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W290904

Sigma-Aldrich

Piperine

≥95%, FG

Synonym(s):

1-Piperoylpiperidine

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About This Item

Empirical Formula (Hill Notation):
C17H19NO3
CAS Number:
94-62-2
Molecular Weight:
285.34
FEMA Number:
2909
Beilstein:
90741
EC Number:
202-348-0
Council of Europe no.:
492
MDL number:
MFCD00005839
UNSPSC Code:
12164502
PubChem Substance ID:
24901388
Flavis number:
14.003
NACRES:
NA.21

biological source

Piper nigrum L.

Quality Level

400

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
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Sophia Khom et al.
Biochemical pharmacology, 85(12), 1827-1836 (2013-04-30)
The action of piperine (the pungent component of pepper) and its derivative SCT-66 ((2E,4E)-5-(1,3-benzodioxol-5-yl))-N,N-diisobutyl-2,4-pentadienamide) on different gamma-aminobutyric acid (GABA) type A (GABA(A)) receptors, transient-receptor-potential-vanilloid-1 (TRPV1) receptors and behavioural effects were investigated. GABA(A) receptor subtypes and TRPV1 receptors were expressed in
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