Steroids and Derivatives

<p>Impurity Medroxyprogesterone Acetate USP Related Compound B<br>Applications An orally active progestogen used in hormone replacement therepy (HRT), in the past has been used as a component of oral contraceptives.SMedroxyprogesterone Acetate USP Related Compound B.<br>References Pan, Q., et al.: Mol. Hum. Reprod., 13, 797 (2007), Matsson, P., et al.: J. Pharmacol. Exp. Ther., 323, 19 (2007), Jukosky, J.A., et al.: Bull. Environ. Contam. Toxicol., 81, 230 (2008), Cherkasov, A., et al.: J. Med. Chem., 51, 2047 (2008),<br></p>

<p>Applications A synthetic progestational agent used in veterinary medicine for the control of estrus in mares.<br>References Machnik M. et al.: J. Vet. Phamacol. Therap., 30, 86 (2007); Goncalves dos Santos, J.M. et al.: Anim. Reprod. Sci., 84, 407 (2004);<br></p>

<p>Impurity Ethinylestradiol EP Impurity B<br>Applications 9,11-Dehydro Ethynyl Estradiol (Ethinylestradiol EP Impurity B) is a degradation product of Ethynyl Estradiol (EE); an impurity of Ethynyl Estradiol (E685100).<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Pang, C., et al.: Steroids, 23, 203 (1974), Leese, M., et al.: J. Med. Chem., 49, 7683 (2006), Krstic, N., et al.: Steroids, 72, 406 (2007),<br></p>

<p>Applications Dexamethasone 9,11-Epoxide-d5, is the labeled analogue of the unlabeled (D298795 ), a Dexamethasone intermediate.<br>References Isogai, M., et al.: J. Steroid Biochem. Mol. Biol., 44, 141 (1993),<br></p>

<p>Impurity Progesterone EP Impurity B<br>Applications Δ4-Pregnen-20α-ol-3-one (Progesterone EP Impurity B) is the main metabolite of Progesterone (P755900). Studies shows regulation of estrogen receptor levels in breast cancer by Δ4-Pregnen-20α-ol-3-one and other progesterone metabolites.<br>References Zhang, L. et al.: Yaoz. Xueb., 39, 613 (2004); Pawlak, K.J. et al.: J. Steroid. Biochem. Mol. Biol., 107, 172 (2007);<br></p>

<p>Applications Prednisolone 17-Acetate is an intermediate in the preparation of anti-inflammatory drugs.<br>References Yoon, Kyoung-Jin, et al.: Steroids, 60(7), 445-51 (1995);Uszycka-Horawa, Teresa, et al.: Pol., PL 161012 B1 19930531 (1993)<br></p>

<p>Applications A glucocorticoid anti-inflammatory agent. Regulates T cell survival, growth, and differentiation. Inhibits the induction of nitric oxide synthase.<br>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)<br></p>

<p>Applications (5α)-Pregnane-3,20-dione exerts neuroprotective effects in chronic autoimmune encephalomyelitis (EAE). The neuroactivity of the steroid acts as a therapeutic agent for multiple sclerosis.<br>References Caruso, D. et al.: J. Neuroendocrinol., 24, 851 (2012);<br></p>

<p>Applications A labelled progestogen with low androgenic potency.<br>References Viinikka, L., et al.: Eur. J. Clin. Pharmacol., 15, 349 (1979), Bergink, E.W., et al.: J. Steroid Biochem., 14, 175 (1981)<br></p>

<p>Applications Cholesterol is a major component of all biological membranes; ~25% of total brain lipid is Cholesterol. Cholesterol is the principal sterol of the higher animals. Cholesterol was found in all body tissues, especial in the brain, spinal cord, and in animal fats or oils. Cholesterol is the main constituent of gallstones. This compound is a contaminant of emerging concern (CECs).<br>References Rosin, Z., et al.: Physiol. Chem., 124, 282 (1923), Schoenheimer, et al.: J. Biol. Chem., 105, 355 (1934), Gemant, et al.: Life Sci., 1, 233 (1962), Johnson, K., et al.: 4, 457 (1964),<br></p>

<p>Applications 5-Androsten-3,17-dione has been used in the synthetic preparation of androstenediones for treatment of hormone-related disorders.<br>References Davies, H., et al.: U.S. (2011), WO 2011127232 A2<br></p>

<p>Impurity Budesonide EP Impurity C, Budesonide Impurity C,<br>Applications 16α,17-[(1RS)-butylidenebis(oxy)]-11β-hydroxy-17-(hydroxymethyl)-D-homoandrosta-1,4-diene-3,17a-dione (Budesonide EP Impurity C) is an impurity of Budesonide (B689490), an antiinflammatory agent.<br>References Ferraboschi, P. et al.: J. Pharm. Biomed. Anal., 47, 636 (2008);<br></p>

<p>Applications The major metabolite of the progestational agent Norgestrel (N689500).<br>References DeJongh, D.C. et al.: Steroids, 11, 649 (1968); Uniyal, J.P. et al.: Acta Endocrinol., 84, 155 (1977); Sisenwine, S.F. et al.: Drug Metab. Disp., 7, 1 (1979);<br></p>

<p>Applications A metabolite of Equilin (E592800).<br>References Enmark, E., et al.: J. Clin. Endocrinol. Metab., 82, 4258 (1997), Wang, Z., et al.: J. Med. Chem., 43, 2419 (2000), Jiang, X., et al.: Steroids, 71, 334 (2006),<br></p>

<p>Applications A metabolite of Testosterone (T155000). It is a promising androgen for male hormonal contraception.CONTROLLED SUBSTANCE<br>References Glass, A., et al.: J. Clin. Endocrinol. Metab., 45, 1211 (1977), Behre, H., et al.: Eur. J. Endocrinol., 140, 414 (1999), Nieschlag, E., et al.: Steroids, 68, 965 (2003), Wang, C., et al.: J. Clin. Endocrinol. Metab., 91, 460 (2006),<br></p>

<p>Impurity Ethinylestradiol EP Impurity A<br>Applications 17-epi-Ethynyl Estradiol (Ethinylestradiol EP Impurity A) is the epimer derivative of Ethynyl Estradiol (E685100). An impurity.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Pomper, M., et al: J. Med. Chem., 33, 3143 (1990), Vulliet, E., et al.: Anal. Bioanal. Chem., 387, 2143 (2007), Muller, M., et al.: Environ. Toxicol. Chem., 27, 1649 (2008),<br></p>

<p>Applications Dexamethasone-biotin is biotin labelled Dexamethasone. Dexamethasone is a glucocorticoid used as an anti-inflammatory agent. Dexamethasone regulates T cell survival, growth, and differentiation. Dexamethasone inhibits the induction of nitric oxide synthase.<br>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)<br></p>

<p>Applications 5β-Pregnane-3α,20α-diol is a metabolite of Progesterone (P755900).<br>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),<br></p>

<p>Applications A potential metabolite of STS 557 (Dienogest)(D441870). A steroid with antiglucocorticoid activity.<br>References Kloosterboer, H., et al.: J. Steroid Biochem., 31, 567 (1988),<br></p>

<p>Applications An antitumor drug. An aromatase inhibitor.<br>References Brodie, A.M. and Njar, V.C.: Steroids, 65, 171 (2000), Lonning, P.E., et al.: J. Steroid Biochem, 77, 39 (2001)<br></p>

<p>Applications Testosterone Isocaproate, is one of the common anabolic steroid esters. It is a controlled substance in US due to their potential for abuse and misuse. It can be used for the treatment of constitutional delayed puberty (CDP), in combination of other testosterone esters.<br>References Noggie, F. T., et al.: J. Chromatography. Sci., 28 (5), 263 (1990); Buyukgebiz, A., et al.: Hormone REs., 44 Suppl 3, 32 (1995);<br></p>

<p>Applications Budesonide (B689490) epimer S. Budesonide 22R epimer is more active than 22S epimer. Used as an antiinflammatory agent.<br>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),<br></p>

<p>Stability Hygroscopic<br>Applications Deltamedrane is an impurity in the synthesis of Fluorometholone (F593145), a glucocorticoid; anti-inflammatory.<br>References Kupferman, A., et al.: Arch. Ophthlmol., 640, 100 (1982); Tokunaga H., et al.: Chem. Pharm. Bull., 32, 4012 (1984);<br></p>

<p>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.<br>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),<br></p>

<p>Applications A glucocorticoid microemulsion nasal preparation allergy inhibitor rhinitis.<br>References Fukuoka, E., et al.: Chem. Pharm. Bull., 35, 2943 (1987), Schmitt, E., et al.: J. Pharm. Sci., 88, 291 (1999), Hancock, B., et al.: Pharm. Res., 17, 397 (2000), Hogan, S., et al.: Pharm. Res., 18, 112 (2001),<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications A metabolite of Vitamin D, a possibly anti-inflammatory steroid.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>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),<br></p>

<p>Impurity USP Exemestane Related Compound C<br>Applications Boldenone related steroid; anabolic androgenic steroid.<br>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),<br></p>

<p>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).<br>References Cermola, F., et al.: Tetrahedron., 62, 7390 (2006);<br></p>

<p>Stability Hygroscopic<br>Applications A metabolite of Deflazacort, a systemic corticosteroid, a derivative of prednisolone and used for rheumatoid arthritis and lupus.<br>References Hahn, T.J., et al.: Calcif. Tissue Int., 31, 109 (1980), Cavall-Perin, P., et al.: Eur. J. Clin. Pharmacol., 26, 357 (1984)<br></p>

<p>Applications Dienogest-d8 (major) is labelled derivative of 19-Nortestosterone. It is used in combination with estrogen as oral contraceptive.<br>References Hubner, M., et al.: Arzneim.-Forsch., 30, 401 (1980), Spona, J., et al.: Contraception, 56, 185 (1997), Foster, R.H., et al.: Drugs, 56, 825 (1998)<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications Synthetic analog of vitamin D. Antihyperparathyroid.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Sidek, H., et al.: Biochim. Biophys. Acta, 801, 26 (1984), Ciftci, M., et al.: J. Pharmacol., 54, 275 (2002),<br></p>

<p>Impurity Prednisolone EP Impurity J<br>Applications 11-Deoxy Prednisolone (Prednisolone EP Impurity J) is a Prednisolone (P703740) derivative as a corticosteroid.<br>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),<br></p>

<p>Applications 9α-Bromodesonide is a bromo derivative of Desonide (D296940); an anti-inflammatory agent.<br>References Phillips, et al.: Toxicol. Appl. Pharmacol., 20, 522 (1971); Sanen, F.J., et al.: Int. J. Clin. Pharmacol. Biopharm., 12, 174 (1975); Tarayre, J.P., et al.: Pharmacol., 19, 323 (1979)<br></p>

<p>Impurity Dutateride EP Impurity E<br>Applications 17α-Dutasteride (Dutateride EP Impurity E) is an impurity of Dutasteride (D735000), a dual inhibitor of 5α-reductase isoenzymes type 1 and 2; structurally related to Finasteride (F342000).<br></p>

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

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

<p>Applications A metabolite of Eplerenone, which 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.<br></p>

<p>Applications 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.<br>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),<br></p>

<p>Applications A labelled metabolite of Spironolactone.<br>References Gochman, N., et al.: J. Pharmacol. Exp. Ther., 135, 312 (1962), Tori, K., et al.: Steroids, 4, 713 (1964), Solymoss, B., et al.: Toxicol. Appli. Pharmacol., 18, 586 (1971),<br></p>

<p>Applications Secondary metabolite of Cholesterol.<br>References Notaro, G., et al.: J. Nat. Prod., 55, 1588 (1992), Aydogmus, Z., et al.: Nat. Prod. Res., 18, 43 (2004), Mao, S., et al.: J. Nat. Prod ., 69, 1209 (2006), Shoji, T., et al.: J. Agric. Food Chem., 54, 884 (2006),<br></p>

<p>Applications A labelled metabolite of Estradiol.<br>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),<br></p>

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

<p>Impurity Budesonide EP Impurity H<br>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.<br>References Ryrfeldt, Å., et al.: Eur. J. Respir. Dis., 122, 86 (1981); Vestbo, J., et al.: Lancet, 353, 1819 (1999)<br></p>

<p>Stability Hygroscopic<br>Applications 4-Hydroxy Estrone 1-N7-Guanine is an estrogen metabolite formed with DNA which can lead to the mutations that initiate breast, prostate, and other types of cancer. Estrogen-DNA depurinating adducts as biomarkers of cancer risk and their use in cancer detection and prevention.<br>References Chakravarti, D., et al.: Mutat. Res., 456, 17 (2000), Liehr, J., et al.: Endocr. Rev., 21, 4054 (2000), Chakravarti, D., et al.: Oncogene, 20, 7945 (2001), Cavalieri, E., et al.: Chem. Res. Toxicol., 14, 1041 (2002),<br></p>

<p>Applications A synthetic, anabolic steroid. Used to promote muscle growth and combat involuntary weight loss. It has also been used to treat cases of osteoporosis.<br>References Cadwallader, A., et al.: Mol. Pharm., 7, 689 (2010), Amundson, E., et al.: J. Clin. Endocrinol. Metabol., 95, 1355 (2010), Bovee, T., et al.: J. Steroid Biochem. Mol. Biol., 118, 85 (2010), Fourches, D., et al.: Chem. Res. Toxicol., 23, 171 (2010),<br></p>

<p>Applications Testosterone Enanthate is a derivative of testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells.<br>References Janjic, M.M., et al.: Reproduct. Toxicol., 34, 686 (2012); Lacreuse, A., et al.: Physiol. Behaviour., 106, 229 (2012);<br></p>

<p>Applications 4’-Hydroxy Dutasteride is an impurity of Dutasteride (D735000), a dual inhibitor of 5α-reductase isoenzymes type 1 and 2; structurally related to Finasteride (F342000). Dutasteride is used in the treatment of benign prostatic hyperplasia.<br>References Bakshi, R.K., et al.: J. Med. Chem., 38, 3189 (1995), Gisleskog, P.O., et al.: Brit. J. Clin. Pharmacol., 47, 53 (1999), Djavan, B., et al.: Expert Opin. Pharmacother., 6, 311 (2005)<br></p>

<p>Applications (7α,11α,12α,17α)-11,12-Epoxy-17-hydroxy-3-oxo-pregn-4-ene-7,21-dicarboxylic Acid Lactone, Methyl Ester is an impurity of eplerenone (E588775). Eplerenone is a 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.<br>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),<br></p>

<p>Applications A metabolite of Mifepristone (M343975).<br>References Ringler, I., et al.: Metabolism, 13, 37 (1964), Gagne, D., et al.: J. Steroid. Biochem., 25, 315 (1986), Jang, G., et al.: Biochem. Pharmacol., 52, 753 (1996), Hild, S., et al.: Hum. Reprod., 15, 822 (2000), Gainer, E., et al.: Steroids, 68, 1005 (2003),<br></p>

<p>Applications Norgestrel (N689500) impurity.<br>References Gorog, S., et al.: J. Chromatogr., 400 177 (1987),<br></p>

<p>Applications Fulvestrant (F862500) impurity D.<br></p>

<p>Applications Cholesterol analog. Useful for treatment of hyperlipemia, arteriosclerosis, diabetes, obesity.<br>References Watson, K., et al.: J. Clin. Invest., 93, 2106 (1994), Wada, T., et al.: Circ. Res., 84, 166 (1999), Engelse, M., et al.: Cardiovasc. Res., 52, 281 (2001), Landis, M., et al.: J. Biol. Chem., 277, 4713 (2002),<br></p>

<p>Applications A 17β-Estradiol (E888000) metabolite.<br>References Gerk, P., et al.: Drug Metab. Disposition, 32, 1139 (2004), Antignac, J., et al.: Steroids, 70, 205 (2005), Cole, T., et al.: J. Fish Biol., 68, 661 (2006), Hutchins, S., et al.: Env. Sci. Technol., 41, 7192 (2007),<br></p>

<p>Applications (3β)-Cholesta-4,6-dien-3-ol is a Cholesterol (C432501) and Cholestane (C431700) derivative which has the potential to act as an antiinflammatory and antifungal compound.<br>References Felicio, R. et al.: J. Pharm. Biomed. Anal., 52, 763 (2010); Rosin, Z., et al.: Physiol. Chem., 124, 282 (1923), Schoenheimer, et al.: J. Biol. Chem., 105, 355 (1934), Gemant, et al.: Life Sci., 1, 233 (1962), Johnson, K., et al.: 4, 457 (1964),<br></p>

<p>Applications An anti-inflammatory drug used in veterinary medicine. It is a corticosteroid with both glucocorticoid and mineralocorticoid activity and has been shown to increase the frequency of severe hypokalemia in healthy cows.<br>References Coffer, N.Y. et al.: Am. J. Vet. Res., 67, 1244 (2006); Seifi, H.A. et al.: J. Diary Sci., 90, 4181 (2007);<br></p>

<p>Applications A metabolite of Desogestrel.<br>References Back, D., et al.: Br. J. Clin. Pharmacol., 26, 23 (1988), Wienkers, L., et al.: Drug Metab. Dispos., 1990, 24, 610 (1990), Bourrie, M., et al.: J. Pharmacol. Exp. Ther., 277, 321 (1996), Ono, S., et al.: Xenobiotica, 26, 681 (1996),<br></p>

<p>Applications Fluorometholone is a glucocorticoid; anti-inflammatory.<br>References Kupferman, A., et al.: Arch. Ophthlmol., 640, 100 (1982), Tokunaga H., et al.: Chem. Pharm. Bull., 32, 4012 (1984),<br></p>

<p>Applications A labelled metabolite of Estradiol (E888000).<br>References Marrian, B., et al.: Biochem. J., 59, 136 (1955), Dietel, M., et al.: Cancer Res., 50, 6100 (1990), Schumacher, G., et al.: Clin. Cancer Res., 5, 493 (1999), Robert, J., et al.: J. Med. Chem., 46, 4805 (2003),<br></p>

<p>Stability Hygroscopic<br>Applications A metabolite of Digoxin (Dx) (D446575).<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Fujii, Y., et al.: Clin. Chem., 37, 476 (1991), Salphati, L., et al.: Xenobiotica, 29, 171 (1999), Song, S., et al.: Drug Metab. Dispos., 27, 689 (1999),<br></p>

<p>Impurity Estriol EP Impurity E<br>Applications 17-Epiestriol (Estriol EP Impurity E) is a metabolite of Estradiol.<br>References Marrian, B., et al.: Biochem. J., 59, 136 (1955), Dietel, M., et al.: Cancer Res., 50, 6100 (1990), Schumacher, G., et al.: Clin. Cancer Res., 5, 493 (1999), Robert, J., et al.: J. Med. Chem., 46, 4805 (2003),<br></p>

<p>Impurity Betamethasone Dipropionate EP Impurity D<br>Applications Betamethasone 21-acetate-17-propionate (Betamethasone Dipropionate EP Impurity D) is a related compound of Betamethasone dipropionate (B327005).<br>References Grootveld, M., et al.: Biochem. Pharmacol., 37, 271 (1988), Chen, B., et al.: Steriods, 74, 30 (2009), Mikami, E., et al.: J. Pharm. Biomed. Anal., 28, 261 (2002),<br></p>

<p>Applications A metabolite of the neuroactive steroid Progesterone (PROG) (P755900).<br>References Wiebe, J., et al.: Cancer Res., 60, 936 (2000), Lacasa, D., et al.: J. Biol. Chem., 276, 11512 (2001), Johansson, I., et al.: Brain Res., 934, 125 (2002), Leonhardt, S., et al.: Steroids, 68, 761 (2003),<br></p>

<p>Applications 4-Hydroxy Estradiol 1-N7-Guanine is an estrogen metabolite formed with DNA which can lead to the mutations that initiate breast, prostate, and other types of cancer. Estrogen-DNA depurinating adducts as biomarkers of cancer risk and their use in cancer detection and prevention.<br>References Chakravarti, D., et al.: Mutat. Res., 456, 17 (2000), Liehr, J., et al.: Endocr. Rev., 21, 4054 (2000), Chakravarti, D., et al.: Oncogene, 20, 7945 (2001), Cavalieri, E., et al.: Chem. Res. Toxicol., 14, 1041 (2002),<br></p>

<p>Applications A 16α-substituted Prednisolone as potent topical antiinflammatory agent.<br>References Lutsky, B.N., et al.: Arzneim.-Forsch., 29, 1662 (1979),<br></p>

<p>Applications Ospemifene is used to treat dyspareunia. It is a selective estrogen receptor modulator (SERM) acting similarly to an estrogen.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Rutanen, E., et al.: Menopause, 10, 433 (2003);<br></p>

<p>Impurity Norethindrone Acetate EP Impurity C<br>Applications Δ-5(6)-Norethindrone Acetate (Norethindrone Acetate EP Impurity C) is an impurity of Norethindrone Acetate (N675990).<br></p>

<p>Applications Dexamethasone Sodium Phosphate Impurity C is a derivative of Dexamethasone Sodium Phospahte, which is an impurity compound of Dexamethasone (D298800). Dexamethasone regulates T cell survival, growth, and differentiation. it also inhibits the induction of nitric oxide synthase.<br>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)<br></p>

<p>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.<br>References Rutanen, E., et al.: Menopause, 10, 433 (2003);<br></p>

<p>Applications Isotope labelled Digitoxin (D445950), is used as a cardiotonic.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Foerster, et al.: Arch. Int. Pharmacodyn. Ther., 159, 1 (1966), Jakovljevic, I.M., Anal. Profiles Drug Subs., 3, 149 (1974)<br></p>

<p>Applications Estrone Enol Diacetate can be applied as a substrate for human paroxonases. A steroid with potential to be inhibitor of NADH-oxidase and succinate oxidase.<br>References Teiber, J. et al.: Arch. Biochem. Bioiphys. 461, 24 (2007); Stoppani, A. et al.: Arch. Biochem. Biophys., 127, 463 (1968)<br></p>

<p>Impurity Estriol EP Impurity F<br>Applications 16-Epiestriol (Estriol EP Impurity F) is a metabolite of Estradiol.<br>References Marrian, B., et al.: Biochem. J., 59, 136 (1955), Dietel, M., et al.: Cancer Res., 50, 6100 (1990), Schumacher, G., et al.: Clin. Cancer Res., 5, 493 (1999), Robert, J., et al.: J. Med. Chem., 46, 4805 (2003),<br></p>

<p>Applications A metabolite of Cholesterol. Cholesterol oxidation product having cytotoxicity effects.<br>References Higley, N., et al.: Food Chem. Toxicol., 22, 983 (1984), Emanuel, H., et al.: J. Food Sci., 56, 843 (1991), Kilsdonk, E., et al.: J. Lipid Res., 36, 505 (1995), Cantwell, H., et al.: Cell Biol. Toxicol., 14, 401 (1998),<br></p>

<p>Applications 17α-Progesterone is a testosterone precursror generated from cholesterol. Also used as a diagnostic agent in the identification and study of ovarian Leydig cell tumor disease.<br>References Vesely, D. et al.: Proc. Natl. Acad. Sci. USA., 76, 3491 (1979); Arhan, E. et al.: J. Pediatric Endocrinol. Metab., 21, 181 (2008);<br></p>

<p>Applications Δ7-Avenasterol is an analog of Stigmasterol (S686750); a plant sterol that is used as a precursor in the synthesis of progesterone.<br>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)<br></p>

<p>Applications 24(R/S)-Hydroxycholesterol-d7 is used in the study of biochemical methods for quantitative detection of steroids containing quantitative charge tags and oxidizing agents and using mass spectroscopy for detection.<br>References Groffoths, Williams., US 20150233953, (2015)<br></p>

<p>Applications 17-Hydroxy-3,11-dioxo-androsta-1,4-diene-17β-carboxylic Acid is an intermediate used to prepare (11β,​17α)​-17-​[(Ethoxycarbonyl)​oxy]​-​11-​hydroxy-​3-​oxo-​androsta-​1,​4-​diene-​17-​carboxylic acid (E890570) which is a derivative of Loteprednol Etabonate (L471400), an ophthalmic corticosteroid.<br>References Alberth, M., et al.: J. Biopharm.Sci., 2, 115 (1991), Bodor, N., et al.: Pharm. Res., 9, 1275 (1992), Bartlett, J.D., et al.: J. Ocul. Pharmacol., 9, 157 (1993)<br></p>

<p>Applications 20α-Dihydro Pregnenolone is a metabolite of Pregnenolone (P712200).<br>References Purdy, R., et al.: J. Med. Chem., 33, 1572 (1990), Bixo, M., et al.: Brain Res., 764, 173 (1997), Huang, X., et al.: J. Biol. Chem., 275, 29452 (2000),<br></p>

<p>Applications Dutasteride β-Dimer is a dimer impurity of Dutasteride (D735000); a dual inhibitor of 5α-reductase isoenzymes type 1 and 2. Dutasteride is structurally related to Finasteride (F342000) and is used in the treatment of benign prostatic hyperplasia.<br>References Bakshi, R.K., et al.: J. Med. Chem., 38, 3189 (1995); Gisleskog, P.O., et al.: Brit. J. Clin. Pharmacol., 47, 53 (1999); Djavan, B., et al.: Expert Opin. Pharmacother., 6, 311 (2005)<br></p>

<p>Applications Lynestrenol is an orally available progestogen hormone used in contraception to avoid hereditary angiodema as well as in treatment of ischemic stroke.<br>References Saule, C. et al.: Clin. Exp. Allergy, 43, 475 (2013); Beraki, S. et al.: PLoS One., 8, e69233 (2013);<br></p>

<p>Applications 11α-Hydroxy Canrenone is the key intermediate in the synthesis of Eplerenone, a cardiovascular drug. Canrenone was biotransformed into 11α-Hydroxycanrenone by Aspergillus ochraceus SIT34205.<br>References Luetscher, J., et al.: J. Clin. Invest., 29, 1576 (1950), Gaunt, R., et al.: J. Clin. Endocrinol. Metab., 15, 621 (1955), McMahon, E., et al.: Curr. Opin. Pharm., 1, 190 (2001), McMahon, E., et al.: Curr. Pharm. Des., 9, 1065 (2003),<br></p>

<p>Applications Aldosterone is an adrenocortical steroid which exerts regulatory influence on metabolism of electrolytes and water. Biologically active aldosterone isomer; a mineralocorticoid produced by the adrenal cortex that induces urinary excretion of K+ and renal reabsorptioon of Na+. Exists as an equilibrium mixture of the aldehyde and the hemiacetal.<br>References Simpson, et al.: Experienta, 9, 333 (1953), Morel, A., et al.: Nature, 356, 523 (1992), Arima, S., et al.: Clin. Exp. Nephrol., 7, 172 (2003), Hirasawa, A., et al.: Eur. J. Pharmacol., 267, 71 (1994), Hiroyama, M., et al.: Mol. Endocrinol., 21, 247 (2007),<br></p>

<p>Applications BGP 15 is a calcipotriene-based vitamin D3 analog that inhibits poly(ADP-ribose) polymerasesis (PARP), a class of enzymes that regulate DNA repair and apoptosis (1). BGP 15 is also a cardioprotective agent (2). Also, BPG 15 improves mitochondrial function, protects neurons from dying in vitro and in vivo, and promotes cardiac innervation in vivo.<br>References (1) Berkovich, L., et al.: Anticancer Drugs. 21, 609 (2010) (2) Szabados, E., et al. Biochem Pharmacol. 59, 937 (2000)<br></p>