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CHEBI:69685 - pipercallosine

Default Structure
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 boehmeriaefolium (ncbitaxon:130389) whole plant (BTO:0001461) PubMed (21158422) Methanolic extract of air-dried, powdered whole plant
Piper sarmentosum (ncbitaxon:405319)
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)
inflorescence (BTO:0000628) PubMed (21973101) Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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