504-20-1
Chemical Structure
Phorone
Synonym(s): Diisopropylidene acetone
- CAS No.: 504-20-1
- Formula:C9H14O
- Molecular Weight:138.21
IUPAC Name: 2,6-dimethylhepta-2,5-dien-4-one
InChIKey: MTZWHHIREPJPTG-UHFFFAOYSA-N
SMILES: O=C(/C=C(C)/C)/C=C(C)\C
Biological Activity: Phorone (Diisopropylidene acetone) is a glutathione (GSH)-depleting agent with a Km of 0.9 mM. Phorone exacerbates the hepatotoxicity of substances such as Acetaminophen (HY-66005) by depleting GSH, while also inducing heme oxygenase (HO) activity and reducing the binding capacity of hepatic glucocorticoid receptor (GRc). Phorone specifically depletes intracellular free GSH primarily through glutathione S-transferase (GST)-mediated enzymatic conjugation, a process that is independent of oxidative stress pathways. Phorone can be used for research on liver injury and hepatotoxicity[1][2][3][4][5][6][7].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Phorone | 99.9% | Phorone (Diisopropylidene acetone) is a glutathione (GSH)-depleting agent with a Km of 0.9 mM. Phorone exacerbates the hepatotoxicity of substances such as Acetaminophen (HY-66005) by depleting GSH, while also inducing heme oxygenase (HO) activity and reducing the binding capacity of hepatic glucocorticoid receptor (GRc). Phorone specifically depletes intracellular free GSH primarily through glutathione S-transferase (GST)-mediated enzymatic conjugation, a process that is independent of oxidative stress pathways. Phorone can be used for research on liver injury and hepatotoxicity. | ||||||||||||||||||||
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References
- [1]. Saito M, et al. Induction of heme oxygenase by phorone (diisopropylidene acetone), a potent glutathione-depleting agent, is not mediated by glutathione depletion and lipid peroxidation. J Clin Biochem Nutr. 1996;21:45-55.
- [2]. Mostert V, et al. Serum iron increases with acute induction of hepatic heme oxygenase-1 in mice. Drug metabolism reviews. 2007;39(2-3):619-26. [Content Brief]
- [3]. Hentze H, et al. CD95-Mediated murine hepatic apoptosis requires an intact glutathione status. Hepatology (Baltimore, Md.). 1999 Jul;30(1):177-85.
- [4]. Masukawa T, et al. Tissue-specific induction of intestinal glutathione S-transferases by alpha beta-unsaturated carbonyl compounds. Experientia. 1984 Nov 15;40(11):1272-3.
- [5]. Gandy J, et al. Effects of reproductive tract glutathione enhancement and depletion on ethyl methanesulfonate-induced dominant lethal mutations in Sprague-Dawley rats. Teratogenesis, carcinogenesis, and mutagenesis. 1992;12(2):61-70.
- [6]. van Doorn R, et al. Synergistic effects of phorone on the hepatotoxicity of bromobenzene and paracetamol in mice. Toxicology. 1978 Nov;11(3):225-33. [Content Brief]
- [7]. Sunahara GI, et al. Phorone (diisopropylidene acetone), a glutathione depletor, decreases rat glucocorticoid receptor binding in vivo. Carcinogenesis. 1992 Jul;13(7):1083-9. [Content Brief]
