2,5-Di-tert-butylhydroquinone

2,5-Di-tert-butylhydroquinone (BHQ) (Compound 2), an indirect food additive, is a Sarco/endoplasmic reticulum Ca2+ ATPase (SERCA) inhibitor with an IC50 of 400 nM. 2,5-Di-tert-butylhydroquinone disrupts the gating function of the residue Glu309 which prevents Ca2+ from reaching their binding site. 2,5-Di-tert-butylhydroquinone regulates the activity of 5-lipoxygenase and COX-2 (IC50: 1.8 and 14.1 μM for 5-LO and COX-2, respectively) [1][2].

Product Specifications

CAS Number

[88-58-4]

UNSPSC

12352005

Hazard Statement

H301, H317, H335, H410

Target

Calcium Channel; COX; Lipoxygenase

Type

Reference compound

Related Pathways

Immunology/Inflammation; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling

Applications

COVID-19-immunoregulation

Field of Research

Cancer; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/2-5-di-tert-butylhydroquinone.html

Purity

99.90

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

OC1=CC(C(C)(C)C)=C(O)C=C1C(C)(C)C

Molecular Formula

C14H22O2

Molecular Weight

222.33

Precautions

H301, H317, H335, H410

References & Citations

[1]Zsofia Kutil, et al. The influence of the quinone antioxidants tert-butylhydroquinone and 2,5-di-tert-butylhydroquinone on the arachidonic acid metabolism in vitro. Food and Agricultural Immunology. Volume 26, 2015-Issue 4.|[2]Kempton RJ, et al. Heck- and Suzuki-coupling approaches to novel hydroquinone inhibitors of calcium ATPase. Beilstein J Org Chem. 2019 Apr 24;15:971-975.