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Chemical substance record

Piperine

94-62-2C17H19NO3285.343 g/mol
Organic/Inorganic Small MoleculeChEBI source record

A N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values
CAS number94-62-2ChEBI ↗
Molecular formulaC17H19NO3ChEBI ↗
Molar mass285.343 g/molChEBI ↗
Monoisotopic mass285.13649 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:28821ChEBI ↗

Cross-source molecular data

PubChem
Molar mass285.34 g/molPubChem ↗
Exact mass285.13649347 DaPubChem ↗
Computed XLogP3.5PubChem ↗
Topological polar surface area (Ų)38.8PubChem ↗
H-bond donors0PubChem ↗
H-bond acceptors3PubChem ↗
Rotatable bonds3PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier
piperine
1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]piperidine
MXXWOMGUGJBKIW-YPCIICBESA-N
O=C(/C=C/C=C/c1ccc2c(c1)OCO2)N1CCCCC1
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+

Names & synonyms

1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]piperidine

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology
tertiary carboxamideChEBI parent class · 140326 ↗piperidine alkaloidChEBI parent class · 26147 ↗benzodioxolesChEBI parent class · 38298 ↗N-acylpiperidineChEBI parent class · 48591 ↗
organic heterocyclic compoundorganic molecular entity

Roles recorded in ChEBI

analgesicNF-kappaB inhibitorplant metabolitefood componenthuman blood serum metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00350455 mol

Uses 285.343 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 17 atoms
71.56%
O
Oxygen · 3 atoms
16.82%
H
Hydrogen · 19 atoms
6.71%
N
Nitrogen · 1 atom
4.91%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations
Stimulation of mouse melanocyte proliferation by Piper nigrum fruit extract and its main alkaloid, piperine. ↗Planta medica · 1999 Oct · PMID 10575373
Piperine is a potent inhibitor of nuclear factor-kappaB (NF-kappaB), c-Fos, CREB, ATF-2 and proinflammatory cytokine gene expression in B16F-10 melanoma cells. ↗International immunopharmacology · 2004 Dec 20 · PMID 15531295
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Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:28821

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 638024 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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