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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). At similar levels, piperine inhibits both monoamine oxidases (MAOs), with IC50 values of 21 and 7 µM for MAO-A and MAO-B, respectively. 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. It also has a biphasic effect on P-glycoprotein activity.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: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMSO: 10 mg/ml, DMSO:PBS (pH 7.2) (1:7): 0.1 mg/ml, Ethanol: 10 mg/ml. lambdamax: 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.
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