism attacking it.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
allelochemical
A class of secondary metabolites developed by many plants to influence the behaviour, growth or survival of herbivores, and thus acting as a defence against herbivory.
Application(s): platelet aggregation inhibitor
A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
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ChEBI Ontology
Outgoing N-trans-cinnamoyltyramine (CHEBI:177872) has functional parent trans-cinnamic acid (CHEBI:35697)
N-trans-cinnamoyltyramine (CHEBI:177872) has functional parent tyramine (CHEBI:15760)
N-trans-cinnamoyltyramine (CHEBI:177872) has role allelochemical (CHEBI:62215)
N-trans-cinnamoyltyramine (CHEBI:177872) has role antimicrobial agent (CHEBI:33281)
N-trans-cinnamoyltyramine (CHEBI:177872) has role phytoalexin (CHEBI:26115)
N-trans-cinnamoyltyramine (CHEBI:177872) has role platelet aggregation inhibitor (CHEBI:50427)
N-trans-cinnamoyltyramine (CHEBI:177872) is a cinnamamides (CHEBI:23247)
N-trans-cinnamoyltyramine (CHEBI:177872) is a phenols (CHEBI:33853)
N-trans-cinnamoyltyramine (CHEBI:177872) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
(2E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenylprop-2-enamide
Synonyms Sources
(2E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenyl-2-propenamide ChEBI
(E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenyl-2-propenamide ChEBI
cinnamoyltyramine ChEBI
N-cinnamoyltyramine ChEBI
trans-cinnamoyl-p-hydroxybenzenethylamine ChEBI
Manual Xrefs Databases
4475103 ChemSpider
C00027156 KNApSAcK
CPD-8941 MetaCyc
View more database links
Registry Number Type Source
103188-44-9 CAS Registry Number SUBMITTER
Citations Waiting for Citations Types Sources
12579800 PubMed citation Europe PMC
14643446 PubMed citation Europe PMC
17319684 PubMed citation Europe PMC
21128731 PubMed citation Europe PMC
25212867 PubMed citation Europe PMC
26132274 PubMed citation Europe PMC
26690131 PubMed citation Europe PMC
29424281 PubMed citation Europe PMC
32495600 PubMed citation Europe PMC
Last Modified
19 August 2021