452-86-8
Chemical Structure
4-Methylcatechol
- CAS No.: 452-86-8
- Formula:C7H8O2
- Molecular Weight:124.14
IUPAC Name: 4-methylbenzene-1,2-diol
InChIKey: ZBCATMYQYDCTIZ-UHFFFAOYSA-N
SMILES: OC1=CC=C(C)C=C1O
Biological Activity: 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[1][2][3][4][5][6].
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4-Methylcatechol | 99.17% | 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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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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4-Methylcatechol-d3 | 98.4% | 4-Methylcatechol-d3 is the deuterium labeled 4-Methylcatechol. 4-Methylcatechol, a metabolite of p-toluate, is a substrate as well as a suicide inhibitor of Catechol 2,3-Dioxygenase. | ||||||||||||||||||||
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References
- [1]. Payton F, et al. 4-Methylcatechol-induced oxidative stress induces intrinsic apoptotic pathway in metastatic melanoma cells. Biochem Pharmacol. 2011 May 15;81(10):1211-8. [Content Brief]
- [2]. Asakawa E, et al. Carcinogenicity of 4-methoxyphenol and 4-methylcatechol in F344 rats. Int J Cancer. 1994 Jan 2;56(1):146-52. [Content Brief]
- [3]. Pourová J, et al. Two flavonoid metabolites, 3,4-dihydroxyphenylacetic acid and 4-methylcatechol, relax arteries ex vivo and decrease blood pressure in vivo. Vascul Pharmacol. 2018 Dec;111:36-43. [Content Brief]
- [4]. Okuta A, et al. Construction of chimeric catechol 2,3-dioxygenase exhibiting improved activity against the suicide inhibitor 4-methylcatechol. Appl Environ Microbiol. 2004 Mar;70(3):1804-10. [Content Brief]
- [5]. Jongberg S, et al. 4-methylcatechol inhibits protein oxidation in meat but not disulfide formation. J Agric Food Chem. 2011 Sep 28;59(18):10329-35. [Content Brief]
- [6]. Applová L, et al. 4-Methylcatechol, a Flavonoid Metabolite with Potent Antiplatelet Effects. Mol Nutr Food Res. 2019 Aug 7;63(20):e1900261. [Content Brief]
