2-tert-Butyl-1,4-benzoquinone

Name: 2-tert-Butyl-1,4-benzoquinone
Brand: MedChemExpress
SKU: HY-W017187
Rating: 4.5 (0 reviews)

Cat. No.: HY-W017187 Purity: 99.00%: Data Sheet
COA

SDS
Handling Instructions
FAQs
Technical Support

2-tert-Butyl-1,4-benzoquinone is a food additive oxidant, an electrophilic metabolite of Butylated hydroxyanisole (HY-B1066), and an antibacterial agent. 2-tert-Butyl-1,4-benzoquinone reduces virulence factors, activates Nrf2, and induces S-arylation of its negative regulator Keap1. 2-tert-Butyl-1,4-benzoquinone induces HO-1. 2-tert-Butyl-1,4-benzoquinone exhibits quorum sensing inhibitory activity against Chromobacterium violaceum.

연구목적의 판매만을 진행합니다. 환자를 대상으로 한 판매는 하지 않습니다.

2-tert-Butyl-1,4-benzoquinone 화학구조

CAS No. : 3602-55-9

사이즈	재고	수량
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	해외재고보유	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	해외재고보유	Estimated Time of Arrival: December 31
Solid
10 g	해외재고보유	Estimated Time of Arrival: December 31
25 g	해외재고보유	Estimated Time of Arrival: December 31
50 g	해외재고보유	Estimated Time of Arrival: December 31
100 g	해외재고보유	Estimated Time of Arrival: December 31
250 g	해외재고보유	Estimated Time of Arrival: December 31
> 100 g	견적 받기

or 대량구매 문의

* 장바구니에 담기 전 물품의 수량을 선택해 주십시오.

This product is a controlled substance and not for sale in your territory.

고객리뷰

Based on 1 Customer Validation

Featured Recommendations

•Related Screening Libraries:

•Related Small Molecules:

•Related Proteins:

View All Heme Oxygenase (HO) Isoform Specific Products:

View All Isoforms

HO-1 HO-2

Biological Activity
순도&문서
References
고객리뷰

제품 설명

IC₅₀ & Target^[1]

HO-1

Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	5.7 μM Compound: 12	Growth inhibition of human A2780 cells after 72 hrs by SRB assay Growth inhibition of human A2780 cells after 72 hrs by SRB assay	[PMID: 29519737]
A2780cis	IC₅₀	4.9 μM Compound: 12	Growth inhibition of human A2780cis cells after 72 hrs by SRB assay Growth inhibition of human A2780cis cells after 72 hrs by SRB assay	[PMID: 29519737]
A549	IC₅₀	47.02 μM Compound: 2	Cytotoxicity against human A549 cells assessed as cell survival after 72 hrs by MTT assay Cytotoxicity against human A549 cells assessed as cell survival after 72 hrs by MTT assay	[PMID: 26476666]
HaCaT	IC₅₀	95 μM Compound: 1; TBHQ	Cytotoxicity against human HaCaT cells after 72 hrs by MTT assay Cytotoxicity against human HaCaT cells after 72 hrs by MTT assay	[PMID: 27128177]
HeLa	IC₅₀	44.08 μM Compound: 2	Cytotoxicity against human HeLa cells assessed as cell survival after 72 hrs by MTT assay Cytotoxicity against human HeLa cells assessed as cell survival after 72 hrs by MTT assay	[PMID: 26476666]
K562	IC₅₀	15.54 μM Compound: 2	Cytotoxicity against human K562 cells assessed as cell survival after 72 hrs by MTT assay Cytotoxicity against human K562 cells assessed as cell survival after 72 hrs by MTT assay	[PMID: 26476666]
MDA-MB-453	IC₅₀	56.83 μM Compound: 2	Cytotoxicity against human MDA-MB-453 cells assessed as cell survival after 72 hrs by MTT assay Cytotoxicity against human MDA-MB-453 cells assessed as cell survival after 72 hrs by MTT assay	[PMID: 26476666]
MRC5	IC₅₀	> 200 μM Compound: 2	Cytotoxicity against human MRC5 cells assessed as cell survival after 72 hrs by MTT assay Cytotoxicity against human MRC5 cells assessed as cell survival after 72 hrs by MTT assay	[PMID: 26476666]
NCI-H460	IC₅₀	72 μM Compound: 1; TBHQ	Cytotoxicity against multidrug resistant human NCI-H460 cells after 72 hrs by MTT assay Cytotoxicity against multidrug resistant human NCI-H460 cells after 72 hrs by MTT assay	[PMID: 27128177]
NCI-H460	IC₅₀	> 100 μM Compound: 1; TBHQ	Cytotoxicity against human NCI-H460 cells after 72 hrs by MTT assay Cytotoxicity against human NCI-H460 cells after 72 hrs by MTT assay	[PMID: 27128177]
OVCAR-8	IC₅₀	10 μM Compound: 12	Growth inhibition of human OVCAR8 cells after 72 hrs by SRB assay Growth inhibition of human OVCAR8 cells after 72 hrs by SRB assay	[PMID: 29519737]

In Vitro

2-tert-Butyl-1,4-benzoquinone (12.5-500 μg/mL; 17 h, MIC assay; 12.5-50 μg/mL; 24 h, growth curve assay) has a minimum inhibitory concentration of 125 μg/mL against Chromobacterium violaceum ATCC12472, and sub-MIC concentrations (12.5, 25, 50 μg/mL) do not significantly inhibit bacterial growth over 24 h^[1].
2-tert-Butyl-1,4-benzoquinone (12.5-50 μg/mL; 17 h) dose-dependently inhibits C10‒HSL production in Chromobacterium violaceum ATCC12472, reducing production by 65% at a concentration of 50 μg/mL after 17 h incubation^[1].
2-tert-Butyl-1,4-benzoquinone (12.5-50 μg/mL; 17 h) dose-dependently inhibits the production of violacein, chitinase, and hemolysin in Chromobacterium violaceum ATCC12472, with maximum inhibitions of 70.6%, 72%, and 70.5%, respectively, at a concentration of 50 μg/mL after 17 h incubation^[1].
2-tert-Butyl-1,4-benzoquinone (12.5-50 μg/mL; 48 h) dose-dependently inhibits the swimming motility of Chromobacterium violaceum ATCC12472, reducing motility by 88.45% at a concentration of 50 μg/mL after 48 h incubation^[1].
2-tert-Butyl-1,4-benzoquinone (50 μg/mL; 24 h, combined with 0.2 μg/mL ciprofloxacin) synergistically inhibits biofilm formation by 73.27% and reduces cell survival in Chromobacterium violaceum ATCC12472 biofilms after 24 h incubation^[1].
2-tert-Butyl-1,4-benzoquinone (50 μM; 0.5, 1, 3, 6, 9 h) activates Nrf2 (peaking at 3 h) and induces HO-1 in HepG2 cells, and these effects are enhanced by GSH depletion and diminished by thiol enhancement, consistent with GSH-dependent S-transarylation of TBQ-modified Keap1^[2].

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

Western Blot Analysis^[2]

Cell Line:	HepG2 human hepatocellular carcinoma cells
Concentration:	50 μM (TBQ)
Incubation Time:	0.5, 1, 3, 6, 9 h (TBQ incubations)
Result:	Activates Nrf2, with peak activation at 3 h followed by a decline. Induces HO-1 in a time-dependent manner. Shows pretreatment with GSH-depleting BSO significantly maintains TBQ-mediated Nrf2 activation. Shows pretreatment with NAC (which enhances thiol levels) markedly diminishes TBQ-mediated Nrf2 activation. Shows analogous effects for HO-1 induction, with BSO sustaining and NAC reducing TBQ-mediated HO-1 expression.

In Vivo

2-tert-Butyl-1,4-benzoquinone (50 μg/mL; continuous exposure; 120 h) increases the 120-h survival rate of C. elegans infected with C. violaceum to 44.4%^[1].

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

Animal Model:	adult nematodes^[1]
Dosage:	50 μg/mL
Administration:	continuous exposure; 120 h
Result:	Increased the 120-h survival rate of infected C. elegans to 44.4%.

분자량

164.20

화학식

C₁₀H₁₂O₂

CAS No.

3602-55-9

Appearance

Solid

Color

Light yellow to yellow

SMILES

CC(C)(C1=CC(C=CC1=O)=O)C

선적

Room temperature in continental US; may vary elsewhere.

보관

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

용액&용해도

In Vitro:

DMSO : 100 mg/mL (609.01 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	6.0901 mL	30.4507 mL	60.9013 mL
5 mM	1.2180 mL	6.0901 mL	12.1803 mL
10 mM	0.6090 mL	3.0451 mL	6.0901 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.

몰농도 계산기
농도 희석 계산기

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 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.

Calculation results:

Working solution concentration: mg/mL

순도&문서

Purity: 99.00%

Select Batch:

Data Sheet (278 KB) SDS (393 KB)

COA (252 KB) HNMR (122 KB) GC (214 KB)

Handling Instructions (2659 KB)

References

[1]. Xu K Z, et al. 2-tert-Butyl-1, 4-benzoquinone, a food additive oxidant, reduces virulence factors of Chromobacterium violaceum[J]. Lwt, 2022, 163: 113569.

[2]. Abiko Y, et al. Interaction of Keap1 modified by 2-tert-butyl-1,4-benzoquinone with GSH: evidence for S-transarylation. Chem Res Toxicol. 2013 Jul 15;26(7):1080-7. [Content Brief]

Complete Stock Solution Preparation Table

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

DMSO	1 mM	6.0901 mL	30.4507 mL	60.9013 mL	152.2534 mL
	5 mM	1.2180 mL	6.0901 mL	12.1803 mL	30.4507 mL
	10 mM	0.6090 mL	3.0451 mL	6.0901 mL	15.2253 mL
	15 mM	0.4060 mL	2.0300 mL	4.0601 mL	10.1502 mL
	20 mM	0.3045 mL	1.5225 mL	3.0451 mL	7.6127 mL
	25 mM	0.2436 mL	1.2180 mL	2.4361 mL	6.0901 mL
	30 mM	0.2030 mL	1.0150 mL	2.0300 mL	5.0751 mL
	40 mM	0.1523 mL	0.7613 mL	1.5225 mL	3.8063 mL
	50 mM	0.1218 mL	0.6090 mL	1.2180 mL	3.0451 mL
	60 mM	0.1015 mL	0.5075 mL	1.0150 mL	2.5376 mL
	80 mM	0.0761 mL	0.3806 mL	0.7613 mL	1.9032 mL
	100 mM	0.0609 mL	0.3045 mL	0.6090 mL	1.5225 mL