Piperine

Piperine
Piperine
Scoville scale	150,000 SHU

Piperine
Names
	Preferred IUPAC name (2E,4E)-5-(2H-1,3-Benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
	Other names (2E,4E)-5-(Benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one; Piperoylpiperidine; Bioperine
Identifiers
CAS Number	94–62–2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28821 ;
ChEMBL	ChEMBL43185 ;
ChemSpider	553590 ;
DrugBank	DB12582;
ECHA InfoCard	100.002.135
EC Number	202–348–0;
Gmelin Reference	341351
IUPHAR/BPS	2489;
KEGG	C03882;
PubChem CID	638024;
UNII	U71XL721QK ;
CompTox Dashboard (EPA)	DTXSID3021805 ;
	InChI 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+ Key: MXXWOMGUGJBKIW-YPCIICBESA-N ; InChI=1/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+ Key: MXXWOMGUGJBKIW-YPCIICBEBY;
	SMILES O=C(N1CCCCC1)\C=C\C=C\c2ccc3OCOc3c2;
Properties
Chemical formula	C17H19NO3
Molar mass	285.343 g·mol−1
Density	1.193 g/cm3
Melting point	130 °C (266 °F; 403 K)
Boiling point	Decomposes
Solubility in water	40 mg/l
Solubility in ethanol	soluble
Solubility in chloroform	1 g/1.7 ml
Hazards
	GHS labelling:[1]
Pictograms
Signal word	Danger
Hazard statements	H301
Precautionary statements	P264, P270, P301+P316, P321, P330, P405, P501
Safety data sheet (SDS)	MSDS for piperine
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Piperine is an alkaloid extracted from the plant, Piper nigrum. Responsible for the pungency of black pepper, it is used in food flavorings as a spice, in fragrances, as an insecticide, and as an animal pest repellent.

Along with its isomer chavicine, piperine from black pepper and long pepper has pungency effects via activation of TRPV1.

It has been used in some forms of traditional medicine. It can be acutely toxic if swallowed in high doses.