6β hydroxytestosterone

Manufactured by Merck Group

Sourced in United States, China, Germany

6β-hydroxytestosterone is a synthetic steroid compound that is commonly used as a reference standard in analytical and clinical laboratory applications. It serves as a tool for identifying and quantifying the presence of this metabolite in various biological samples. This product is intended for research and development purposes only, and its specific uses should be evaluated by qualified professionals.

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Lab products found in correlation

Quinidine, by Merck Group (14 mentions) Acetaminophen, by Merck Group (14 mentions) Chlorzoxazone, by Merck Group (13 mentions) 4 hydroxydiclofenac, by Merck Group (12 mentions) 6 hydroxychlorzoxazone, by Merck Group (12 mentions) Glucose 6 phosphate dehydrogenase, by Merck Group (12 mentions) Testosterone, by Merck Group (12 mentions) Tranylcypromine, by Merck Group (11 mentions) Diclofenac, by ICN Biomedicals (11 mentions) Dextromethorphan, by ICN Biomedicals (11 mentions) Ketoconazole, by ICN Biomedicals (11 mentions) Clomethiazole, by Merck Group (11 mentions) Furafylline, by Merck Group (11 mentions) 4 hydroxymephenytoin, by Merck Group (11 mentions) Coumarin, by ICN Biomedicals (11 mentions) 7 hydroxycoumarin, by Merck Group (11 mentions) D glucose 6 phosphate, by Merck Group (11 mentions) Paclitaxel, by Merck Group (11 mentions) Corticosterone, by Merck Group (11 mentions) Sulfaphenazole, by Merck Group (10 mentions)

34 protocols using 6β hydroxytestosterone

Lysionotin and Testosterone Characterization

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Lysionotin (≥98%) and testosterone (≥98%) were obtained from the National Institute for the Control of Pharmaceutical and Biological Products (Beijing, China). The chemical structure of lysionotin is shown in Figure 1. d-Glucose-6-phosphate, glucose-6-phosphate dehydrogenase, corticosterone (≥98%), NADP⁺, phenacetin (≥98%), acetaminophen (≥98%), 4-hydroxymephenytoin (≥98%), 7-hydroxy Coumarin (≥98%), 4′-hydroxy diclofenac (≥98%), sulfaphenazole (≥98%), quinidine (≥98%), tranylcypromine (≥98%), chlorzoxazone (≥98%), 6-hydroxychlorzoxazone (≥98%), paclitaxel (≥98%), 6β-hydroxytestosterone (≥98%), clomethiazole (≥98%), and furafylline (≥98%) were obtained from Sigma Chemical Co. Montelukast (≥98%) was obtained from Beijing Aleznova Pharmaceutical (Beijing, China). Coumarin (≥98%), diclofenac (≥98%), dextromethorphan (≥98%), and ketoconazole (≥98%) were purchased from ICN Biomedicals. Pooled HLMs were purchased from BD Biosciences Discovery Labware. All other reagents and solvents were of analytical reagent grade.

Li Y., Qin J., Wu H., Xu Y., Zhang L., Su K., Cui Y, & Wang H. (2020). In vitro inhibitory effect of lysionotin on the activity of cytochrome P450 enzymes. Pharmaceutical Biology, 58(1), 695-700.

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Inhibition of Human Liver Enzymes

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Anemarsaponin BII (≥98%) and testosterone (≥98%) were purchased from the National Institute for the Control of Pharmaceutical and Biological Products (Beijing, China). d-Glucose-6-phosphate, glucose-6-phosphate dehydrogenase, corticosterone (≥98%), NADP⁺, phenacetin (≥98%), acetaminophen (≥98%), 4-hydroxymephenytoin (≥98%), 7-hydroxy Coumarin (≥98%), 4′-hydroxy diclofenac (≥98%), sulfaphenazole (≥98%), quinidine (≥98%), tranylcypromine (≥98%), chlorzoxazone (≥98%), 6-hydroxychlorzoxazone (≥98%), paclitaxel (≥98%), 6β-hydroxytestosterone (≥98%), clomethiazole (≥98%) and furafylline (≥98%) were obtained from Sigma Chemical Co. Montelukast (≥98%) was obtained from Beijing Aleznova Pharmaceutical (Beijing, China). Coumarin (≥98%), diclofenac (≥98%), dextromethorphan (≥98%), and ketoconazole (≥98%) were purchased from ICN Biomedicals. Pooled HLMs were purchased from BD Biosciences Discovery Labware. All other reagents and solvents were of analytical reagent grade.

Wang M., Jiang W., Zhou J., Xue X, & Yin C. (2020). Anemarsaponin BII inhibits the activity of CYP3A4, 2D6, and 2E1 with human liver microsomes. Pharmaceutical Biology, 58(1), 1064-1069.

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Peucedanol Metabolism Assay Protocol

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Peucedanol (≥98%, Figure 1) and testosterone (≥98%) were purchased from the National Institute for the Control of Pharmaceutical and Biological Products (Beijing, China). d-Glucose-6-phosphate, glucose-6-phosphate dehydrogenase, corticosterone (≥98%), NADP⁺, phenacetin (≥98%), acetaminophen (≥98%), 4-hydroxymephenytoin (≥98%), 7-hydroxy Coumarin (≥98%), 4′-hydroxy diclofenac (≥98%), sulfaphenazole (≥98%), quinidine (≥98%), tranylcypromine (≥98%), chlorzoxazone (≥98%), 6-hydroxychlorzoxazone (≥98%), paclitaxel (≥98%), 6β-hydroxytestosterone (≥98%), clomethiazole (≥98%), and furafylline (≥98%) were obtained from Sigma Chemical Co. Montelukast (≥98%) was obtained from Beijing Aleznova Pharmaceutical (Beijing, China). Coumarin (≥98%), diclofenac (≥98%), dextromethorphan (≥98%), and ketoconazole (≥98%) were purchased from ICN Biomedicals. Pooled HLMs were purchased from BD Biosciences Discovery Labware. All other reagents and solvents were of analytical reagent grade.

Zhang C., Li Y., Yin C., Zheng J, & Liu G. (2021). In vitro study on the effect of peucedanol on the activity of cytochrome P450 enzymes. Pharmaceutical Biology, 59(1), 935-940.

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Characterization of Cornin and Testosterone

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Cornin (≥ 98%, Fig. 1) and testosterone (≥ 98%) were purchased from the National Institute for the Control of Pharmaceutical and Biological Products (Beijing, China). D-glucose-6-phosphate, glucose-6-phosphate dehydrogenase, 4′-hydroxy diclofenac (≥ 98%), 4-hydroxymephenytoin (≥ 98%),NADP+, phenacetin (≥ 98%), acetaminophen (≥ 98%), 6β-hydroxytestosterone (≥ 98%), corticosterone (≥ 98%), 7-hydroxy Coumarin (≥ 98%), sulfaphenazole (≥ 98%), tranylcypromine (≥ 98%), chlorzoxazone (≥ 98%), quinidine (≥ 98%), 6-hydroxychlorzoxazone (≥ 98%), paclitaxel (≥ 98%), clomethiazole (≥ 98%), and furafylline (≥ 98%) were obtained from Sigma Chemical Co. Montelukast (≥ 98%) was obtained from Beijing Aleznova Pharmaceutical (Beijing, China). Coumarin (≥ 98%), dextromethorphan (≥ 98%), diclofenac (≥ 98%), and ketoconazole (≥ 98%) were purchased from ICN Biomedicals. Pooled HLMs were purchased from BD Biosciences Discovery Labware. All other reagents and solvents were of analytical reagent grade.
Fig. 1

The chemical structure of cornin

Zhang Q., Qu Z., Zhou Y., Zhou J., Yang J., Li S., Xu Q, & Zhou X. (2021). In vitro study on the effect of cornin on the activity of cytochrome P450 enzymes. BMC Complementary Medicine and Therapies, 21, 138.

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Buspirone Metabolism Assay Protocol

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Buspirone hydrochloride (BP·HCl), Tes (purity > 98%), 6β-hydroxytestosterone (purity > 98%), and gemfibrozil (used as an internal standard, purity > 98%) were purchased from Sigma-Aldrich (St. Louis, MO, USA). 1-PP, 6′-OH-BP, and SKF-525A hydrochloride (used as a positive control drug) were obtained from Toronto Research Chemicals, Inc. (Toronto, CA). An NADPH regenerating system was purchased from BD Gentest Corp. (Woburn, MA, USA). HPLC-grade acetonitrile for liquid chromatography was purchased from Merck (Darmstadt, Germany). Deionized water was prepared by a Millipore Milli-Q Plus system (Millipore Bedford, MA, USA). All other chemicals used were of analytical reagent grade or better.

Wu J., Cheng Z., Zhu L., Lu L., Zhang G., Wang Y., Xu Y., Lin N, & Liu Z. (2014). Coadministration of Pinellia ternata Can Significantly Reduce Aconitum carmichaelii to Inhibit CYP3A Activity in Rats. Evidence-based Complementary and Alternative Medicine : eCAM, 2014, 734867.

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Cytochrome P450 Enzyme Inhibition Assay

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CypExpress^TM 2C19, 2D6 and 3A4 human kits, quercetin (Q), ticlopidine hydrochloride, quinidine, testosterone, 6β-hydroxytestosterone, ketoconazole, fetal bovine serum (FBS), glutamine, penicillin, streptomycin, pyranine (trisodium 8-hydroxypyrene-1,3,6-trisulfonate), bromosulfophthalein, sulforhodamine 101, sodium orthovanadate, probenecid, 5(6)-carboxy-2′,7′-dichlorofluorescein (CDCF), lucifer yellow (LY), and benzbromarone were purchased from Sigma-Aldrich (St. Louis, MO, USA). Nicotinamide adenine dinucleotide phosphate sodium salt (NADP⁺), and glucose-6-phosphate barium salt (G6P) were from Reanal (Budapest, Hungary). S-mephenytoin, 4-hydroxymephenytoin, dextromethorphan, and dextrorphan were obtained from Carbosynth (Berkshire, UK). Isorhamnetin (IR) and Ko143 were purchased from Extrasynthese (Genay Cedex, France) and Tocris Bioscience (Bristol, UK), respectively. Quercetin-3′-sulfate (Q3′S), quercetin-3-glucuronide (Q3G), and isorhamnetin-3-glucuronide (I3G) were synthetized as described previously [46 (link)].

Mohos V., Fliszár-Nyúl E., Ungvári O., Kuffa K., Needs P.W., Kroon P.A., Telbisz Á., Özvegy-Laczka C, & Poór M. (2020). Inhibitory Effects of Quercetin and Its Main Methyl, Sulfate, and Glucuronic Acid Conjugates on Cytochrome P450 Enzymes, and on OATP, BCRP and MRP2 Transporters. Nutrients, 12(8), 2306.

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Characterization of Steroid Metabolism

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Progesterone, 6β-OHP, and 16α-OHP were obtained from Steraloids, Inc. (Newport, RI). 6β-hydroxytestosterone, β-nicotinamide adenine dinucleotide phosphate tetrasodium salt (NADPH), and ketoconazole were purchased from Sigma-Aldrich, Co. (St. Louis, MO). Letrozole, α-naphthoflavone, omeprazole, pilocarpine, quecertin, quinidine, and sulfaphenazole were obtained from Sigma-Aldrich, Santa Cruz Biotechnology (Dallas, TX), or Cayman Chemical (Ann Arbor, MI). Pooled human liver microsomes (HLMs) from 150 individual donors and baculovirus–expressed CYP3A4+b5, CYP3A5+b5 and CYP3A7+b5, CYP2A6, CYP19A1 were purchased from Corning Gentest (Woburn, MA). Acetonitrile (ACN) and methyltert-butyl ether were obtained from Fisher Scientific (Fair Lawn, NJ). All other chemicals were of high performance liquid chromatography (HPLC) grade and purchased from reputable manufacturers.

Quinney S.K., Benjamin T.D., Zheng X, & Patil A.S. (2017). Characterization of Maternal and Fetal CYP3A-Mediated Progesterone Metabolism. Fetal and pediatric pathology, 36(5), 400-411.

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Steroid Synthesis and Purification Protocols

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4-Androstene-3,17-dione and 1,4-androstadiene-3,17-dione were purchased from Tokyo Chemical Industry Company. Cortisol, progesterone, and 2-cyclohexen-1-one were products of Wako Pure Chemical Industries. 4-Androsten-11β-ol-3,17-dione, cortisone, corticosterone, aldosterone, testosterone, 6β-hydroxytestosterone, and dehydroepiandrosterone (DHEA) were from Sigma Chemical Company. Isopropyl β-D-thiogalactopyranoside (IPTG) was from TAKARA. BL21 Escherichia coli host strain was obtained from Stratagene. pGEX-2TK prokaryotic GST fusion vectors and glutathione Sepharose 4B were from GE Healthcare Biosciences. KOD-Plus-Mutagenesis Kit was a product of TOYOBO. Cellulose and silica gel thin-layer chromatography (TLC) plates were from Merck. All other chemicals were of the highest grade commercially available.

Hashiguchi T., Kurogi K., Shimohira T., Teramoto T., Liu M.C., Suiko M, & Sakakibara Y. (2017). Δ4-3-Ketosteroids as a New Class of Substrates for the Cytosolic Sulfotransferases. Biochimica et biophysica acta, 1861(11 Pt A), 2883-2890.

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Characterization of Cytochrome P450 Activity

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Human hepatic microsomes were obtained from Xenotech (Lenexa, KS, USA) and expressed CYP1A2, CYP2C9*1 +OR, CYP2C19 +OR, CYP2E1+OR+ cytochrome b5, CYP2D6*1+OR, and CYP3A4 +OR were purchased from Gentest (Woburn, MA, USA). The designation ‘+OR’ signifies that the preparation contained supplemental, cDNA-expressed cytochrome P450 reductase. Ketoconazole, dextromethorphan, dextrorphan, diclofenac, phenacetin, acetamidophenol, testosterone, 6-β-hydroxy-testosterone, midazolam, quinidine, sulfaphenazole, and nicotinamide adenine dinucleotide phosphate (NADPH) were acquired from Sigma Chemical Co (St Louis, MO, USA). S-(+)-mephenytoin, 4′-hydroxy-mephenytoin, 1′-hydroxy-midazolam, and 4′-hydroxy-diclofenac were obtained from Ultrafine Chemicals (Manchester, UK). 3-N-benzylnirvanol was purchased from Gentest. All other chemicals were the highest grades available.

Martin P., Gillen M., Millson D., Oliver S., Brealey C., Grossbard E.B., Baluom M., Lau D., Sweeny D., Mant T, & Craven K. (2016). Effects of CYP3A4 Inhibitors Ketoconazole and Verapamil and the CYP3A4 Inducer Rifampicin on the Pharmacokinetic Parameters of Fostamatinib: Results from In Vitro and Phase I Clinical Studies. Drugs in R&D, 16(1), 81-92.

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Detailed Cytochrome P450 Inhibition Assay

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Kaempferitrin (≥98%) and testosterone (≥98%) were obtained from the National Institute for the Control of Pharmaceutical and Biological Products (Beijing, China). d-Glucose-6-phosphate, glucose-6-phosphate dehydrogenase, NADP⁺, phenacetin (≥98%), acetaminophen (≥98%), 4-hydroxymephenytoin (≥98%), 7-hydroxy Coumarin (≥98%), 4′-hydroxy diclofenac (≥98%), sulfaphenazole (≥98%), quinidine (≥98%), tranylcypromine (≥98%), chlorzoxazone (≥98%), 6-hydroxychlorzoxazone (≥98%), paclitaxel (≥98%), 6β-hydroxytestosterone (≥98%), clomethiazole (≥98%), and furafylline (≥98%) were obtained from Sigma-Aldrich Co. (St. Louis, MO, USA). Montelukast (≥98%) was obtained from Beijing Aleznova Pharmaceutical (Beijing, China). Coumarin (≥98%), diclofenac (≥98%), dextromethorphan (≥98%), and ketoconazole (≥98%) were purchased from ICN Biomedicals (Aurora, Ohio, USA). Pooled HLMs (452161) were purchased from BD Biosciences Discovery Labware (North Carolina, USA). All other reagents and solvents were of analytical reagent grade.

Zhang N., Liu J., Chen Z, & Dou W. (2019). In vitro inhibitory effects of kaempferitrin on human liver cytochrome P450 enzymes. Pharmaceutical Biology, 57(1), 571-576.

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