Piperine

Compound Structure:

Synonyms:

piperine ;94-62-2 ;1-Piperoylpiperidine ;Piperin ;Bioperine

Compound ID:

NMPC-1419

PubChem ID:

638024

Molecular Formula:

C17H19NO3

Canonical SMILES:

C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3

InChIKey:

MXXWOMGUGJBKIW-YPCIICBESA-N

About the compound:

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 member of benzodioxoles, a N-acylpiperidine, a piperidine alkaloid and a tertiary carboxamide. It is functionally related to an (E,E)-piperic acid

GHS Hazard Statements

• H301 (93.34%): Toxic if swallowed [Danger Acute toxicity, oral]

Properties:

Chemical and Physical Properties

Property Name	Property Value
Molecular Weight	285.34 g/mol
XLogP3	3.5
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	285.13649347 g/mol
Monoisotopic Mass	285.13649347 g/mol
Topological Polar Surface Area	38.8Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	412
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes
Physical Description	Virtually colourless white crystals; Aroma reminiscent of pepper
Boiling Point	498.00 to 499.00 °C. @ 760.00 mm Hg
Melting Point	129 °C
Solubility	Very slightly soluble in water; Soluble in ether, oils
Vapor Pressure	0.00000013 [mmHg]

Source: PubChem

Source Species:

Petiveria alliacea
Phaulopsis falcisepala

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