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

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ChEBI Name N1,N8-bis(caffeoyl)spermidine
ChEBI ID CHEBI:138028
ChEBI ASCII Name N(1),N(8)-bis(caffeoyl)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-caffeic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H31N3O6
Net Charge 0
Average Mass 469.538
Monoisotopic Mass 469.22129
InChI InChI=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+
InChIKey OPJNODHFKFAIBH-JMQWPVDRSA-N
SMILES OC1=CC=C(\C=C\C(=O)NCCCNCCCCNC(=O)\C=C\C2=CC(O)=C(O)C=C2)C=C1O
Metabolite of Species Details
Solanum melongena (NCBI:txid4111) See: Book: The Aldrich Library of FT-IR Spectra. 1st edition, 1985, 1, 309D
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(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
dicaffeoylspermidine
Note: (2021-05-21) ambiguous synonym.
 ChemIDplus
Manual Xref Database
C00054011 KNApSAcK
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Registry Number Type Source
124935-80-4 CAS Registry Number ChemIDplus
Last Modified
21 May 2021