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Merck

W290904

Sigma-Aldrich

Piperine

≥95%, FG

Sinónimos:

1-Piperoylpiperidine

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About This Item

Fórmula empírica (notación de Hill):
C17H19NO3
Número de CAS:
Peso molecular:
285.34
FEMA Number:
2909
Beilstein/REAXYS Number:
90741
EC Number:
Council of Europe no.:
492
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
14.003
NACRES:
NA.21

biological source

Piper nigrum L.

Quality Level

grade

FG
Halal
Kosher

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 172.515

assay

≥95%

form

powder, crystals or granules

mp

131-135 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

fatty; pepper

SMILES string

O=C(\C=C\C=C\c1ccc2OCOc2c1)N3CCCCC3

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+

InChI key

MXXWOMGUGJBKIW-YPCIICBESA-N

Gene Information

human ... CYP3A4(1576)

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Biochem/physiol Actions

Piperine, a major component of black pepper extracts, shown to have potential for inhibiting fat cell formation.

pictograms

Exclamation markEnvironment

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Janine Zaugg et al.
Journal of natural products, 73(2), 185-191 (2010-01-21)
A plant extract library was screened for GABA(A) receptor activity making use of a two-microelectrode voltage clamp assay on Xenopus laevis oocytes. An ethyl acetate extract of black pepper fruits [Piper nigrum L. (Piperaceae) 100 microg/mL] potentiated GABA-induced chloride currents
Ui-Hyun Park et al.
Journal of agricultural and food chemistry, 60(15), 3853-3860 (2012-04-03)
This study investigated the antiadipogenic activity of black pepper extract and its constituent piperine in 3T3-L1 preadipocytes as well as the underlying molecular mechanisms. Both black pepper extract and piperine, without affecting cytotoxicity, strongly inhibited the adipocyte differentiation of 3T3-L1
Hyejeong Jwa et al.
Biochemical pharmacology, 84(11), 1501-1510 (2012-09-25)
This study investigated the role of piperine in the transcriptional regulation of liver X receptor α (LXRα) and the effects of dietary piperine on high-fat diet (HFD)-induced hepatic steatosis and insulin resistance in mice. Furthermore, we explored the potential molecular
Paul B Yaffe et al.
Experimental and molecular pathology, 94(1), 109-114 (2012-10-16)
Piperine, an alkaloid phytochemical found in the fruit of black and long pepper plants, is reported to inhibit the growth of cancer cells; however, the mechanism of action in human cancer cells is not clear. In this study we investigated
Carolyn D Doucette et al.
The Journal of nutritional biochemistry, 24(1), 231-239 (2012-08-21)
Angiogenesis plays an important role in tumor progression. Piperine, a major alkaloid constituent of black pepper, has diverse physiological actions including killing of cancer cells; however, the effect of piperine on angiogenesis is not known. Here we show that piperine

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