Protein Information

Name 11 beta HSD1
Synonyms 11 DH; 11 beta HSD1; 11 beta hydroxysteroid dehydrogenase 1; Corticosteroid 11 beta dehydrogenase isozyme 1; HDL; HSD11; HSD11B; HSD11B1…

Compound Information

Name triadimefon
CAS

Reference List

PubMed Abstract RScore(About this table)
18763812 Kenneke JF, Mazur CS, Ritger SE, Sack TJ: Mechanistic investigation of the noncytochrome P450-mediated metabolism of triadimefon to triadimenol in hepatic microsomes. Chem Res Toxicol. 2008 Oct;21(10):1997-2004. Epub 2008 Sep 3.

Using chemical inhibitors of P450s (i.e., clotrimazole and 1-aminobenzotriazole) and carbonyl reducing enzymes (i.e., glycyrrhetinic acid, quercitrin, and cortisone), both triadimefon depletion and triadimenol formation were found to be mediated by 11 beta-hydroxysteroid dehydrogenase type 1 (11 beta-HSD1).
81(1,1,1,1) Details
19541826 Mazur CS, Kenneke JF, Goldsmith MR, Brown C: Contrasting influence of NADPH and a NADPH-regenerating system on the metabolism of carbonyl-containing compounds in hepatic microsomes. Drug Metab Dispos. 2009 Sep;37(9):1801-5. Epub 2009 Jun 18.

In this study, we compared the effects of direct addition of NADPH and use of an NRS on the P450-mediated transformation of propiconazole and 11 beta-hydroxysteroid dehydrogenase type 1 (HSD1) carbonyl reduction of cortisone and the xenobiotic triadimefon in hepatic microsomes.
In addition, we used in silico predictions as follows: 1) to show that 11 beta-HSD1 carbonyl reduction was energetically more favorable than oxidative P450 transformation; and 2) to calculate chemical binding score and the distance between the carbonyl group and the hydride to be transferred by NADPH to identify other 11 beta-HSD1 substrates for which reaction kinetics may be underestimated by direct addition of NADPH.
1(0,0,0,1) Details