CHEBI:69688 - pipercallosidine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name pipercallosidine
ChEBI ID CHEBI:69688
Definition An enamide that is (2E)-N-isobutylhept-2-enamide which is substituted at position 7 by a 3,4-methylenedioxyphenyl group. A natural product found in Piper sarmentosum.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000028654959
Download Molfile XML SDF
more structures >>
Formula C18H25NO3
Net Charge 0
Average Mass 303.397
Monoisotopic Mass 303.18344
InChI InChI=1S/C18H25NO3/c1-14(2)12-19-18(20)8-6-4-3-5-7-15-9-10-16-17(11-15)22-13-21-16/h6,8-11,14H,3-5,7,12-13H2,1-2H3,(H,19,20)/b8-6+
InChIKey PWLZXPUSJOUTMB-SOFGYWHQSA-N
SMILES C(/C=C/CCCCC=1C=C2C(=CC1)OCO2)(NCC(C)C)=O
Metabolite of Species Details
Piper boehmeriaefolium (NCBI:txid130389) Found in whole plant (BTO:0001461). Methanolic extract of air-dried, powdered whole plant See: PubMed
Piper sarmentosum (NCBI:txid405319) Found in inflorescence (BTO:0000628). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:txid405319) Found in leaf (BTO:0000713). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:txid405319) Found in stem (BTO:0001300). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Piper sarmentosum (NCBI:txid405319) Found in twig (BTO:0001411). Chloroform soluble extract of aerial parts(leaves, twigs, stems, inflorescence) See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pipercallosidine (CHEBI:69688) has functional parent 2-methylpropanamine (CHEBI:15997)
pipercallosidine (CHEBI:69688) has role apoptosis inducer (CHEBI:68495)
pipercallosidine (CHEBI:69688) has role metabolite (CHEBI:25212)
pipercallosidine (CHEBI:69688) has role plant metabolite (CHEBI:76924)
pipercallosidine (CHEBI:69688) is a alkaloid (CHEBI:22315)
pipercallosidine (CHEBI:69688) is a benzodioxoles (CHEBI:38298)
pipercallosidine (CHEBI:69688) is a enamide (CHEBI:51751)
pipercallosidine (CHEBI:69688) is a secondary carboxamide (CHEBI:140325)
IUPAC Name
(2E)-7-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hept-2-enamide
Registry Number Type Source
5587742 Reaxys Registry Number Reaxys
Citations
Tang GH, Chen DM, Qiu BY, Sheng L, Wang YH, Hu GW, Zhao FW, Ma LJ, Wang H, Huang QQ, Xu JJ, Long CL, Li J (2011)
Cytotoxic amide alkaloids from Piper boehmeriaefolium.
Journal of natural products 74, 45-49 [PubMed:21158422]
[show Abstract]
Last Modified
07 March 2018