CHEBI:142881 - N1,N8-bis-(dihydrocaffeoyl)spermidine

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ChEBI Name N1,N8-bis-(dihydrocaffeoyl)spermidine
ChEBI ID CHEBI:142881
ChEBI ASCII Name N(1),N(8)-bis-(dihydrocaffeoyl)spermidine
Definition A secondary carboxamide resulting from the formal condensation of a molecule of dihydrocaffeic acid with each of the primary amino groups of spermidine. Found in potato tubers.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter fermza
Supplier Information
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Formula C25H35N3O6
Net Charge 0
Average Mass 473.563
Monoisotopic Mass 473.25259
InChI InChI=1S/C25H35N3O6/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/h4-5,8-9,16-17,26,29-32H,1-3,6-7,10-15H2,(H,27,33)(H,28,34)
InChIKey RNEHQZRKZJSYOL-UHFFFAOYSA-N
SMILES C(CCNC(CCC=1C=CC(=C(C1)O)O)=O)CNCCCNC(CCC=2C=CC(=C(C2)O)O)=O
Metabolite of Species Details
Solanum quitoense (NCBI:txid227725) Found in fruit (BTO:0000486). Isolated from fruit pulp extract See: PubMed
Solanum tuberosum (NCBI:txid4113) Found in tuber (BTO:0001400). 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): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N1,N8-bis-(dihydrocaffeoyl)spermidine (CHEBI:142881) has functional parent 3-(3,4-dihydroxyphenyl)propanoic acid (CHEBI:48400)
N1,N8-bis-(dihydrocaffeoyl)spermidine (CHEBI:142881) has functional parent spermidine (CHEBI:16610)
N1,N8-bis-(dihydrocaffeoyl)spermidine (CHEBI:142881) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
N1,N8-bis-(dihydrocaffeoyl)spermidine (CHEBI:142881) has role plant metabolite (CHEBI:76924)
N1,N8-bis-(dihydrocaffeoyl)spermidine (CHEBI:142881) is a catechols (CHEBI:33566)
N1,N8-bis-(dihydrocaffeoyl)spermidine (CHEBI:142881) is a secondary amino compound (CHEBI:50995)
N1,N8-bis-(dihydrocaffeoyl)spermidine (CHEBI:142881) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
3-(3,4-dihydroxyphenyl)-N-[3-({4-[3-(3,4-dihydroxyphenyl)propanamido]butyl}amino)propyl]propanamide
Synonym Source
N1,N8-bis-[3-(3,4-dihydroxyphenyl)propanoyl]spermidine ChEBI
Citations Waiting for Citations Types Sources
15969534 PubMed citation Europe PMC
27292771 PubMed citation Europe PMC
Last Modified
12 January 2019