Identification

PhytoHub ID
PHUB000843
Name
Piperine
Systematic Name
Not Available
Synonyms
  • 1-Piperinoylpiperidine
CAS Number
Not Available
Average Mass
285.343
Monoisotopic Mass
285.136493476
Chemical Formula
C17H19NO3
IUPAC Name
(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
InChI Key
MXXWOMGUGJBKIW-YPCIICBESA-N
InChI Identifier
InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+
SMILES
O=C(\C=C\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC1
Structure

Calculated Properties

Solubility (ALOGPS)
1.49e-01 g/l
LogS (ALOGPS)
-3.28
LogP (ALOGPS)
3.38
Hydrogen Acceptors
3
Hydrogen Donors
0
Rotatable Bond Count
3
Polar Surface Area
38.77
Refractivity
82.903
Polarizability
31.97068696383666
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-0.13200194795020023
pKa (strongest acidic)
Not Available
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
Yes
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
N-containing compounds
Class
Alkaloids
Sub-class
Pyrrolidine and piperidine alkaloids

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Not Available
Super-class
Alkaloids and derivatives
Sub-class
Not Available
Direct Parent Name
Alkaloids and derivatives
Alternative Parent Names
["Acetals", "Azacyclic compounds", "Benzodioxoles", "Carbonyl compounds", "Hydrocarbon derivatives", "N-acylpiperidines", "Organic oxides", "Organonitrogen compounds", "Organopnictogen compounds", "Oxacyclic compounds", "Styrenes", "Tertiary carboxylic acid amides"]
External Descriptor Annotations
["N-acylpiperidine", "Piperidine alkaloids", "benzodioxoles", "carboxamide", "piperidine alkaloid"]
Substituent Names
["Acetal", "Alkaloid or derivatives", "Aromatic heteropolycyclic compound", "Azacycle", "Benzenoid", "Benzodioxole", "Carbonyl group", "Carboxamide group", "Carboxylic acid derivative", "Hydrocarbon derivative", "N-acyl-piperidine", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Oxacycle", "Piperidine", "Styrene", "Tertiary carboxylic acid amide"]

Spectra from Online Resources

Record IDSourceDescriptionView
BML01649MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML01660MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML01671MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML81975MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
JP001402MassBankEI-B Spectrum - -, [M]+*View Spectra
JP005656MassBankEI-B Spectrum - -, [M]+*View Spectra
MT000119MassBankLC-ESI-IT Spectrum - 40, unspecifiedView Spectra

Food Sources

NameGroup
PepperHerbs and SpicesShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

Back