Pironetin

Name: Pironetin
Brand: MedChemExpress
SKU: HY-116446
Rating: 4.5 (1 reviews)

Cat. No.: HY-116446 Purity: 97.94%: FAQs
Data Sheet SDS COA Handling Instructions

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Pironetin is an α/β unsaturated lactone isolated from Streptomyces species. Pironetin binds to α-tubulin and is a potent inhibitor of microtubule polymerization, and has cell cycle arrest and antitumor activity.

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

Pironetin Chemical Structure

CAS No. : 151519-02-7

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1 mg	USD 1080	In-stock	Estimated Time of Arrival: December 31
5 mg	USD 3250	In-stock	Estimated Time of Arrival: December 31
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Based on 1 publication(s) in Google Scholar

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Description

IC₅₀ & Target

Microtubule^[1]

Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	0.0029 μM Compound: Pironetin	Cytotoxicity against compound-sensitive human A2780 cells after 24 hrs by MTT assay Cytotoxicity against compound-sensitive human A2780 cells after 24 hrs by MTT assay	[PMID: 21396747]
A2780	IC₅₀	0.008 μM Compound: pironetin	Cytotoxicity against human A2780 cells after 24 hrs by MTT assay Cytotoxicity against human A2780 cells after 24 hrs by MTT assay	[PMID: 25426924]
A2780	GI₅₀	22.2 nM Compound: 1	Inhibition of tubulin alpha in human A2780 cells assessed as cell growth inhibition after 48 hrs by MTT assay Inhibition of tubulin alpha in human A2780 cells assessed as cell growth inhibition after 48 hrs by MTT assay	[PMID: 30693770]
A2780 ADR	IC₅₀	0.003 μM Compound: Pironetin	Cytotoxicity against compound-resistant human A2780AD cells after 24 hrs by MTT assay Cytotoxicity against compound-resistant human A2780AD cells after 24 hrs by MTT assay	[PMID: 21396747]
A2780 ADR	IC₅₀	0.025 μM Compound: pironetin	Cytotoxicity against human A2780AD cells after 24 hrs by MTT assay Cytotoxicity against human A2780AD cells after 24 hrs by MTT assay	[PMID: 25426924]
A549	GI₅₀	7.5 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against human A549 cells assessed as reduction in growth after 4 days by HCS assay Cytotoxicity against human A549 cells assessed as reduction in growth after 4 days by HCS assay	[PMID: 31130264]
DC3F	GI₅₀	9.5 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against hamster DC-3F cells assessed as reduction in growth after 4 days by HCS assay Cytotoxicity against hamster DC-3F cells assessed as reduction in growth after 4 days by HCS assay	[PMID: 31130264]
EL4	GI₅₀	15 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against C57BL/6 mouse EL4 cells assessed as reduction in growth after 3 days Cytotoxicity against C57BL/6 mouse EL4 cells assessed as reduction in growth after 3 days	[PMID: 31130264]
HCT-15	IC₅₀	< 0.015 μM Compound: Pironetin	Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay Cytotoxicity against human HCT15 cells after 48 hrs by sulforhodamine B assay	[PMID: 30601004]
HEK293	IC₅₀	0.017 μM Compound: pironetin	Cytotoxicity against human HEK293 cells after 3 days by MTT assay Cytotoxicity against human HEK293 cells after 3 days by MTT assay	[PMID: 25426924]
HEK293	IC₅₀	0.017 μM Compound: Pironetin	Cytotoxicity against HEK293 cells assessed as inhibition of cell growth after 72 hrs by MTT assay Cytotoxicity against HEK293 cells assessed as inhibition of cell growth after 72 hrs by MTT assay	[PMID: 25240870]
HeLa	IC₅₀	0.092 μM Compound: Pironetin	Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay Cytotoxicity against human HeLa cells after 48 hrs by sulforhodamine B assay	[PMID: 30601004]
HL-60	GI₅₀	20 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against human HL60 cells assessed as reduction in growth after 24 hrs by MTT assay Cytotoxicity against human HL60 cells assessed as reduction in growth after 24 hrs by MTT assay	[PMID: 31130264]
HT-29	IC₅₀	0.0064 μM Compound: pironetin	Cytotoxicity against human HT-29 cells after 3 days by MTT assay Cytotoxicity against human HT-29 cells after 3 days by MTT assay	[PMID: 25426924]
HT-29	IC₅₀	0.0064 μM Compound: Pironetin	Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth after 72 hrs by MTT assay Cytotoxicity against human HT-29 cells assessed as inhibition of cell growth after 72 hrs by MTT assay	[PMID: 25240870]
K562	GI₅₀	17.3 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against human K562 cells assessed as reduction in growth after 4 days by MTT assay Cytotoxicity against human K562 cells assessed as reduction in growth after 4 days by MTT assay	[PMID: 31130264]
K562/Adr	GI₅₀	16 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against human K562/ADR cells assessed as reduction in growth after 4 days by MTT assay Cytotoxicity against human K562/ADR cells assessed as reduction in growth after 4 days by MTT assay	[PMID: 31130264]
MCF7	IC₅₀	0.006 μM Compound: pironetin	Cytotoxicity against human MCF7 cells after 3 days by MTT assay Cytotoxicity against human MCF7 cells after 3 days by MTT assay	[PMID: 25426924]
MCF7	IC₅₀	0.006 μM Compound: Pironetin	Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth after 72 hrs by MTT assay Cytotoxicity against human MCF7 cells assessed as inhibition of cell growth after 72 hrs by MTT assay	[PMID: 25240870]
MCF7	IC₅₀	0.015 μM Compound: Pironetin	Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay Cytotoxicity against human MCF7 cells after 48 hrs by sulforhodamine B assay	[PMID: 30601004]
MCF7	GI₅₀	5 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against human MCF7 cells assessed as reduction in growth after 3 days by MTT assay Cytotoxicity against human MCF7 cells assessed as reduction in growth after 3 days by MTT assay	[PMID: 31130264]
MDA-MB-231	GI₅₀	4.6 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against human MDA-MB-231 cells assessed as reduction in growth after 4 days by HCS assay Cytotoxicity against human MDA-MB-231 cells assessed as reduction in growth after 4 days by HCS assay	[PMID: 31130264]
NCI-H69	GI₅₀	17.5 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against human H69 cells assessed as reduction in growth after 7 days by MTT assay Cytotoxicity against human H69 cells assessed as reduction in growth after 7 days by MTT assay	[PMID: 31130264]
P388	GI₅₀	100 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against mouse P388 cells assessed as reduction in growth after 24 hrs by MTT assay Cytotoxicity against mouse P388 cells assessed as reduction in growth after 24 hrs by MTT assay	[PMID: 31130264]
T98G	GI₅₀	7.5 nM Compound: 1; (-)-PA-48153C	Cytotoxicity against human T98G cells assessed as reduction in growth after 4 days by MTS assay Cytotoxicity against human T98G cells assessed as reduction in growth after 4 days by MTS assay	[PMID: 31130264]

In Vitro

Pironetin (20-100 ng/mL; 24 hours; 3Y1 cells) treatment arrests the cell cycle progression at G2/M in 3Y1 cells^[1].
Pironetin (1-10000 ng/mL; 3 days; HeLa, A2780 and K-NRK cells) treatment inhibits the cell proliferation. IC₅₀ values against these cell lines are almost 10 ng/mL^[1].

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

Cell Cycle Analysis^[1]

Cell Line:	3Y1 cells
Concentration:	20 ng/mL, 50 ng/mL, 100 ng/mL
Incubation Time:	24 hours
Result:	Arrested the cell cycle progression at G2/M in3Y1 cells.

Cell Proliferation Assay^[1]

Cell Line:	HeLa, A2780 and K-NRK cells
Concentration:	1 ng/mL, 10 ng/mL, 100 ng/mL, 1000 ng/mL and 10000 ng/mL
Incubation Time:	3 days
Result:	Inhibited the cell proliferation.

In Vivo

Pironetin (0.78-6.25 mg/kg; intraperitoneal injection; daily; for 5 days; female CDF1-SLC mice) treatment shows a moderate antitumor effect, however, a severe weight loss is observed as a side effect^[1].

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

Animal Model:	Female CDF1-SLC mice (10 weeks) injected with P388 murine leukemia cells^[1]
Dosage:	0.78 mg/kg, 1.56 mg/kg, 3.13 mg/kg, 6.25 mg/kg
Administration:	Intraperitoneal injection; daily; for 5 days
Result:	Showed a moderate antitumor effect.

Molecular Weight

324.45

Formula

C₁₉H₃₂O₄

CAS No.

151519-02-7

Appearance

Oil

Color

Colorless to off-white

SMILES

O=C1C=C[C@H]([C@H](O1)C[C@H]([C@@H]([C@@H]([C@H](C/C=C/C)C)OC)C)O)CC

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Pure form	-20°C	3 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : < 1 mg/mL (insoluble or slightly soluble)

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Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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Please enter the basic information of animal experiments:

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Calculation results:

Working solution concentration: mg/mL

Purity & Documentation

Purity: 97.94%

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Data Sheet (270 KB) SDS (251 KB)

COA (245 KB) RP-HPLC (318 KB)

Handling Instructions (2659 KB)

References

[1]. Kondoh M, et al. Cell cycle arrest and antitumor activity of pironetin and its derivatives. Cancer Lett. 1998 Apr 10;126(1):29-32. [Content Brief]

[2]. Yang J, et al. Pironetin reacts covalently with cysteine-316 of α-tubulin to destabilize microtubule. ] Nat Commun. 2016 Jun 30;7:12103. [Content Brief]

Pironetin Related Classifications

Help & FAQs

Do most proteins show cross-species activity?
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.

Keywords:

Pironetin151519-02-7Microtubule/TubulinInhibitorinhibitorinhibit

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Pironetin

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