PIPERINE

PIPERINE

Synonyms. Piperine; 1,3-Benzodioxol-5-yl-1-oxo-2,4-pentadienylpiperine; (E,E)-1-(5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine; 1-Piperoylpiperidine; (E,E)-1-Piperoylpiperidine; Bioperine; Piperin; Piperoylpiperidine; (2E,4E)-5-(1,3-Benzodioxol-5-yl)-1-(1-piperidinyl)-2,4-pentadien-1-one; 1-((2E,4E)-5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine; Other RN; 147030-08-8

PIPERINE

PRODUCT IDENTIFICATION
CAS RN	94-62-2
EINECS RN	202-348-0
FORMULA	C₁₇H₁₉NO₃
MOLE WEIGHT	285.34
H.S CODE	2939.99.0000
SMILES	c12c(ccc(c1)\C=C\C=C\C(N1CCCCC1)=O)OCO2
CLASSIFICATION	Alkaloid, Flavor
EXTRA NOTES	FEMA No. 2909

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE	off-white to yellow-tan crystalline powder
MELTING POINT	131 - 132 C
BOILING POINT
DENSITY
SOLUBILITY IN WATER	40 mg/l
SOLVENT SOLUBILITY	Soluble in acetic acid, benzene, ethanol and chloroform. Slightly soluble in ether.
VAPOR DENSITY
VAPOR PRESSURE
AUTOIGNITION TEMP
pH
REFRACTIVE INDEX
FLASH POINT

STABILITY AND REACTIVITY
STABILITY	Stable under normal conditions.
INCOMPATIBLE MATERIALS	Strong oxidizing agents
DECOMPOSITION PRODUCTS	Carbon oxides.
POLYMERIZATION
NFPA RATINGS	Health Hazard: 1, Fire: 2, Reactivity Hazard: 0

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Piperine

PubChem Compound Summary - Piperine

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Piperine

http://www.ebi.ac.uk/chebi/ - Piperine

http://www.ncbi.nlm.nih.gov/ - Piperine

http://www.sigmaaldrich.com/
Application: Reactant for synthesis of: ·Dimeric amide alkaloids, ·Piperoyl-amino acid conjugates used for antileishmanial activity, ·Piperine derived amides with TRPV1 activity, ·Piperine analogues as S. aureus NorA efflux pump inhibitors, ·Bioactive conjugates of curcumin with antimicrobial and antiproliferative properties, ·Piperine derivatives for use as trypanocidal agents

http://www.britannica.com/
piperine, an organic compound classed either with the lipid family (a group consisting of fats and fatlike substances) or with the alkaloids, a family of nitrogenous compounds with marked physiological properties. It is one of the sharp-tasting constituents of the fruit of the pepper vine (Piper nigrum). Piperine constitutes approximately 5 to 9 percent of commercial black or white pepper. It was first isolated in 1820, and its chemical constitution was established by laboratory syntheses in 1882 and 1894. The sharp flavour of freshly ground pepper is attributed to the compound chavicine, a geometric isomer (having the same molecular formula but differing in structure) of piperine. The loss of pungency of ground pepper on storage is associated with slow transformation of chavicine into piperine

http://aac.asm.org/
Piperine, the major plant alkaloid present in black pepper (Piper nigrum) and long pepper (Piper longum), is reported to have bioavailability-enhancing activity for some nutritional substances and for some drugs. Piperine has previously been shown to inhibit several cytochrome P450-mediated pathways and phase II reactions in animal models. It has also been proven to be an inhibitor of human P-glycoprotein. In this report, we describe for the first time the potentiating effect of piperine with ciprofloxacin in in vitro combination studies against S. aureus and its suggestive role as an efflux pump inhibitor.

SALES SPECIFICATION
APPEARANCE	off-white to yellow-tan crystalline powder
PURITY	98.0% min
HEAVY METALS	10ppm max
MELTING POINT	128 - 132 C

TRANSPORT & REGULATORY INFORMATION
UN NO.	Not regulated
HAZARD SYMBOL
PACKING GROUP

SAFETY INFORMATION
HAZARD OVERVIEW	Harmful by ingestion. This substance has caused adverse reproductive and fetal effects in animals.
GHS
SIGNAL WORD	Warning
PICTOGRAMS
HAZARD STATEMENTS	H302 H312
P STATEMENTS	P280 P302+P352 H312
EC DIRECTIVES
HAZARD CODES	Xn Harmful
RISK PHRASES	21/22
SAFETY PHRASES	36/37

PACKING

PRICE INFORMATION