Steroids and Derivatives

Applications A corticosteroid prodrug for the treatment of eye disorders.
References Benameur, H., et al.: J. Pharm. Pharmacol., 47, 812 (1995), Tauchi, Y., et al.: Biol. Pharm. Bull., 24, 925 (2001), Chono, S., et al.: J. Drug Targeting, 13, 407 (2005),

Applications Labelled Dydrogesterone. A synthetic progestin largely used in hormone therapy, on the central nervous system by studying two markers of the neuroendocrine function: the neurosteroid allopregnanolone and the opioid .beta.-endorphin. Progestogen.
References Bernardi, F., et al.: Eur. J. Endocrinol., 138, 316 (1998), Rupprecht, R., et al.: Steroids, 64, 83 (1999), Uzunova, V., et al.: Brain Res., 976, 1 (2003), Pluchino, N., et al.: J. Steroid Biochem. Mol. Biol., 102, 205 (2006),

(1β,2β,6β-7α)-17-(Acetyloxy)-6-chloro-1,2-dihydro-7-hydroxy
-3'H-cyclopropa[1,2]pregna-1,4-diene-3,20-dione; 6β-Chloro
-1β,2β-dihydro-7α,17-dihydroxy-3'Hcyclopropa[1,2]pregna-1,4-diene-3,20-dione 17-Acetate;
Cyproterone Acetate EP Impurity G

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),

Impurity Betamethasone Valerate EP Impurity C
Stability Hygroscopic
Applications Dexamethasone Valerate (Betamethasone Valerate EP Impurity C) is an impurity of Dexamethasone (D298800), which is a glucocorticoid that is used as an anti-inflammatory agent. Dexamethasone regulates T cell survival, growth, and differentiation. Dexamethasone inhibits the induction of nitric oxide synthase.
References Wershil, B.K., et al.: Int. Arch. Allergy Immunol., 107, 323 (1995), Riccardi, C., et al.: Cell Death Diff., 6, 1182 (1999), Llanos, S.L. and Roldan, A.: Bio Cell, 23, 29 (1999)

Applications Testosterone and epitestosterone are endogenous steroids that differ in the configuration of the hydroxyl-bearing carbon at C-17. Testosterone is the predominant male sex hormone, whereas the role of epitestosterone is largely unclear. In humans, both androgens are excreted mainly as glucuronide conjugates.
References Wudy, S., et al.: Steroids, 66, 759 (2001), Kootstra, P., et al.: Anal. Chim. Acta., 586, 82 (2007), Sten, T., et al.: Drug Metab. Dispos., 37, 417 (2009),

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);

Impurity Progesterone 17?-Hydroxy Impurity
Applications 17α-Hydroxy Progesterone is a metabolite of Progesterone (P755900). It was isolated from adrenal glands.
References Pfiffner, N., et al.: J. Biol. Chem., 132, 459 (1940), Florey, K., et al.: Anal. Profiles Drug Subs.,4, 209 (1975),

Impurity Levonorgestrel EP Impurity P
Applications 5(6)-Dehydro-4(5)-dihydro D-(-)-Norgestrel (Levonorgestrel EP Impurity P) is a Norgestrel (N689500) impurity.

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),

Applications 6-Dehydroprogesterone is an impurity found in progesterone (P755900).
References Maslov, L., et al.: Khimiko-Farmatsevticheskii Zhurnal, 29, 53 (1995); Sokolova, T., et al.: Khimiko-Farmatsevticheskii Zhurnal , 19, 236 (1985)

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 A metabolite of Tibolone. A synthetic steroid with weak estrogenic, androgenic and progestogenic activity. A pharamceutical used in the treatment of menopausal syndrome.
References Belman, S., et al.: Cancer Res., 32, 450 (1972), Shirahashi, H., et al.: Chem. Pharm. Bull., 41, 1664 (1993), Hoyte, R., et al.: Steroids, 58, 13 (1993), Sandker, G., et al.: Xenobiotica, 24, 143 (1994), Colombo, D., et al.: Eur. J. Med. Chem., 40, 69 (2005),

Applications Dienestrol is a metabolite of Diethylstilbestrol, a non-steroidal synthetic estrogen derivative.
References Liehr, J.G., et al.: Steroids, 40, 713 (1982); Yearley, E. et al.: J. Mol. Struct., 890, 240 (2008);

Applications 5α-Pregnane-3β,20(S)-diol, is a metabolite of Progesterone (P755900).
References Beall, et al.: Biochem. J., 31, 35 (1937), Okuda, A., et al.: J. Biol. Chem., 259, 7519 (1984), Russell, D., et al.: Biochemistry, 31, 4737 (1992), Kondo, K., et al.: Eur. J. Biochem., 219, 357 (1994), Westerbacka, J., et al.: J. Clin. Endocrinol. Metab., 88, 4924 (2003),

Applications Spironolactone-d3 is the labeled analogue of Spironolactone (S683000), a synthetic 17-lactone steroid which is a renal competitive aldosterone antagonist in a class of pharmaceuticals called potassium-sparing diuretics, used primarily to treat ascites in patients with liver disease, low-renin hypertension, hypokalemia, and Conn’s syndrome.
References Sutter, J.L., et al.: Anal. Profiles Drug Subs., 4, 431 (1975)

Impurity Budesonide EP Impurity G
Applications 1,2-Dehydrobudesonide (Budesonide EP Impurity G) is an impurity in the synthesis of Budesonide (B689490), a non-halogenated glucocorticoid related to triamcinolone hexacetonide. Used as an antiinflammatory agent.
References Ryrfeldt., A., et a.: J. Steroid Biochem., 10, 317 (1979), Roth, G., et al.: J. Pharm. Sci., 69, 766 (1980), Clissold, S.P., et al.: Drugs, 28, 485 (1984),

Applications An oxygenated derivative of Cholesterol (C432501); an oxysterol. An inhibitor of human immunodeficiency virus replication in vitro. It induces apoptosis in human monocytic cell lines as well as inducing apoptosis in CEM cells associated with negative regulation of c-Myc.
References Aupeix, K. et al.: Immunobiology, 194, 415 (1995); Moog, C. et al.: Antivir. Chem, Chemother., 9, 491 (1998); Ayala-Torres, S. et al.: Exp. Cell Res., 246, 193 (1999);

Applications The 22R-metabolite of Cholesterol (C432501). 22-Hydroxycholesterol inhibits chemokine receptor activity.
References Samson, M., et al.: J. Biol. Chem., 272, 24934 (1997), Mackay, C., et al.: Nature Immunol., 2, 95 (2001), Navenot, J., et al.: J. Mol. Biol., 313, 1181 (2001),

Applications Norgestrel is an excellent progestational and ovulation inhibiting steroid. The bioactive enantiomer is levorotatory. Progestogen; oral contraceptive.
References Sopirak, A.M., et al.: Anal. Profiles Drug Subs., 4, 294 (1975), Dunson, T.R., et al.: Contraception, 48, 109 (1993),

Applications An Androgen.Controlled substance.
References Alikhan, A., et al.: J. App. Toxicol., 29, 590 (2009), Christy H., et al.: J. Steroid Biochem. Mol. Biol., 116, 171 (2009), Li, C., et al.: Steroids, 75, 859 (2010),

Applications Labelled 17α-Hydroxyprogesterone (H952330). 17α-Hydroxy Progesterone is a metabolite of Progesterone. It was isolated from adrenal glands.
References Pfiffner, N., et al.: J. Biol. Chem., 132, 459 (1940), Florey, K., et al.: Anal. Profiles Drug Subs.,4, 209 (1975),

Applications Estriol Trisulfate Trisodium Salt (cas# 100940-55-4) is a compound useful in organic synthesis.

Stability Hygroscopic
Applications Equilin 3-Sulfate Sodium Salt, is a metabolite of Equilin (E592800).
References Hajdu, A., et al.: Experientia, 27, 956 (1971), Adams, W.P., et al.: J. Pharma. Sci., 68, 986 (1979),

Applications A hyponotic-anaesthetic agent.
References Gyermek, et al.: J. Med. Chem., 11, 117 (1968)

Applications Exemestane-13C,D3 is the labeled analogue of Exemestane (E957000), an antineoplastic (hormonal).
References Giudici, D., et al.: J. Steroid Biochem., 30, 391 (1988), Evans, T.R.J., et al.: Cancer Res., 52, 5933 (1992), Zilembo, N., et al.: Brit. J. Cancer, 72, 1007 (1995)

Stability And Ether., Chloroform, Isomerizes Rapidly In Benzene
Applications A synthetic, nonsteroidal estrogen.Recomended solvents are DMSO, DMF and ethanol, even in these solvents do not store in solution for any prolonged period of time.
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 White, W. A. et. al.: J. Agric. Food Chem. 19(2), 388-390 (1971).

Applications 9-Dehydroandrostenedione, is a dehydrated analogue of 4-Androsten-11β-ol-3,17-dione (A637705). It is a steroid hormone, and also a derivative of Androstenedione (A637550), which is a Testosterone precursor and metabolite with androgenic activity.
References Walker, V.R., et al.: Anal. Biopchem., 234, 194 (1996), King, D.S., et al.: J. Am. Med. Assoc., 281, 2020 (1999), Grosser, B. et al.: Steroids. 8, 915 (1966);

Applications Δ5-Avenasterol is an analog of Stigmasterol (S686750); a plant sterol that is used as a precursor in the synthesis of progesterone.
References Han, P., et al.: Biotechnol. App. Biochem., 54, 105 (2009); Matsunaga, I., et al.: Anal. Biochem., 393, 222 (2009); Huang, C., et al.: Plant Physiol., 150, 1192 (2009)

Applications It is a synthetic 17-lactone steroid which is a renal competitive aldosterone antagonist in a class of pharmaceuticals called potassium-sparing diuretics, used primarily to treat ascites in patients with liver disease, low-renin hypertension, hypokalemia, and Conn’s syndrome.
References Sutter, J.L., et al.: Anal. Profiles Drug Subs., 4, 431 (1975),

Applications 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 A deuterated metabolite of Atorvastatin, a selective, competitive HMG-CoA reductase inhibitor. Atorvastatin is the only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia.
References Smith, S., et al.: Am. J. Cardiol., 80, 10H (1997), Jacobsen, W., et al.: Drug Metab. Dispos., 28, 1369 (2000), Istvan, E., et al.: Science, 292, 1160 (2001), Tabernero, L., et al.: J. Biol. Chem., 278, 19933 (2003), Bratton, L., et al.: Bioorg. Med. Chem., 15, 5576 (2007),

Impurity Clobetasone Butyrate EP Impurity H
Applications Clobetasone-17-propionate is derived from Clobetasol (Clobetasol Propionate EP Impurity G) (C583490), which is a topical corticosteroid. Glucocorticoid; anti-inflammatory.
References Olsen, E.A., et al.: J. Am. Acad. Dermatol., 15, 246 (1986)

Stability Light Sensitive
Applications Isovitamin D3 is a metabolite of Vitamin D. Studies show that Isovitamin D3 is biologically active in normal rats but inactive in anephric rats.
References Holick, M.F. et al.: Science, 180, 964 (1973); Wilczek, H. et al.: Prak. Lek., 59, 794 (1979);

Applications A labelled metabolite of Estradiol.
References Bucala, R., et al.: J. Clin. Endocrinol. Metab., 60, 841 (1985), Telang, N., et al.: Anticancer Res., et al.: 11, 1021 (1991), Seeger, H., et al.: Med. Sci. Res., 26, 481 (1998), Bolton, J., et al.: Chem. Res. Toxicol., 13, 135 (2000),

Applications Selective aldosterone receptor antagonist (SARA), structurally similar to Spiranolactone. Eplerenone is used alone or in combination with other medications to treat high blood pressure. Eplerenone is in a class of medications called mineralocorticoid receptor antagonists. It works by blocking the action of aldosterone, a natural substance in the body that raises blood pressure.
References de Gasparo, M., et al.: J. Pharmacol. Exp. Ther., 240, 650 (1987), Delyani, J.A., et al.: Cardiovasc. Drug Rev., 19, 185 (2001), Burgess, E., et al.: Expert. Opin. Pharmacother., 5, 2573 (2004), Ravis, W.R., et al.: J. Clin. Pharmacol., 45, 810 (2005),

Applications Betamethasone 6α-Bromo 17-Valerate is an impurity of Betamethasone (B327000), which is a glucocorticoid used as an anti-inflammatory agent.
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),

Impurity Budesonide EP Impurity H
Applications 9,11-Anhydrobudesonide (Budesonide EP Impurity H) is an impurity of Budesonide (B689460), a non-halogenated glucocorticoid intended for the local treatment of lung disease.
References Ryrfeldt, Å., et al.: Eur. J. Respir. Dis., 122, 86 (1981); Vestbo, J., et al.: Lancet, 353, 1819 (1999)

Impurity Clobetasol Propionate EP Impurity C
Applications 21-Chloro-9-fluoro-11β,17-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione 17-Propionate (Clobetasol Propionate EP Impurity C) is an impurity of Clobetasol 17-Propionate (C583500), an topical corticosteroid with anti-inflammatory properties.
References Sugai, S., et al.: Chem. Pharma. Bull., 31, 12 (1983);

Applications A glucocorticoid that inhibits prolyl hydroxylase activity and used as an antiasthmatic and antiallergic drug.
References Kos-Kudla, B. et al.; J. Clin. Pharm. Ther., 28, 103 (2003); Hochhaus, G. et al.; Pharmaceut. Res., 7, 558 (1990); Counts, D. et al.: Mol. Pharmacol., 15, 99 (1979); Cutroneo, K. et al.; Mol. Pharmacol., 11, 632 (1975); Cutroneo, K. et al.: Mol. Pharmacol., 11, 44 (1975)

Stability Hygroscopic
Applications A deuterated metabolite of Atorvastatin, a selective, competitive HMG-CoA reductase inhibitor. Atorvastatin is the only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia.
References Smith, S., et al.: Am. J. Cardiol., 80, 10H (1997), Jacobsen, W., et al.: Drug Metab. Dispos., 28, 1369 (2000), Istvan, E., et al.: Science, 292, 1160 (2001), Tabernero, L., et al.: J. Biol. Chem., 278, 19933 (2003), Bratton, L., et al.: Bioorg. Med. Chem., 15, 5576 (2007),