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

ChEBI IDCHEBI:142881
ChEBI NameN1,N8-bis-(dihydrocaffeoyl)spermidine
Stars
ASCII NameN(1),N(8)-bis-(dihydrocaffeoyl)spermidine
DefinitionA 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.
Last Modified12 January 2019
Submitterfermza
DownloadsMolfile
FormulaC25H35N3O6
Net Charge0
Average Mass473.570
Monoisotopic Mass473.25259
SMILESO=C(CCc1ccc(O)c(O)c1)NCCCCNCCCNC(=O)CCc1ccc(O)c(O)c1
InChIInChI=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)
InChIKeyRNEHQZRKZJSYOL-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Solanum quitoense (ncbitaxon:227725) fruit (BTO:0000486) PubMed (27292771) Isolated from fruit pulp extract
Solanum tuberosum (ncbitaxon:4113) tuber (BTO:0001400) PubMed (15969534)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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).
Application:
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).
ChEBI Ontology
Outgoing Relation(s)
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]spermidineChEBI
Citations