Steroids and Derivatives

Applications Dexamethasone 21-Formate is a metabolite of Dexamethasone.
References Minagawa, K., et al.: Steroids, 47, 175 (1986), Murray, G., et al.: Br. J. Clin. Pharmacol., 25, 465 (1988), Ravichandran, K., et al.: Science, 1993, 261, 731 (1993),

Applications Labelled (3α)-Allopregnanolone. (3α)-Allopregnanolone acts as a GABAA receptor positive allosteric modulator. (3α)-Allopregnanolone is a metabolite of Progesterone (P755900). (3α)-Allopregnanolone is a neuroactive steroid present in the blood and also the brain.
References Puja, G. et al.: Neuron, 4, 759 (1990); Belelli, D. et ael. Neurosteroid, 6, 565 (2006); Viapiano, M. et al.: Neurochem. Res., 23, 155 (1998);

Applications The active metabolite of the widely used non-steroidal antagonist Flutamide (F598850). Shown to be an antianhydrogen.
References Katchen, B., et al.: J. Clin. Endocrinol. Metab., 41, 373 (1975), Fau, D., et al.: J. Pharmacol. Exp. Ther., 269, 954 (1994), Anzenbacher, P., et al.: Drug Metab. Dispos., 30, 100 (2002), Norlin, M., et al.: J. Lipid Res., 43, 721 (2002),

Applications Bexarotene is a selective retinoid X receptor (RXR) agonist and an antineoplastic agent (1,2,3).
References (1) Boehm, M.F., et al.: J. Med. Che., 37,2930 (1994) (2) Gottardis, M.M., et al.: Cancer Res., 56, 5566 (1996) (3) Mukherjee, R., et al.: Nature, 386, 407 (1997)

Applications 1-(2,4-Dihydroxyphenyl)-2-(4-hydroxyphenyl)propan-1-one is an antioxidant and also has anti cancer effects on human breast cancer MCF-7 cells and Hep3B human hepatocellular carcinoma cells.
References Choi, Eun Jeong, et al.: Mol. Med. Rep., 9(1), 328-332 (2014);Choi, Eun Jeong, et al.: Onco.Lett., 6(6), 1784-1788 (2013);Choi, Eun Jeong, et al.: Inter. J.of Mol. Med., 31(3), 726-730 (2013)

Applications 4-Hydroxy Ospemifene is an Ospemifene (O703000) impurity, used to treat dyspareunia. It is a selective estrogen receptor modulator (SERM) acting similarly to an estrogen.
References Rutanen, E., et al.: Menopause, 10, 433 (2003);

Applications A metabolite of Mifepristone.
References Heikinheimo, O., et al.: J. Steroid Biochem., 26, 279 (1987), Brogden, R., et al.: Drugs, 45, 384 (1993), Shi, Y., et al.: Contraception, 48, 133 (1993), Jang, G., et al.: Biochem. Pharmacol., 52, 753 (1996), Gainer, E., et al.: Steroids, 68, 1005 (2003),

Stability Hygroscopic, Light Sensitive, Temperature Sensitive
Applications Fluvastatin 3-Hydroxy-4,6-diene Sodium Salt is a metabolite of Fluvastatin (F601250), a synthetic HMG-CoA reductase inhibitor. Antilipemic.
References Yuan, J., et al.: Atherosclerosis, 87, 147 (1991), Tse, F.L.S., et al.: J. Clin. Pharmacol., 32, 630 (1992), Dain, J.G., et al.: Drug Metab. Disposit., 21, 567 (1993),

Applications Triamcinolone Hexacetonide is the Intra-articular glucocorticoid treatment for rheumatoid arthritis.
References Abd-El-Barr, M.M., et al.: J. Ocul. Pharmacol. Ther., 24, 197 (2007); Eberhard, B.A., et al.: J. Rheumatol., 31, 2507 (2004);

Applications 7-Ketoabiraterone Acetate is an impurity of Abiraterone (A108490), a steroidal cytochrome P 450 17α-hydroxylase-17,20-lyase inhibitor (CYP17), is currently undergoing phase II clinical trials as a potential drug for the treatment of androgen-dependent prostate cancer.
References Denis, L., et al.: Cancer, 72, 3888 (1993); Potter, G.A., et al.: J. Med. Chem., 38, 2463 (1995); Denmeade, S., et al.: Nat. Rev., 2, 389(2002); Scher, H., et al.: J. Clin. Oncol., 23, 8253 (2005)

Applications Latanoprost Acid-d4 is the labeled analogue of Latanoprost Acid (L177310), a metabolite of Latanoprost. Latanoprost Acid (L177310) is a potent, selective FP prostanoid receptor agonist, a F-series Prostaglandin analog and is 200 times as potent as isopropyl ester form.
References Sjoquist, B., et al.: Drug Metab. Dispos., 26, 745 (1998), Watson, P., et al.: Drugs Today, 35, 449 (1999), Kashiwagi, K., et al.: Exp. Eye Res., 74, 41 (2002),

Applications Pregnanetriol is a steroid present at elevated levels in the urine of patients with congenital adrenal hyperplasma. During treatment with cortisol replacement, elevated urine Pregnanetriol levels indicate insufficient dosage of cortisol. Pregnanetriol is also one of the urinary marker for adrenal incidentaloma. Pregnanetriol is a metabolite of Androstenedione (A637550).
References Kinoshita, K. et al.: J. Clin. Endocrinol., 26, 1219 (1966); Kotlowska, A. et al.: Clin. Biochem., 42, 448 (2009); Wang, J. et al.: Zhipu Xue., 25, 201 (2004);

Applications 14,15-Dehydro Triamcinolone Acetonide is a derivative of Triamcinolone acetonide. A corticosteroid.

Stability Light Sensitive, Temperature Sensitive
Applications A metabolite of Vitamin D, a possibly anti-inflammatory steroid.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Boyan, B., et al.: Steroids, 66, 363 (2001), Holick, M., et al.: J. Cell Biochem., 88, 296 (2003), Vogeser, M., et al.: Clin. Chem., 50, 1415 (2004), Singh, R., et al.: J. Clin. Endocrinol. Metab., 91, 3055 (2006),

Applications Pregnenolone (P712200) derivative, a steroid hormone involved in the steroidogenesis of progesterone, mineralocorticoids, glucocorticoids, androgens, and estrogens
References Bjondahl, K., et al.: Med. Biol., 54, 454 (1976), Geick, A., et al.: J. Biol. Chem., 276, 14581 (2001), Johnson, D., et al.: Toxicol. Sci., 66, 16 (2002), Abe, C., et al.: Lipids, 42, 637 (2007),

Impurity Hydrocortisone Acetate EP Impurity E
Applications Anecortave (Hydrocortisone Acetate EP Impurity E) is an angiostatic steroid. Used in treatment of macular degeneration.
References Clark, A.F., et al.: Expert Opin. Invest. Drugs, 6, 1867 (1997), Slakter, J.S., et al.: Ophthalmology 110, 2372 (2003),

Applications Clobetasol Propionate Impurity E is an impurity of Clobetasol (C583490), which is a topical corticosteroid. Glucocorticoid; anti-inflammatory.
References Olsen, E.A., et al.: J. Am. Acad. Dermatol., 15, 246 (1986),

Applications Labelled Cortisol (H714615). Cortisol, or Hydrocortisone, is a steroid hormone, more specifically a glucocorticoid, produced by the zona fasciculata of the adrenal gland. Cortisol is released in response to stress and a low level of blood glucocorticoids. Its primary functions are to increase blood sugar through gluconeogenesis; suppress the immune system; and aid in fat, protein and carbohydrate metabolism.
References Hechter, O., et al.: Arch. Biochem. Biophys., 25, 457 (1950), Colingsworth, D.R., et al.: J. Biol. Chem., 203, 807 (1953), Florey, K., et al.: Anal. Profiles Drug Subs., 12, 277 (1983),

Impurity USP Exemestane Related Compound C
Applications Boldenone related steroid; anabolic androgenic steroid.
References Watanabe, K., et al.: J. Appl. Bacteriol., 62, 1511 (1987), Barthakur, S., et al.: J. Basic Microbiol., 36, 383 (1996),Grinenko, G., et al.: Pharmaceut. Chem. J., 36, 510 (2002), Bhat, S., et al.: J. Biol. Chem., 280, 33015 (2005),

Applications 5-(4-Fluorophenyl)-2,3-dihydro-3-(1-methylethyl)-2-oxo-N,4-diphenyl-1-[2-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1H-pyrrole-3-carboxamide is a photodegradation product of Atorvastatin (A791750).
References Cermola, F., et al.: Tetrahedron., 62, 7390 (2006);

Impurity Norethindrone Acetate EP Impurity B
Applications Δ-5(10)-Norethindrone Acetate (Norethindrone Acetate EP Impurity B) is a Norethindrone Acetate (N675990) impurity. Used in studies of progesterone-binding properties of purified uteroglobin-like protein.
References Beato, M. et al.: J. Reprod. Fert., 53, 305 (1978); Schroff, A. P., et al.: Anal. Profiles Drug Subs., 4, 268 (1975); Singh, H., et al.: Am. J. Obstet. Gynecol., 135, 409 (1979);

Impurity Betamethasone EP Impurity D
Applications Betamethasone 21-O-Ethyl Carbonate (Betamethasone EP Impurity D) is a derivative of Betamethasone (B327000); a glucocorticoid used as an anti-inflammatory agent.4
References Ferrante, M.G., et al.: Anal. Profiles Drug Subs., 6, 43 (1977); Li, A., et al.: Chem. Biol. Interact., 142, 7 (2002); Cruz-Monteagudo, M., et al.: Eur. J. Med. Chem., 40, 1030 (2005); Rothfuss, A., et al.: Chem. Res. Toxicol., 19, 1313 (2006); Xiong, Y., et al.: J. Pharmaceut. Biomed., 49, 646 (2009)

Applications Labelled Diogoxin (D446575). Cardiotonic. A representative lot is 95.4% d3, 3.4% d2, 1.2% d1 no dectable d0.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Aronson, J.K., et al.: Clin. Pharmacokinet, 5,137 (1980), Foss, P.R.B., Anal. Profiles Drug Subs., 9, 207 (1980),

Impurity Fluocinolone Acetonide EP Impurity G
Applications Flurandrenolone Acetate, is the derivative of Flurandrenolide (F598650), which is a Glucocorticoid, used as an antipsoriatic.
References Pearlman, R., et al.: Int. J. Pharm., 18, 53 (1984), Neufeld, E., et al.: J. Chromatogr., 718, 273 (1998),

Applications Estra-5(10),9(11)-diene-3,17-dione, can be used as an intermediate for the synthesis of 3-keto-desogestrel.
References Wang, R., et al.: Zhongguo Yaowu Huaxue Zazhi, 4, 187 (1994);

Applications Prednival was used in the study of inflammation-inhibiting activity of steroids.
References Bodor, N., et al.: J. Med. Chem., 26, 318 (1983); Stouch, T., et al.: J. Med. Chem., 29, 2125 (2986);

Applications 7α-Hydroxy-4-cholesten-3-one is a metabolite of Cholesterol (C432501).
References Connor, W., et al.: J, Clin. Invest., 48, 1363 (1969), Nestel, P., et al.: Metabolism, 24, 189 (1975), Ellegard, L., et al.: Eur. J. Clin. Nutr., 45, 451 (1991), Pedersen, A., et al.: J. Lipid Res., 41, 1901 (2000),

Applications Isotope labelled 17β-Estradiol (E888000), which is the major estrogen (1) secreted by the premenopausal ovary (2).Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.
References 1. Salole, E. et al.: Anal. Profiles Drug Subs. 1986 15, 23 283-3182. Lievertz, R. et al.: Am. J. Obstet. Gynecol. 1987 May;156(5):1289-93.

Applications 2-Methoxyestrone is a endogenous estrogen metabolite. 2-Methoxyestrone detection can be used as a breast cancer biomarker and help assess the risk-factors for development of breast cancer.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Franke, A.A. et al.: Ana;. Bioanal. Chem., 401, 1319 (2011); Farlow, D.W. et al.: J. Chrom B Anal. Technol. Biomed Life Sci., 877, 1327 (2009);

Applications The labelled analogue of a metabolite of Testosterone (T155000). It is a urinary metabolite of Androstenedione (A637550) in patients with Addison's disease and also used as a marker in blood plasma for detection of prostate cancer.
References Lokhov, P.G. et al.: Metabolomics, 6, 156 (2010); Bonnaire, Y. et al.: J. Anal. Toxicol., 19, 175 (1995); Tamm, J. et al.: Steroids, 8, 659 (1966);

Applications Estradiol Enanthate has been used as an injectable contraceptive.
References Coutinho, E.M., et. al.: Contraception, 73, 249 (2006)

Applications 17-Deoxy Cortienic Acid was used in the synthetic preparation of macrolactonolides, a class of potential antiinflammatory drugs.
References Tomaskovic, L., et al.: Bioorg. Med. Chem., 21, 321 (2013); Little, R.J., et al.: Pharma. Res., 16, 961 (1999); Manz. B., et al.: J. Steroid. Biochem., 17, 335 (1982);

Applications Glucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex.
References Schmidt, M., et al.: Endocrinol., 150, 2709 (2009), Bailey, M., et al.: J. Immunol., 182, 7888 (2009), Brunton, P., et al.: J. Neurosci., 29, 6449 (2009), Pruett, S., et al.: Toxicol. Sci., 109, 265 (2009),

Impurity Prednisolone EP Impurity J
Applications 11-Deoxy Prednisolone (Prednisolone EP Impurity J) is a Prednisolone (P703740) derivative as a corticosteroid.
References Kobayashi, Y., et al.: Biol. Pharm. Bull., 16, 1175 (1993), Ogata, M., et al.: J. Pharm. Sci., 87, 91 (1998), Hou, S., et al.: J. Pharm. Biomed. Anal., 24, 371 (2001),

Applications 6-Ketoprogesterone is used in the synthesis and biological evaluation of steroidal deivatives as selective inhibitors of AKR1B10. AKR1B10 is a promising anti-cancer therapeutic target.
References Zhang, W., et al.: Steroids, 86, 39 (2014)

Applications 11-Ketoprogesterone is a metabolite of Progesterone which is a steroid hormone Inducing maturation and secretory activity of the uterine endothelium. Progesterone is implicated in the etiology of breast cancer.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Anderson, E., et al.: Breast Cancer Res., 4, 197 (2002), Lanari, C., et al.: Breast Cancer Res., 4, 240 (2002), Albrecht, E.D., et al.: Front. Biosci., 8, 416 (2003), Qiu, M., et al.: J. Steroid Biochem. Mol. Biol., 85, 147 (2003),

Applications Protected Estradiol.
References Miilunpohja, M., et al.: J. Steroid Biochem. Mol. Biol., 100, 59 (2006), Ikonomou, M., et al.: Environ. Toxicol. Chem., 27, 243 (2008),