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CHEBI:138028 - N1,N8-bis(caffeoyl)spermidine

ChEBI IDCHEBI:138028
ChEBI NameN1,N8-bis(caffeoyl)spermidine
Stars
ASCII NameN(1),N(8)-bis(caffeoyl)spermidine
DefinitionA secondary amino compound that is spermidine in which each of the primary amino groups has been mono-acylated by formal condensation with trans-caffeic acid.
Last Modified21 May 2021
Submittermwilliams
DownloadsMolfile
FormulaC25H31N3O6
Net Charge0
Average Mass469.538
Monoisotopic Mass469.22129
SMILESO=C(/C=C/c1ccc(O)c(O)c1)NCCCCNCCCNC(=O)/C=C/c1ccc(O)c(O)c1
InChIInChI=1S/C25H31N3O6/c29-20-8-4-18(16-22(20)31)6-10-24(33)27-14-2-1-12-26-13-3-15-28-25(34)11-7-19-5-9-21(30)23(32)17-19/h4-11,16-17,26,29-32H,1-3,12-15H2,(H,27,33)(H,28,34)/b10-6+,11-7+
InChIKeyOPJNODHFKFAIBH-JMQWPVDRSA-N
Species of MetaboliteComponentSourceComments
Solanum melongena (ncbitaxon:4111) - Article (Book: The Aldrich Library of FT-IR Spectra. 1st edition, 1985, 1, 309D)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
N1,N8-bis(caffeoyl)spermidine (CHEBI:138028) has functional parent trans-caffeic acid (CHEBI:16433)
N1,N8-bis(caffeoyl)spermidine (CHEBI:138028) has functional parent spermidine (CHEBI:16610)
N1,N8-bis(caffeoyl)spermidine (CHEBI:138028) has role plant metabolite (CHEBI:76924)
N1,N8-bis(caffeoyl)spermidine (CHEBI:138028) is a enamide (CHEBI:51751)
N1,N8-bis(caffeoyl)spermidine (CHEBI:138028) is a polyphenol (CHEBI:26195)
N1,N8-bis(caffeoyl)spermidine (CHEBI:138028) is a secondary amino compound (CHEBI:50995)
N1,N8-bis(caffeoyl)spermidine (CHEBI:138028) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
(2E)-3-(3,4-dihydroxyphenyl)-N-{3-[(4-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]amino}butyl)amino]propyl}prop-2-enamide
Synonym  Source
dicaffeoylspermidineChemIDplus
Manual XrefsDatabases
C00054011KNApSAcK
Registry NumbersSources
CAS:124935-80-4ChemIDplus