CHEBI:85530 - N1,N8-bis(coumaroyl)spermidine

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ChEBI Name N1,N8-bis(coumaroyl)spermidine
ChEBI ID CHEBI:85530
ChEBI ASCII Name N(1),N(8)-bis(coumaroyl)spermidine
Definition A secondary amino compound that is spermidine in which each of the primary amino groups has been mono-acylated by formal condensation with trans-coumaric acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H31N3O4
Net Charge 0
Average Mass 437.53130
Monoisotopic Mass 437.23146
InChI InChI=1S/C25H31N3O4/c29-22-10-4-20(5-11-22)8-14-24(31)27-18-2-1-16-26-17-3-19-28-25(32)15-9-21-6-12-23(30)13-7-21/h4-15,26,29-30H,1-3,16-19H2,(H,27,31)(H,28,32)/b14-8+,15-9+
InChIKey QYBCBMVQSCJMSA-VOMDNODZSA-N
SMILES Oc1ccc(\C=C\C(=O)NCCCCNCCCNC(=O)\C=C\c2ccc(O)cc2)cc1
Metabolite of Species Details
Arabidopsis (NCBI:txid3701) Found in seed (BTO:0001226). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N1,N8-bis(coumaroyl)spermidine (CHEBI:85530) has functional parent trans-4-coumaric acid (CHEBI:32374)
N1,N8-bis(coumaroyl)spermidine (CHEBI:85530) has functional parent spermidine (CHEBI:16610)
N1,N8-bis(coumaroyl)spermidine (CHEBI:85530) has role plant metabolite (CHEBI:76924)
N1,N8-bis(coumaroyl)spermidine (CHEBI:85530) is a enamide (CHEBI:51751)
N1,N8-bis(coumaroyl)spermidine (CHEBI:85530) is a polyphenol (CHEBI:26195)
N1,N8-bis(coumaroyl)spermidine (CHEBI:85530) is a secondary amino compound (CHEBI:50995)
N1,N8-bis(coumaroyl)spermidine (CHEBI:85530) is a secondary carboxamide (CHEBI:140325)
N1,N8-bis(coumaroyl)spermidine (CHEBI:85530) is conjugate base of N1,N8-bis(coumaroyl)spermidine(1+) (CHEBI:85007)
Incoming N1,N8-bis(coumaroyl)spermidine(1+) (CHEBI:85007) is conjugate acid of N1,N8-bis(coumaroyl)spermidine (CHEBI:85530)
IUPAC Name
(2E)-3-(4-hydroxyphenyl)-N-{3-[(4-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino}butyl)amino]propyl}prop-2-enamide
Registry Number Type Source
7391649 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19168716 PubMed citation Europe PMC
Last Modified
07 March 2018