Butein (Synonyms: 2’,3,4,4’-tetrahydroxy Chalcone)

Name: Butein
Brand: MedChemExpress
SKU: HY-16558
Rating: 5.0 (6 reviews)

Cat. No.: HY-16558 Purity: 99.64%: Data Sheet
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Butein is a cAMP-specific PDE inhibitor with an IC₅₀ of 10.4 μM for PDE4. Butein is a specific protein tyrosine kinase inhibitor with IC₅₀s of 16 and 65 μM for EGFR and p60^c-src in HepG2 cells. Butein sensitizes HeLa cells to Cisplatin through AKT and ERK/p38 MAPK pathways by targeting FoxO3a. Butein is a SIRT1 activator (STAC).

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

CAS No. : 487-52-5

Size	Stock	Quantity

Free Sample (0.1 - 0.2 mg)	Apply Now
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid
2 mg	In-stock	Estimated Time of Arrival: December 31
5 mg	In-stock	Estimated Time of Arrival: December 31
10 mg	In-stock	Estimated Time of Arrival: December 31
50 mg	In-stock	Estimated Time of Arrival: December 31
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Customer Review

Based on 6 publication(s) in Google Scholar

Other Forms of Butein:

Butein (Standard) Get quote

6 Publications Citing Use of MCE Butein

Cell Proliferation/Viability Assay

Cell Imaging/Staining

ELISA

In Vivo Efficacy Study

: Butein purchased from MedChemExpress. Usage Cited in: Cell Commun Signal. 2024 Jun 7;22(1):315. [Abstract]; Cell viability of Butein (10, 20, 30, 40, 50, 60, 70, 80, 90 μM).

: Butein purchased from MedChemExpress. Usage Cited in: Cell Commun Signal. 2024 Jun 7;22(1):315. [Abstract]; BMDMs were primed with LPS for 4 h and then treated with Butein (2.5, 5, 10 μM) for 1 h before stimulation with Nigericin for 1 h. Western blot analyses of pro-IL-1β, caspase-1 p45, NLRP3, and ASC in lysates (Input) and IL-1β p17, caspase-1 p20 in culture supernatants (SN).

: Butein purchased from MedChemExpress. Usage Cited in: Cell Commun Signal. 2024 Jun 7;22(1):315. [Abstract]; LPS-primed BMDMs were treated with Butein (2.5, 5, 10 μM) for 1 h prior to stimulation with Nigericin for 1 h. BMDMs were then stained with Hoechst 33,342 followed by PI. Cells were observed by fluorescence microscope.

: Butein purchased from MedChemExpress. Usage Cited in: Cell Commun Signal. 2024 Jun 7;22(1):315. [Abstract]; BMDMs were treated with LPS for 4 h and then stimulated with Butein (2.5, 5, 10 μM) for 1 h (butein after LPS) or treated with butein for 1 h and then stimulated with LPS for 4 h (butein before LPS). TNF-α and IL-6 secretion in SN was measured by ELISA.

: Butein purchased from MedChemExpress. Usage Cited in: Cell Commun Signal. 2024 Jun 7;22(1):315. [Abstract]; Mice received Butein (10, or 20 mg/kg) by intragastric gavage during the modeling period. Representative the colon lengths.

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Biological Activity
Purity & Documentation
References
Customer Review

Description

Butein is a cAMP-specific PDE inhibitor with an IC₅₀ of 10.4 μM for PDE4^[1]. Butein is a specific protein tyrosine kinase inhibitor with IC₅₀s of 16 and 65 μM for EGFR and p60^c-src in HepG2 cells^[2]. Butein sensitizes HeLa cells to Cisplatin through AKT and ERK/p38 MAPK pathways by targeting FoxO3a^[3]. Butein is a SIRT1 activator (STAC).

IC₅₀ & Target^[1]

EGFR

16 μM (IC₅₀, in HepG2 cells)

PDE4

10.4 μM (IC₅₀)

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	> 20 μM Compound: 4	Inhibition of TNFalpha induced NF-kappaB activation in human A549 cells by luciferase reporter gene assay Inhibition of TNFalpha induced NF-kappaB activation in human A549 cells by luciferase reporter gene assay	[PMID: 19883086]
BV-2	IC₅₀	10.9 μM Compound: 135	Antiinflammatory activity in mouse BV-2 cells assessed as reduction in LPS-induced NO production incubated for 24 hrs by microplate reader analysis Antiinflammatory activity in mouse BV-2 cells assessed as reduction in LPS-induced NO production incubated for 24 hrs by microplate reader analysis	[PMID: 37683361]
BV-2	IC₅₀	10.9 μM Compound: Butein	Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production pretreated for 1 hr followed by LPS addition and measured after 24 hrs by Griess assay Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced nitric oxide production pretreated for 1 hr followed by LPS addition and measured after 24 hrs by Griess assay	[PMID: 28923363]
BV-2	IC₅₀	4.3 μM Compound: Butein	Inhibition of LPS-induced NO production in mouse BV2 cells by Griess assay Inhibition of LPS-induced NO production in mouse BV2 cells by Griess assay	[PMID: 27287369]
C2C12	IC₅₀	18.99 μg/mL Compound: 9	Cytotoxicity against mouse C2C12 cells assessed as reduction in cell viability by MTT assay Cytotoxicity against mouse C2C12 cells assessed as reduction in cell viability by MTT assay	[PMID: 33412152]
K562	IC₅₀	38 μM Compound: Butein	Inhibition of NF-kappaB transactivation in TNF-alpha-stimulated human K562 cells preincubated for 2 hrs followed by TNF-alpha challenge measured after 6 hrs by dual luciferase reporter gene assay Inhibition of NF-kappaB transactivation in TNF-alpha-stimulated human K562 cells preincubated for 2 hrs followed by TNF-alpha challenge measured after 6 hrs by dual luciferase reporter gene assay	[PMID: 24775915]
KB	CC₅₀	9.1 μM Compound: 10b	Compound concentration required to reduce the exponential growth of KB cells by 50% Compound concentration required to reduce the exponential growth of KB cells by 50%	[PMID: 9767632]
MT4	CC₅₀	5.3 μM Compound: 10b	Compound concentration required to reduce the exponential growth of MT-4 cells by 50% Compound concentration required to reduce the exponential growth of MT-4 cells by 50%	[PMID: 9767632]
Macrophage	IC₅₀	43.3 μM Compound: 1	Inhibition of LPS stimulated TNF alpha production in Balb/c mouse peritoneal macrophages measured by ELISA plate reader method Inhibition of LPS stimulated TNF alpha production in Balb/c mouse peritoneal macrophages measured by ELISA plate reader method	[PMID: 32361286]
NIH3T3	IC₅₀	> 20 μM Compound: 1d	Inhibition of cobalt chloride-induced HIF-1 activation expressed in mouse NIH3T3 cells after 8 hrs by luciferase reporter gene assay Inhibition of cobalt chloride-induced HIF-1 activation expressed in mouse NIH3T3 cells after 8 hrs by luciferase reporter gene assay	[PMID: 21112783]
RAW264.7	IC₅₀	35.1 μM Compound: 11	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess assay Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess assay	[PMID: 23743282]
RAW264.7	IC₅₀	5.3 μM Compound: Butein	Inhibition of LPS-induced NO production in mouse RAW264.7 cells by Griess assay Inhibition of LPS-induced NO production in mouse RAW264.7 cells by Griess assay	[PMID: 27287369]
RBL-1	IC₅₀	0.0046 μM Compound: 11	Inhibition of 5-lipoxygenase in rat RBL1 cells Inhibition of 5-lipoxygenase in rat RBL1 cells	10.1007/s00044-013-0745-7
RBL-1	IC₅₀	0.0046 μM Compound: 11	Inhibition of cyclooxygenase in rat RBL1 cells Inhibition of cyclooxygenase in rat RBL1 cells	10.1007/s00044-013-0745-7
RBL-1	IC₅₀	0.0046 μM Compound: 12	In vitro inhibition against 5-lipoxygenase in RBL-1 cells was determined In vitro inhibition against 5-lipoxygenase in RBL-1 cells was determined	[PMID: 8254620]

In Vitro

Butein potently inhibits cAMP-specific phosphodiesterase (type IV) activity with an IC₅₀ of 10.4±0.4 μM. In contrast, phosphodiesterase I, III and V activities were inhibited by Butein above 100 μM^[1].
Butein, a plant polyphenol, is a specific protein tyrosine kinase inhibitor. Butein inhibits not only the EGF-stimulated auto-phosphotyrosine level of EGFR in HepG2 cells but also tyrosine-specific protein kinase activities of EGFR (IC₅₀=16 μM) and p60^c-src (IC₅₀=65 μM) in vitro^[2].
Butein (10, 20, and 40 μM; 24, 48, and 72 hours) inhibits cell growth in a dose- and time-dependent manner^[3].
Butein exhibits anticancer activity through the inhibition of the activation of PKB/AKT and MAPK pathways, which are two pathways known to be involved in resistance to cisplatin. Butein (20 μM) decreases phosphorylation of AKT, ERK and p38 following 24 h of co-treatment with Cisplatin (20 μM)^[3].

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

Cell Viability Assay^[3]

Cell Line:	HeLa cells
Concentration:	10, 20, and 40 μM
Incubation Time:	24, 48, and 72 hours
Result:	Inhibited cell growth in a dose- and time-dependent manner.

Western Blot Analysis^[3]

Cell Line:	HeLa cells
Concentration:	20 µM
Incubation Time:	24 hours
Result:	Decreased phosphorylation of AKT, ERK and p38 co-treatment with Cisplatin (20 µM).

In Vivo

Butein (2 mg/kg every 2 days) in combination with Cisplatin (2 mg/kg every 2 days) for 3 weeks suppresses tumor growth in vivo^[3].

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

Animal Model:	Nude mice (12 female 6- or 7-week old) with subcutaneous tumor xenografts^[3]
Dosage:	2 mg/kg
Administration:	Intraperitoneally; every 2 days; for 3 weeks
Result:	Enhanced the antitumor effects of Cisplatin in vivo.

Molecular Weight

272.25

Formula

C₁₅H₁₂O₅

CAS No.

487-52-5

Appearance

Solid

Color

Light yellow to brown

SMILES

OC1=CC=C(C(/C=C/C2=CC(O)=C(O)C=C2)=O)C(O)=C1

Structure Classification

Initial Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : 50 mg/mL (183.65 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.6731 mL	18.3655 mL	36.7309 mL
5 mM	0.7346 mL	3.6731 mL	7.3462 mL
10 mM	0.3673 mL	1.8365 mL	3.6731 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molarity Calculator
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

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (9.18 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Protocol 2

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: 1.67 mg/mL (6.13 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 1.67 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (16.7 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

Purity & Documentation

Purity: 99.64%

Select Batch:

Data Sheet (278 KB) SDS (393 KB)

COA (247 KB) HNMR (218 KB) LCMS (117 KB)

Handling Instructions (2659 KB)

References

[1]. Yu SM, et al. Endothelium-dependent relaxation of rat aorta by butein, a novel cyclic AMP-specific phosphodiesterase inhibitor.Eur J Pharmacol. 1995 Jun 23;280(1):69-77. [Content Brief]

[2]. Yang EB, et al. Butein, a specific protein tyrosine kinase inhibitor.Biochem Biophys Res Commun. 1998 Apr 17;245(2):435-8. [Content Brief]

[3]. Zhang L, et al. Butein sensitizes HeLa cells to cisplatin through the AKT and ERK/p38 MAPK pathways by targeting FoxO3a.Int J Mol Med. 2015 Oct;36(4):957-66. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	3.6731 mL	18.3655 mL	36.7309 mL	91.8274 mL
	5 mM	0.7346 mL	3.6731 mL	7.3462 mL	18.3655 mL
	10 mM	0.3673 mL	1.8365 mL	3.6731 mL	9.1827 mL
	15 mM	0.2449 mL	1.2244 mL	2.4487 mL	6.1218 mL
	20 mM	0.1837 mL	0.9183 mL	1.8365 mL	4.5914 mL
	25 mM	0.1469 mL	0.7346 mL	1.4692 mL	3.6731 mL
	30 mM	0.1224 mL	0.6122 mL	1.2244 mL	3.0609 mL
	40 mM	0.0918 mL	0.4591 mL	0.9183 mL	2.2957 mL
	50 mM	0.0735 mL	0.3673 mL	0.7346 mL	1.8365 mL
	60 mM	0.0612 mL	0.3061 mL	0.6122 mL	1.5305 mL
	80 mM	0.0459 mL	0.2296 mL	0.4591 mL	1.1478 mL
	100 mM	0.0367 mL	0.1837 mL	0.3673 mL	0.9183 mL

Butein Related Classifications

Help & FAQs

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Butein (Synonyms: 2’,3,4,4’-tetrahydroxy Chalcone)

Customer Review

Other Forms of Butein:

6 Publications Citing Use of MCE Butein

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Biological Activity

Purity & Documentation

References

Customer Review

Molarity Calculator

Dilution Calculator

Complete Stock Solution Preparation Table

Butein Related Classifications

Keywords:

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Butein (Synonyms: 2’,3,4,4’-tetrahydroxy Chalcone)

Customer Review

Other Forms of Butein:

Butein Related Antibodies

6 Publications Citing Use of MCE Butein

Featured Recommendations

•Related Screening Libraries:

•Related Small Molecules:

•Related Proteins:

View All EGFR Isoform Specific Products:

View All Phosphodiesterase (PDE) Isoform Specific Products:

Biological Activity

Purity & Documentation

References

Customer Review

Butein Related Antibodies

Molarity Calculator

Dilution Calculator

Complete Stock Solution Preparation Table

Butein Related Classifications

Keywords:

Your Recently Viewed Products:

Customer Review

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SAFETY DATA SHEET (SDS)

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