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CHEBI:69685 - pipercallosine

ChEBI IDCHEBI:69685
ChEBI Namepipercallosine
Stars
DefinitionAn alkaloid enamide that is (2E,4E)-N-(2-methylpropyl)nona-2,4-dienamide substituted at position 9 by a 1,3-benzodioxol-5-yl group. Isolated from Piper sarmentosum, it has been found to induce apoptosis in HT-29 cells.
Last Modified7 March 2018
DownloadsMolfile
FormulaC20H27NO3
Net Charge0
Average Mass329.440
Monoisotopic Mass329.19909
SMILESCC(C)CNC(=O)/C=C/C=C/CCCCc1ccc2c(c1)OCO2
InChIInChI=1S/C20H27NO3/c1-16(2)14-21-20(22)10-8-6-4-3-5-7-9-17-11-12-18-19(13-17)24-15-23-18/h4,6,8,10-13,16H,3,5,7,9,14-15H2,1-2H3,(H,21,22)/b6-4+,10-8+
InChIKeyKXYVTCVLCVPQKR-ONNLMXTPSA-N
Species of MetaboliteComponentSourceComments
Piper sarmentosum (ncbitaxon:405319)
inflorescence (BTO:0000628) PubMed (21973101) Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence)
stem (BTO:0001300) PubMed (21973101) Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence)
twig (BTO:0001411) PubMed (21973101) Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence)
leaf (BTO:0000713) PubMed (21973101) Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence)
Piper boehmeriaefolium (ncbitaxon:130389) whole plant (BTO:0001461) PubMed (21158422) Methanolic extract of air-dried, powdered whole plant
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
pipercallosine (CHEBI:69685) has functional parent 2-methylpropanamine (CHEBI:15997)
pipercallosine (CHEBI:69685) has role apoptosis inducer (CHEBI:68495)
pipercallosine (CHEBI:69685) has role metabolite (CHEBI:25212)
pipercallosine (CHEBI:69685) has role plant metabolite (CHEBI:76924)
pipercallosine (CHEBI:69685) is a alkaloid (CHEBI:22315)
pipercallosine (CHEBI:69685) is a benzodioxoles (CHEBI:38298)
pipercallosine (CHEBI:69685) is a enamide (CHEBI:51751)
pipercallosine (CHEBI:69685) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
(2E,4E)-9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4-dienamide
Registry NumbersSources
Reaxys:5596775Reaxys
Citations