EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:177872 - N-trans-cinnamoyltyramine

ChEBI IDCHEBI:177872
ChEBI NameN-trans-cinnamoyltyramine
Stars
ASCII NameN-trans-cinnamoyltyramine
DefinitionA 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.
Last Modified2 April 2025
SubmitterBijay
DownloadsMolfile
FormulaC17H17NO2
Net Charge0
Average Mass267.328
Monoisotopic Mass267.12593
SMILESO=C(/C=C/c1ccccc1)NCCc1ccc(O)cc1
InChIInChI=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+
InChIKeyKGOYCHSKGXJDND-DHZHZOJOSA-N
Species of MetaboliteComponentSourceComments
Corydalis racemosa (ncbitaxon:54431) whole plant (BTO:0001461) PubMed (32495600)
Dendrobium moniliforme (ncbitaxon:142614) whole plant (BTO:0001461) PubMed (26132274)
Oryza sativa (ncbitaxon:4530) - PubMed (25212867) Strain: OM 5930
Lycianthes biflora (ncbitaxon:241757) - PubMed (12579800)
Roles Classification
Biological Roles:
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
phytoalexin  A toxin made by a plant that acts against an organism attacking it.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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  Source
cinnamoyltyramineChEBI
N-cinnamoyltyramineChEBI
trans-cinnamoyl-p-hydroxybenzenethylamineChEBI
(2E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenyl-2-propenamideChEBI
(E)-N-[2-(4-hydroxyphenyl)ethyl]-3-phenyl-2-propenamideChEBI
UniProt Name  Source
N-[(E)-cinnamoyl]tyramineUniProt
Manual XrefsDatabases
C00027156KNApSAcK
4475103ChemSpider
CPD-8941MetaCyc
Registry NumbersSources
CAS:103188-44-9SUBMITTER
Citations