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Piperine

Item № 11750
CAS № 94-62-2
Purity ≥98%
product image
                (CAS 94-62-2)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 g $23.00 0.00
     10 g $44.00 0.00
     25 g $86.00 0.00
     100 g $207.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description
Synonyms
  • Bioperine
  • NSC 21727
  • N-Piperoylpiperidin

Piperine is a natural alkaloid that can be isolated from black pepper. It activates transient receptor potential vanilloid type 1 receptor (TRPV1; EC50 = 38 µM) and modulates GABAA receptors (EC50s = 43-60 µM).1,2 At similar levels, piperine inhibits both monoamine oxidases (MAOs), with IC50 values of 21 and 7 µM for MAO-A and MAO-B, respectively.3 Like other natural compounds containing methylenedioxyphenyl substituents, piperine affects cytochrome P450 (CYP) isoforms, inhibiting CYP3A species (Ki ~ 5 µM) and increasing expression of CYP1A and CYP2B in liver.4 It also has a biphasic effect on P-glycoprotein activity.5

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Technical Information
Formal Name
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-2,4-pentadien-1-one
CAS Number
94-62-2
Synonyms
  • Bioperine
  • NSC 21727
  • N-Piperoylpiperidin
Molecular Formula
C17H19NO3
Formula Weight
285.3
Purity
≥98%
Formulation
A crystalline solid
λmax
255, 310, 345 nm
SMILES
O=C(/C=C/C=C/C1=CC(OCO2)=C2C=C1)N3CCCCC3
InChI Code
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. McNamara, F.N., Randall, A., and Gunthorpe, M.J. Effects of piperine, the pungent component of black pepper, at the human vanilloid receptor (TRPV1) British Journal of Pharmacology 144(6), 781-790 (2005).

2. Schöffmann, A., Wimmer, L., Goldman, D., et al. Efficient modulation of γ-aminobutyric acid type A receptors by piperine derivatives Journal of Medicinal Chemistry 57(37), 5602-5619 (2014).

3. Lee, S.A., Hong, S.S., Han, X.H., et al. Piperine from the fruits of Piper longum with inhibitory effect on monoamine oxidase and antidepressant-like activity Chem.Pharm.Bull.(Tokyo) 53(7), 832-835 (2005).

4. Murray, M. Toxicological actions of plant-derived and anthropogenic methylenedioxyphenyl-substituted chemicals in mammals and insects J.Toxicol.Environ.Health B.Crit.Rev. 15(6), 365-395 (2012).

5. Najar, I.A., Sachin, B.S., Sharma, S.C., et al. Modulation of P-glycoprotein ATPase activity by some phytoconstituents Phytother. Res. 24(3), 454-458 (2010).

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