Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	43799
Common Name:	Piperine
Systematic Name:	(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
RefMet Name:	Piperine
Synonyms:	[PubChem Synonyms]
Exact Mass:	285.1365 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C17H19NO3
InChIKey:	MXXWOMGUGJBKIW-YPCIICBESA-N
ClassyFire superclass:	Alkaloids and derivatives [C0000279]
Massbank MS spectra:	View MS spectra
NP-MRD NMR spectra:	View NMR spectra
SMILES:	C1CCN(CC1)C(=O)/C=C/C=C/c1ccc2c(c1)OCO2
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	638024
CHEBI ID:	28821
HMDB ID:	HMDB0029377
KEGG ID:	C03882
Chemspider ID:	553590
MetaCyc ID:	N-EE-PIPEROYL-PIPERIDINE
Natural Products Atlas ID:	NP015865
NP-MRD ID(NMR):	NP0000084
EPA CompTox DB:	DTXCID00809656
Plant Metabolite Hub(Pmhub):	MS000000708
PhytoHub ID:	PHUB000843

Calculated physicochemical properties (?):

Heavy Atoms:	21
Rings:	3
Aromatic Rings:	1
Rotatable Bonds:	3
van der Waals Molecular volume:	276.21 Å3 molecule-1
Toplogical Polar Sufrace Area:	42.91 Å2 molecule-1
Hydrogen Bond Donors:	0
Hydrogen Bond Acceptors:	4
logP:	3.57
Molar Refractivity:	82.15
Fraction sp3 Carbons:	0.35
sp3 Carbons:	6

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y