533-73-3
533-73-3
Chemical Structure
1,2,4-Trihydroxybenzene
Synonym(s): Hydroxyhydroquinone
- CAS No.: 533-73-3
- Formula:C6H6O3
- Molecular Weight:126.11
IUPAC Name: benzene-1,2,4-triol
InChIKey: GGNQRNBDZQJCCN-UHFFFAOYSA-N
SMILES: OC1=CC=C(O)C=C1O
Biological Activity: 1,2,4-Trihydroxybenzene (Hydroxyhydroquinone) is an ER stress inducer that targets proteins such as PKR-like ER kinase PERK to induce cytotoxicity. 1,2,4-Trihydroxybenzene selectively activates eIF2α phosphorylation, activates the PERK-eIF2α signaling pathway and induces stress granule formation. 1,2,4-Trihydroxybenzene subsequently exacerbates oxidative stress and causes DNA double-strand breaks, destroying organelles such as mitochondria and ER, and inducing cell death. 1,2,4-Trihydroxybenzene also has the potential to exhibit anti-tumor effect, increase blood pressure, and relieve spasm[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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1,2,4-Trihydroxybenzene | 99.56% | 1,2,4-Trihydroxybenzene (Hydroxyhydroquinone) is an ER stress inducer that targets proteins such as PKR-like ER kinase PERK to induce cytotoxicity. 1,2,4-Trihydroxybenzene selectively activates eIF2α phosphorylation, activates the PERK-eIF2α signaling pathway and induces stress granule formation. 1,2,4-Trihydroxybenzene subsequently exacerbates oxidative stress and causes DNA double-strand breaks, destroying organelles such as mitochondria and ER, and inducing cell death. 1,2,4-Trihydroxybenzene also has the potential to exhibit anti-tumor effect, increase blood pressure, and relieve spasm. | ||||||||||||||||||||
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1,2,4-Trihydroxybenzene (Standard) | ≥98% | 1,2,4-Trihydroxybenzene (Hydroxyhydroquinone) (Standard) is the analytical standard of 1,2,4-Trihydroxybenzene (HY-W010451). This product is intended for research and analytical applications. 1,2,4-Trihydroxybenzene (Hydroxyhydroquinone) is an ER stress inducer that targets proteins such as PKR-like ER kinase PERK to induce cytotoxicity. 1,2,4-Trihydroxybenzene selectively activates eIF2α phosphorylation, activates the PERK-eIF2α signaling pathway and induces stress granule formation. 1,2,4-Trihydroxybenzene subsequently exacerbates oxidative stress and causes DNA double-strand breaks, destroying organelles such as mitochondria and ER, and inducing cell death. 1,2,4-Trihydroxybenzene also has the potential to exhibit anti-tumor effect, increase blood pressure, and relieve spasm. | ||||||||||||||||||||
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4-Chlorocatechol (Standard) | ≥98% | 4-Chlorocatechol (Standard) is the analytical standard of 4-Chlorocatechol. This product is intended for research and analytical applications. 4-Chlorocatechol is a major degradation product of 4-chloro-2-aminophenol (4C2AP). 4-Chlorocatechol is also a substrate for catechol 1,2-dioxygenases and chlorocatechol dioxygenase. | ||||||||||||||||||||
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Pyrogallol | 99.86% | Pyrogallol is a polyphenol compound, which has anti-fungal and anti-psoriatic properties. Pyrogallol is a reductant that is able to generate free radicals, in particular superoxide anions. | ||||||||||||||||||||
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4-Fluororesorcinol | 99.13% | 4‑Fluororesorcinol is a class of fluorinated resorcinol aromatic small molecules that participates in fluorescence-generating chemical reactions under alkaline conditions. 4‑Fluororesorcinol undergoes a fluorescence-generating reaction with dopamine in an alkaline aqueous solution system to produce an azacyclooctane derivative that emits blue fluorescence. 4‑Fluororesorcinol serves as a building block for fluorescent dyes. | ||||||||||||||||||||
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4-Methylcatechol (Standard) | 97.58% | 4-Methylcatechol (Standard) is the analytical standard of 4-Methylcatechol. This product is intended for research and analytical applications. 4-Methylcatechol is an intermediate in the degradation of some alkylbenzenes and an orally active suicide inhibitor of catechol 2,3-dioxygenase (C23O). 4-Methylcatechol induces apoptosis in melanoma cells through oxidative stress, but some studies have also shown that 4-Methylcatechol is carcinogenic. In addition, 4-Methylcatechol has antiplatelet and blood pressure-lowering activities. 4-Methylcatechol can also inhibit protein oxidation in beef but does not disulfide formation. | ||||||||||||||||||||
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Methylhydroquinone | 99.91% | Methylhydroquinone is an orally active COX inhibitor with IC50s of 480.7 μM and 52.2 μM for ovine COX-1 and human recombinant COX-2, respectively. Methylhydroquinone has potential DNA damaging effects: 1) inhibiting COX-1 to reduce prostaglandin synthesis and exert anti-inflammatory activity; 2) inducing DNA single-strand breaks. Methylhydroquinone exerts its effects by competitively binding to the active sites of COX-1 (such as Tyr385, Met522) and non-covalent interactions. | ||||||||||||||||||||
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4-Chlororesorcinol (Standard) | ≥98% | 4-Chlororesorcinol (Standard) is the analytical standard of 4-Chlororesorcinol. This product is intended for research and analytical applications. 4-Chlorobenzene-1,3-diol is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | ||||||||||||||||||||
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Gentisyl alcohol | 99.10% | Gentisyl alcohol has anti-Staphylococcus aureus activity. | ||||||||||||||||||||
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4-Chloro resorcinol-13C6 | 4-Chloro resorcinol-13C6 is the 13C-labeled 4-Chlororesorcinol (HY-W015658). 4-Chlorobenzene-1,3-diol is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | |||||||||||||||||||||
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References
- [1]. Risa Kamae, et al. Hydroxyhydroquinone, a by-product of coffee bean roasting, increases intracellular Ca2+ concentration in rat thymic lymphocytes. Food Chem Toxicol. 2017 Apr;102:39-45. [Content Brief]
- [2]. Jung DM, et al. 1,2,4-trihydroxybenzene induces stress granule formation and causes DNA damage in human keratinocytes. Toxicol In Vitro. 2023 Oct;92:105638. [Content Brief]
- [3]. Park EJ, et al. 1,2,4-trihydroxybenzene induces non-apoptotic cell death via the structural damage of intracellular organelles. Toxicol Appl Pharmacol. 2024 Nov;492:117096. [Content Brief]
- [4]. Inoue S. Effects of 1,3,5-trihydroxybenzene and 2,4,6-trihydroxy-1-propiophenone on the smooth muscle organs. Jpn J Pharmacol. 1969 Jun;19(2):224-33. [Content Brief]
