Piperine
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
Molecular Identity
Piperine
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
PubChem CID: 638024
Piperine is 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. It has a role as a NF-kappaB inhibitor, a plant metabolite, a food component and a human blood serum metabolite. It is a tertiary carboxamide, a piperidine alkaloid, a member of benzodioxoles and a N-acylpiperidine. It is functionally related to an (E,E)-piperic acid.
2D Structure
Properties
C17H19NO3
Molecular Formula
285.34
Molecular Weight
g/mol
285.1365
Exact Mass
Da
3.5
XLogP
Drug-like (Lipinski: < 5)
38.8
TPSA
Good oral absorption (< 140 A²)
0
H-Bond Donors
3
H-Bond Acceptors
412
Complexity
SMILES
Canonical SMILES
SMILES: C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3Isomeric SMILES
SMILES: C1CCN(CC1)C(=O)/C=C/C=C/C2=CC3=C(C=C2)OCO3Synonyms(20)
piperine94-62-21-PiperoylpiperidinePiperinBioperinePiperoylpiperidineFEMA No. 2909DTXSID3021805(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-onepiperidine, 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-oneNSC-21727U71XL721QKN-[(E,E)-Piperoyl]piperidine1-Piperoyl-piperidine
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Piperine
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