Steroids and Derivatives

<p>Applications An impurity of Methylhydrocortisone.<br>References Wang, C., et al.: Steroids, 66, 811 (2001),<br></p>

<p>Applications Testosterone ester. Testosterone 17-Valerate has been a useful compound in the development of immunochemical techniques for detection of anabolic androgenic steroids in food supplements.<br>References Ruelle, P., et al.: Int. J. Pharm., 157, 219 (1997), de la Torre, X., et al.: J. Pharm. Biomed. Anal., 24, 645 (2001), Adat, S., et al.: Lett. Drug Des. Discov., 1, 334 (2004), Holubova, B., et al.: Eur. Food Res. Technol., 245, 1011 (2019)<br></p>

<p>Stability Light Sensitive<br>Applications An impurity of the selective FP prostaglandin receptor agonist Travoprost (T715600) used as an ocularly applied intraocular pressure reducing agent.<br></p>

<p>Stability Hygroscopic<br>Applications Budesonide (B689490) epimer R. 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>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.<br>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);<br></p>

<p>Applications Obeticholic Acid Acyl-β-D-glucuronide is composed of 6-Ethylchenodeoxycholic Acid (E899810) linked with Glucuronic Acid (G596850).<br>References Levene, M., et al.: J. Biol. Chem., 92, 257 (1931); Miyamoto, I., et al.: Anal. Biochem., 115, 308 (1981); Neuschwander-Tetri, B.A., et al.: Lancet., 385, 956 (2015);<br></p>

<p>Applications 7-Keto Cholesterol is a metabolite of Cholesterol.<br>References Wang, J., et al.: Biochemistry, 43, 1010 (2004), Lemaire-Ewing, S., et al.: Cell Biol. Toxicol., 21, 97 (2005), Fuda, H., et al.: J. Lipid Res., 48, 1343 ( 2007), Sasaki, H., et al.: Metabolism, 56, 357 (2007),<br></p>

<p>Applications Labelled Cyproterone (C989090). An antiandrogen, suppresses Testosterone and its metabolites. Derivatives of Cyproterone are administered to patients suffering from hypersexuality and to help facilitate the sexual transformation of male-to-female transsexuals.<br>References Gracia, T., et al.: Toxicol. App. Pharmacol., 225, 142 (2007), Ahlin, G., et al.: J. Med. Chem., 51, 5932 (2008), Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010), Bovee, T., et al.: J. Steroid Biochem. Mol. Biol., 118, 85 (2010),<br></p>

<p>Impurity Abiraterone Impurity 5<br>Applications 17-Iodo-androsta-5,16-diene-3β-ol is an analog of Abiraterone (A108490) and is used as a reagent in the synthesis of C-17-heteroaryl steroidal CYP17 inhibitors/antiandrogens which exhibit antitumor activity. Abiraterone Impurity 5<br>References Handratta, V.D., et al.: J. Med. Chem., 48, 2972 (2005)<br></p>

<p>Applications Testosterone Undecylenate is an ester metabolite of Testosterone (T155000), which is the main hormone of the testes, produced by the interstitial cells. It is a major circulating androgen; converted by 5α-reductase in androgen-dependent target tissues to 5α-dehydrotestosterone that is required for normal male sexual differentiation. Also converted by aromatization to Estradiol.<br>References McFarland, K., et al.: Science, 245, 494 (1989); Heckert, L., et al.: Mol. Endocrinol., 12, 1499 (1998); Themmen, A., et al.: Endocr. Rev. 21, 551 (2000); Kumar, R., et al.: Biol. Reprod., 65, 710 (2001);<br></p>

<p>Impurity Fulvestrant EP Impurity A<br>Applications Fulvestrant (F862500) impurity A. The S-isomer of Fulvestrant.<br>References Sharman, G.J., et al.: Mag. Resonance Chem., 39, 549 (2001),<br></p>

<p>Applications An intermediate of Deflazacort (D228975), a systematic corticosteroid.<br>References Nathansohn, G. et al.: Steroids, 13, 365 (1969); Nathansohn, G., et al.: J. Med. Chem., 10,799 (1967), Schiatti, P., et al.: Arzneim. Forsch., 30, 1543 (1980),<br></p>

<p>Applications Isotope labelled Testosterone Propionate (T155045), Anabolic steroid. Androgen.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>Applications Isotope Labelled Dexamethasone Acid Ethyl Ester is a derivative of Dexamethasone (D298800), 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>Impurity Fluvastatin EP Impurity E<br>Applications 6-[(1E)-2-[3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]ethenyl]-5,6-dihydro-4-hydroxy-2H-pyran-2-one (Fluvastatin EP Impurity E) is an impurity of Fluvastatin (F601250), a synthetic HMG-CoA reductase inhibitor. Antilipemic.<br>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)<br></p>

<p>Applications Dexamethasone 21-Formate is a metabolite of Dexamethasone.<br>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),<br></p>

<p>Applications The trans metabolite of Latanoprost (L177280), Prostaglandin analog.<br>References Botchkareva, N., et al.: FASEB J., 115, 645 (2001),<br></p>

<p>Applications Δ7-Stigmasterol 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>Impurity Budesonide EP Impurity L<br>Applications 11-Keto Budesonide (Budesonide EP Impurity L) is an impurity of Budesonide (B689490), an antiinflammatory agent.<br>References Brattsand, R., et al.: J. Steroid Biochem., 16, 779 (1982), Clissold, S., et al.: Drugs, 28, 485 (1984), Edsbacker, S., et al.: Drug Metab. Dispos., 15, 403 (1987), Pozo, O., et al.: Anal. Bioanal. Chem., 398, 1759 (2010),<br></p>

<p>Stability Light Sensitive<br>Applications 3β-Hydroxydesogestrel is a metabolite of Desogestrel (D296875), a 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 Equilenin is a naturally occuring estrogenic steroidal hormone (1,2) isolated from urine of pregnant mares (3). Not found in human urine. Component of conjugated estrogenic hormones. Estrogen. This compound is a contaminant of emerging concern (CECs). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.<br>References 1. Corbellini, A. et L.: Farmaco Sci. 1964 Nov;19:913-22.2. Stein, R. et al.: Tetrahedron 1970 Apr;26(8):1917-33.3. Nett, T. et al.: J. Reprod. Fertil. Suppl. 1975 Oct;(23):457-62.<br></p>

<p>Impurity Betamethasone Acetate EP Impurity D<br>Applications 9β,11β-Epoxy-17,21-dihydroxy-16β-methylpregna-1,4-diene-3,20-dione 21-Acetate is an intermediate in the production 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>Applications Exemestane is an antineoplastic (hormonal).<br>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)<br></p>

<p>Applications Estradiol 17β-sulfate is a naturally occuring steroid in whihc can be converted into Estradiol(E888000)<br>References Takanashi, K., et al.: Steroids., 68, 383-392 (2003)<br></p>

<p>Applications A labelled metabolite of Estradiol (E888000).<br>References Fishman, H.G, et al.: Biochemistry, 8, 4304 (1969), Ryan, Sugar, J., et al.: J. Clin. Endocrinol. Metab., 50, 137 (1980), Numazawa, M., et al.: Steroids, 38, 149 (1981), Travis, R., et al.: Breast Cancer Res., 5, 239 (2003),<br></p>

<p>Impurity Testosterone Decanoate EP Impurity I<br>Applications A metabolite of Testosterone (T155000). Controlled substance.<br>References Peng, S., et al.: Steroids, 67, 39 (2002), Pozo, O., et al.: Drug Metab. Dispos., 37, 2153 (2009),<br></p>

<p>Stability Temperature Sensitive<br>Applications Zilpaterol is a β-Adrenergic agonist. Growth promotant.<br>References Shelver, W.L., et al.: J. Agric. Food Chem., 52, 2159 (2004)<br></p>

<p>Applications Used as a reactant in the preparation of pyrimidinone ribosides and analogs that show anti-tumor properties.<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 Driscoll, J.S. et al.: J. Med. Chem., 34, 3280 (1991); Pan, L. et al.: J. Pharm. Biomed. Anal., 52, 589 (2010);<br></p>

<p>Applications A 17β-estradiol ester as prodrug of Estradiol (E888000).<br>References Kabasakalian, P., et al.: J. Pharm. Sci., 55, 642 (1966), Marsh, M., et al.: Br. Med. Bull., 48, 426 (1992),<br></p>

<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 Isotope labelled intermediate in the synthesis of Dexamethasone (D298800), a glucocorticoid anti-inflammatory agent.<br>References Liu, Y., et al.: Anal. Bioanal. Chem., 395, 591 (2009), Rodgers, A., et al.: Chem. Res. Toxicol., 23, 724 (2010), Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010),<br></p>

<p>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.<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 Norethindrone (N676000).<br>References Layne, D.S., et al.: Biochem. Pharmacol., 12, 905 (1963),<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>Applications 6β-Hydroxy Betamethasone can be used as analyte in analytical study for detecting betamethasone metabolites in human urine using liquid chromatography coupled to tandem mass spectrometry.<br>References Matabosch, X., et al.: Drug Testing and Analysis, 7, 663-672 (2015)<br></p>

<p>Applications The 17β-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 6α,9α-Difluoroprednisolone 17-Acetate, is an impurity of Difluprednate (D445925), which is shown to have antiinflammatory activity.<br>References Vitali, R., et al.: J. Med. Chem., 20, 853 (1977);<br></p>

<p>Applications Prednisolone 21-β-D-Glucuronide Sodium Salt is a metabolite of Prednisolone (P703740).<br>References Hutzler, J., ET AL.: Drug Metab. Dispos., 30, 355 (2002), Sugiyama, D., et al.: J. Biol. Chem., 278, 43489 (2003), Hagenbuch, B., et al.: Xenobiotica, 38, 778 (2008),<br></p>

<p>Applications 6β-Hydroxy Dutasteride is a hydroxylated derivative of Dutasteride (D735000).<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>Applications Estradiol Cypionate is present in injectable contraceptive formulations. Used in hormone replacement therapy with potential for improving cognition in post-menopausal women.<br>References Thurman, A. et al.: Contra., 87, 738 (2013); Sales, J. et al.: Theriogen., 78, 510 (2012); Rapp, P. et al.: J. neurosci., 23, 5708 (2003);<br></p>

<p>Applications Steroid hormone produced by the corpus luteum. Induces maturation and secretory activity of the uterine endothelium; suppresses ovulation. Progesterone is implicated in the etiology of breast cancer.<br>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),<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 Danazol is an anterior pituitary supressant. Danazol is an anabolic steroid derivative of ethisterone, with mild androgenic side effects (an impeded androgen). Antigonadotropin.<br>References Ahn, Y.S., et al.: N. Engl. J. Med., 308, 1396 (1983),<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 4β-Hydroxy Cholesterol-d7 is a labelled metabolite of Cholesterol. It is formed from Cholesterol by the drug-metabolizing enzyme cytochrome P 450 3A4. A potential ligand for the nuclear receptor LXR and also a new endogenous CYP3A marker.<br>References Breuer, O., et al.: J. Lipid Res., 36, 2275 (1995), Pikuleva, I., et al.: J. Biol. Chem., 273, 18153 (1998), Chawla, A., et al.: Science, 294, 1866 (2001), Bodin, K., et al.: J. Biol. Chem., 276, 38685 (2001),<br></p>

<p>Applications A metabolite of Etiocholanolone.<br>References Eriksson, H., et al.: Eur. J. Biochem., 15, 132 (1970), Cook, D., et al.: Endocrinology, 93, 1019 (1973),<br></p>

<p>Impurity Norethindrone EP Impurity G<br>Applications Norethindrone (N676000) epimer. Norethindrone and acetate is used in combination with estrogen as contraceptive (oral). Norethindrone EP Impurity G.<br>References Angel, P., et al.: Biochim. Biophys. Acta., 1072, 129 (1991), Chenu, C., et al.: J. Cell Biol., 127, 1149 (1994), Schmidt, M., et al.: J. Endocrinol., 158, 401 (1998),<br></p>

<p>Impurity Budesonide EP Impurity E<br>Applications 14,15-Dehydro Budesonide (Budesonide EP Impurity E) is a Budesonide (B689490) impurity.<br>References Aherne, G., et al.: J. Steroid Biochem., 17, 559 (1982), Assi, K., et al.: J. Pharm. Biomed. Anal., 41, 325 (2006),<br></p>

<p>Impurity Prednisolone EP Impurity G<br>Applications 20(S)-Hydroxy Prednisolone (Prednisolone EP Impurity G) is a Prednisolone (P703740) metabolite.<br>References Kim, H., et al.: J. Med. Chem., 30, 2239 (1987), Addison, R., et al.: J. Steroid Biochem., Mol. Biol., 39, 83 (1991),<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 Digoxin derivative, a cardiotonic glycosides 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 Yoshida, F., et al.: J. Med. Chem., 43, 2575 ( 2000), Turner, J., et al.: Pharm. Res., 21, 68 (2004), Wang, J., et al.: Anal. Chim. Acta, 601, 156 (2007),<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>Applications Dihydro Dutasteride is an impurity arose during the process development of Dutasteride (D735000).<br>References Solomons, W., et al.: J. Pharma. Sci., 63, 19 (1974), Rasmusson, G., et al.: J. Med. Chem., 29, 2298 (1986),<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 A potent inhibitor of estrone sulfatase. Inhibits estrone sulfatase &gt;99% at 0.1uM in intact MCF-7 cells, IC50=65pM.<br>References Woo, L.W., et al.: J. Med. Chem., 41, 1068 (1998)<br></p>

<p>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. A representative lot was 19% d3; 47% d6; 12% d7; 7% d8; 3% d9; 3% d10 and 8% d11.<br>References Sutter, J.L., et al.: Anal. Profiles Drug Subs., 4, 431 (1975),<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>Stability Hygroscopic, Unstable in Solution<br>Applications (αR,​1S,​3S,​4R)​-α,​4-​Dimethyl-​2-​oxo-​3-​(3-​oxobutyl)​-​cyclohexaneacetic Acid is an impurity of Artemisin (A777500), an active antimalarial constituent of the tradional Chinese medicinal herb Artemisia annua L., Compositae, which has been known for almost 2000 years as Qinghao. Antimalarial.<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 Klayman, D.L., et al.: Science, 228, 1049 (1985), Price, R.N., et al.: Expert Opin. Invest. Drugs, 9, 1815 (2000), Meshnick, S.R., et al.: Int. J., Parasitol., 32, 1655 (2002),<br></p>

<p>Impurity Spironolactone EP Impurity E<br>Applications 7β-Spironolactone (Spironolactone EP Impurity E) is the 7β-isomer of Spironolactone (S683000). It binds effectively to human plasma proteins.<br>References Chien, Y.W. et al.: J. Pharmac. Sci., 65, 1337 (1976);<br></p>

<p>Applications Progestogen. In combination with estrogen as oral contraceptive.<br>References Hahn, D.W., et al.: Contraception, 16, 541 (1977), Weintraub, H.S., et al.: J. Pharm. Sci., 67, 1406 (1978),<br></p>

<p>Applications 9-Desfluoro-11-dehydroxy-9(11)-ene Triamcinolone Acetonide is an impurity of Triamcinolone Acetonide (T767165) which is an antiasthmatic (inhalant) and antiallergic (nasal).<br>References Florey, K., et al.: Anal. Profiles Drug Subs., 1, 397 (1972), Bernstein, I.L., et al.: Chest, 81, 20 (1982),<br></p>

<p>Applications Isotope labelled Estrone (E889050), which is a metabolite of 17β-Estradiol (E888000). During the metabolism, it is in rapid equilibrium with Estriol (E888960) and 17β-Estradiol (E888000) (1). Causes the feminization of male fish at human and animal waste sites (2).Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.<br>References 1. Both, D. et al.: Anal. Prof. Drug Subst. 1983 12 pp135-1892. Goodman-Gruen, D. et al.: J. Clin. Endocrinol. Metab. 1996 Aug;81(8):2999-3003.<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>Applications A metabolite of Cholesterol. Its membrane organizing properties could have implications in Altzheimer’s disease.<br>References Wang, J., et al.: Biochemistry, 43, 1010 (2004), Lemaire-Ewing, S., et al.: Cell Biol. Toxicol., 21, 97 (2005), Fuda, H., et al.: J. Lipid Res., 48, 1343 ( 2007), Sasaki, H., et al.: Metabolism, 56, 357 (2007); S.L. Regen et al.: J. Amer. Chem. Soc., 131, 12354 (2009)<br></p>

<p>Applications (7α,17α)- 9,17-Dihydroxy-3-oxo-pregn-4-ene-7,21-dicarboxylic Acid Di-γ-lactone is an eplerenone (E588775) impurity. 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 Estrogen; antineoplastic (hormonal).<br>References Aboul-Enein, H.Y., et al.: Anal. Profiles Drug Subs., 11, 347 (1982),<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>Impurity Budesonide EP Impurity B<br>Applications Di-Norbudesonide (Budesonide EP Impurity B) is an impurity of Budesonide (B689490), an antiinflammatory agent.<br></p>

<p>Stability Hygroscopic<br>Applications 4-Hydroxyestradiol 4-O-β-D-Glucuronide Sodium Salt, is a glucuronide derivative of 4-Hydroxy-17β-estradiol (H941895); a metabolite of Estradiol (E888000) which is the major estrogen secreted by the premenopausal ovary.<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); Salole, E.G., et al.: Anal. Profiles Drug Subs., 15, 283 (1986); Lievertz, R.W., et al.: Am. J. Obstet. Gynecol., 156, 1289 (1987)<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>Impurity Norethindrone Acetate EP Impurity F<br>Applications 6β-Hydroxy Norethindrone Acetate (Norethindrone Acetate EP Impurity F) is an oxidative product of the drug Norethindrone (N676000). Norethindrone impurity.<br>References Reif, V., et al.: Pharmaceutical Res., 4, 54 (1987), Rao, P., et al.: Steroids, 59, 621 (1994),<br></p>

<p>Applications The active metabolite of the widely used non-steroidal antagonist Flutamide (F598850). Shown to be an antianhydrogen.<br>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),<br></p>

<p>Applications Labelled Isoflupredone (I816600). Anti-inflammatory.<br>References Buchwald, P., et al.: Steroids, 73, 193 (2008), Holbeck, S., et al.: Mol. Endocrinol., 24, 1287 (2010),<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 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.<br>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.<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 Triamcinolone Hexacetonide is the Intra-articular glucocorticoid treatment for rheumatoid arthritis.<br>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);<br></p>