(E/Z)-Piperine (Synonyms: (E/Z)-Bioperine; (E/Z)-1-Piperoylpiperidine)

Name: (E/Z)-Piperine
Brand: MedChemExpress
SKU: HY-W230975
Rating: 4.5 (0 reviews)

Cat. No.: HY-W230975 Purity: 98.91%: Data Sheet
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(E/Z)-Piperine ((E/Z)-Bioperine) is an alkaloid with a pungent property. (E/Z)-Piperine shows anti-inflammation, immunomodulatory and anti-cancer, antispasmodic and anti-secretory effects. (E/Z)-Piperine demonstrates significant neuroprotective effect in Alzheimer’s disease and Parkinson’s disease.

For research use only. We do not sell to patients.

(E/Z)-Piperine Chemical Structure

CAS No. : 7780-20-3

Size	Stock	Quantity
250 mg	In-stock	Estimated Time of Arrival: December 31
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Other Forms of (E/Z)-Piperine:

Piperine In-stock
Isochavicine In-stock

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CYP1 CYP2 CYP3 CYP4 CYP11 CYP17 Aromatase/CYP19A1 CYP26 CYP51 CYP1A2 CYP2D6 CYP2C9 CYP2C19 CYP3A CYP3A4 CYP17A1

Biological Activity
Purity & Documentation
References
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Description

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	11.89 μM Compound: Piperine	Antiproliferative activity in human A549 cells assessed as reduction in cell number incubated for 48 hrs by SRB assay Antiproliferative activity in human A549 cells assessed as reduction in cell number incubated for 48 hrs by SRB assay	[PMID: 30108756]
Bel-7402	IC₅₀	>10 μM Compound: Piperine	Cytotoxicity against human Bel-7402 cells assessed as reduction in cell viability after 72 hrs by MTT assay Cytotoxicity against human Bel-7402 cells assessed as reduction in cell viability after 72 hrs by MTT assay	[PMID: 33026807]
BTI-TN-5B1-4	IC₅₀	1.05 μM Compound: 1	Inhibition of human microsomal MAO-B expressed in baculovirus infected BTI-TN-5B1-4 cells assessed as reduction in 4-hydroxyquinoline formation using kynuramine as substrate preincubated with substrate for 10 mins followed by enzyme addition by spectropho Inhibition of human microsomal MAO-B expressed in baculovirus infected BTI-TN-5B1-4 cells assessed as reduction in 4-hydroxyquinoline formation using kynuramine as substrate preincubated with substrate for 10 mins followed by enzyme addition by spectropho	[PMID: 31711793]
Caco-2	IC₅₀	15.5 μM Compound: Piperine	TP_TRANSPORTER: inhibition of Digoxin transepithelial transport (basal to apical) (Digoxin: 5 uM) in Caco-2 cells TP_TRANSPORTER: inhibition of Digoxin transepithelial transport (basal to apical) (Digoxin: 5 uM) in Caco-2 cells	[PMID: 12130727]
Caco-2	IC₅₀	74.1 μM Compound: Piperine	TP_TRANSPORTER: inhibition of Cyclosporin A transepithelial transport (basal to apical) (Cyclosporin A: 1 uM) in Caco-2 cells TP_TRANSPORTER: inhibition of Cyclosporin A transepithelial transport (basal to apical) (Cyclosporin A: 1 uM) in Caco-2 cells	[PMID: 12130727]
COLO 205	IC₅₀	46 μM Compound: 1	Cytotoxicity against Homo sapiens (human) COLO205 cells by SRB assay Cytotoxicity against Homo sapiens (human) COLO205 cells by SRB assay	10.1007/s00044-010-9500-5
DLD-1	IC₅₀	<200 μM Compound: 58	Anticancer activity against human DLD-1 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Anticancer activity against human DLD-1 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 33445154]
DU-145	IC₅₀	>50 μM Compound: 1	Cytotoxicity against Homo sapiens (human) DU145 cells by SRB assay Cytotoxicity against Homo sapiens (human) DU145 cells by SRB assay	10.1007/s00044-010-9500-5
HCT-116	IC₅₀	<200 μM Compound: 58	Anticancer activity against human HCT-116 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Anticancer activity against human HCT-116 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 33445154]
HeLa	IC₅₀	0.95 μmol Compound: 1	Cytotoxicity against Homo sapiens (human) HeLa cells after 48 hr by MTT assay Cytotoxicity against Homo sapiens (human) HeLa cells after 48 hr by MTT assay	10.1007/s00044-013-0541-4
HeLa	IC₅₀	19.21 μM Compound: Piperine	Antiproliferative activity in human HeLa cells assessed as reduction in cell number incubated for 48 hrs by SRB assay Antiproliferative activity in human HeLa cells assessed as reduction in cell number incubated for 48 hrs by SRB assay	[PMID: 30108756]
HEp-2	IC₅₀	70 μM Compound: 1	Cytotoxicity against Homo sapiens (human) Hep2 cells by SRB assay Cytotoxicity against Homo sapiens (human) Hep2 cells by SRB assay	10.1007/s00044-010-9500-5
Hepatocyte	IC₅₀	12 μM Compound: 10	Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine/TNFalpha-induced cytotoxicity after 20 hrs by MTT assay relative to untreated control Hepatoprotective activity in ddY mouse hepatocytes assessed as inhibition of D-galactosamine/TNFalpha-induced cytotoxicity after 20 hrs by MTT assay relative to untreated control	[PMID: 19775895]
HepG2	IC₅₀	>10 μM Compound: Piperine	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 72 hrs by MTT assay Cytotoxicity against human HepG2 cells assessed as reduction in cell viability after 72 hrs by MTT assay	[PMID: 33026807]
HepG2 2.2.15	CC₅₀	2.35 mM Compound: 7	Cytotoxicity against human HepG2(2.2.15) cells Cytotoxicity against human HepG2(2.2.15) cells	[PMID: 23434420]
HepG2 2.2.15	IC₅₀	0.14 mM Compound: 7	Antiviral activity against Hepatitis B virus-infected human HepG2(2.2.15) cells assessed as inhibition of HBeAg secretion Antiviral activity against Hepatitis B virus-infected human HepG2(2.2.15) cells assessed as inhibition of HBeAg secretion	[PMID: 23434420]
HepG2 2.2.15	IC₅₀	0.15 mM Compound: 7	Antiviral activity against Hepatitis B virus-infected human HepG2(2.2.15) cells assessed as inhibition of HBsAg secretion Antiviral activity against Hepatitis B virus-infected human HepG2(2.2.15) cells assessed as inhibition of HBsAg secretion	[PMID: 23434420]
HUVEC	IC₅₀	100 μM Compound: Piperine	Antiinflammatory activity in HUVEC assessed as inhibition of TNFalpha-induced ICAM-1 expression incubated for 2 hrs prior to TNFalpha challenge measured after 16 hrs by ELISA Antiinflammatory activity in HUVEC assessed as inhibition of TNFalpha-induced ICAM-1 expression incubated for 2 hrs prior to TNFalpha challenge measured after 16 hrs by ELISA	10.1039/C2MD20216F
IMR-32	IC₅₀	10.19 μM Compound: Piperine	Antiproliferative activity in human IMR32 cells assessed as reduction in cell number incubated for 48 hrs by SRB assay Antiproliferative activity in human IMR32 cells assessed as reduction in cell number incubated for 48 hrs by SRB assay	[PMID: 30108756]
IMR-32	IC₅₀	89 μM Compound: 1	Cytotoxicity against Homo sapiens (human) IMR32 cells by SRB assay Cytotoxicity against Homo sapiens (human) IMR32 cells by SRB assay	10.1007/s00044-010-9500-5
L929	IC₅₀	42 μM Compound: 10	Cytoprotective activity in mouse L929 cells assessed as inhibition of TNF-alpha-induced cytotoxicity by MTT assay relative to untreated control Cytoprotective activity in mouse L929 cells assessed as inhibition of TNF-alpha-induced cytotoxicity by MTT assay relative to untreated control	[PMID: 19775895]
MCF7	IC₅₀	0.99 μmol Compound: 1	Cytotoxicity against Homo sapiens (human) MCF7 cells after 48 hr by MTT assay Cytotoxicity against Homo sapiens (human) MCF7 cells after 48 hr by MTT assay	10.1007/s00044-013-0541-4
MCF7	IC₅₀	12.96 μM Compound: Piperine	Antiproliferative activity in human MCF7 cells assessed as reduction in cell number incubated for 48 hrs by SRB assay Antiproliferative activity in human MCF7 cells assessed as reduction in cell number incubated for 48 hrs by SRB assay	[PMID: 30108756]
MCF7	IC₅₀	99 μM Compound: 1	Cytotoxicity against Homo sapiens (human) MCF7 cells by SRB assay Cytotoxicity against Homo sapiens (human) MCF7 cells by SRB assay	10.1007/s00044-010-9500-5
MDA-MB-231	IC₅₀	58.45 μg/mL Compound: 3	Cytotoxicity against Homo sapiens (human) MDA-MB-231 cells assessed as growth inhibition by MTT assay Cytotoxicity against Homo sapiens (human) MDA-MB-231 cells assessed as growth inhibition by MTT assay	10.1007/s00044-012-0397-z
Oocyte	EC₅₀	52 μM Compound: 5	Activation of rat GABA alpha-1-beta-2-gamma-2 receptor expressed in xenopus oocytes assessed as potentiation of GABA-induced chloride current after 90 secs by two microplate electrode voltage clamp assay Activation of rat GABA alpha-1-beta-2-gamma-2 receptor expressed in xenopus oocytes assessed as potentiation of GABA-induced chloride current after 90 secs by two microplate electrode voltage clamp assay	[PMID: 20085307]
PC-3	IC₅₀	>50 μM Compound: 1	Cytotoxicity against Homo sapiens (human) PC3 cells by SRB assay Cytotoxicity against Homo sapiens (human) PC3 cells by SRB assay	10.1007/s00044-010-9500-5
SW480	IC₅₀	<200 μM Compound: 58	Anticancer activity against human SW480 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Anticancer activity against human SW480 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 33445154]
WI-38	IC₅₀	8.8 μM Compound: 2	Induction of senescence in human WI-38 cells Induction of senescence in human WI-38 cells	[PMID: 38436272]

In Vitro

Piperine could enhance the bioavailabilities of other drugs including Rosuvastatin (HY-17504A), Peurarin (HY-N0145) and Docetaxel (HY-B0011) via inhibition of CYP3A and P-glycoprotein activity^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

285.34

Formula

C₁₇H₁₉NO₃

CAS No.

7780-20-3

Appearance

Solid

Color

Light yellow to yellow

SMILES

O=C(N1CCCCC1)/C=C/C=C/C2=CC=C(OCO3)C3=C2

Structure Classification

Initial Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Store at room temperature 3 years

In solvent	-80°C	2 years
	-20°C	1 year

Purity & Documentation

Purity: 98.91%

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Data Sheet (265 KB) SDS (392 KB)

COA (245 KB)

Handling Instructions (2659 KB)

References

[1]. Chenrui Li, et al. Non-linear pharmacokinetics of piperine and its herb-drug interactions with docetaxel in Sprague-Dawley rats. J Pharm Biomed Anal. 2016 Sep 5:128:286-293. [Content Brief]

(E/Z)-Piperine Related Classifications

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Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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(E/Z)-Piperine (Synonyms: (E/Z)-Bioperine; (E/Z)-1-Piperoylpiperidine)

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