Steroids and Derivatives

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 Labelled Norgestrel. It 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),

Impurity Estradiol EP Impurity A/ Ethinylestradiol EP Impurity C
Applications Estrone 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).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.
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.

Applications Labelled Isoflupredone (I816600). Anti-inflammatory.
References Buchwald, P., et al.: Steroids, 73, 193 (2008), Holbeck, S., et al.: Mol. Endocrinol., 24, 1287 (2010),

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 Budesonide (B689490) epimer S. Budesonide 22R epimer is more active than 22S epimer. 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 A labelled orticosteroid 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 17α-Hydroxy-5α-androstan-3-one is a metabolite of epi-testosterone (T155005). It functions similar to other testosterone analogs, maintaining cell conformation in epithelial cells.
References Sinowatz, F. et al.: J. Endocrinol., 73, 53 (1977);

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 Isotope labelled testosterone enanthate is a derivative of testosterone (T155000), the principal hormone of the testes, produced by the interstitial cells.
References Janjic, M.M., et al.: Reproduct. Toxicol., 34, 686 (2012); Lacreuse, A., et al.: Physiol. Behaviour., 106, 229 (2012);

Applications A labelled metabolite of Estradiol (E888000).
References Ball, P., et al.: Steroids, 33, 563 (1979), Wong, T., et al.: Clin. Chem., 38, 1830 (1992), Xu, X., et al.: J. Clin. Endocrinol. Metab., 84, 3914 (1999), Todorovic, R., et al.: Carcinogenesis, 22, 905 (2001), Travis, R., et al.: Breast Cancer Res., 5, 239 (2003),

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.
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.

Applications A labelled progesterone receptor antagonist with partial agonist activity. Abortifacient.
References Healy, D.L., et al.: J. Clin. Endocrinol. Metab., 57, 863 (1983), Rauch, M., et al.: Eur. J. Biochem., 148, 213 (1985), Baulieu, E.E., et al.: Science, 245, 1351 (1989), Brogden, R.N., et al.: Drugs, 45, 384 (1993)

Applications Testosterone 17-Decanoate-d3, is the labeled analogue of Testosterone 17-Decanoate (T155120), an ester of Testosterone (T155000). Testosterone 17-Decanoate, can be used as a potential long-acting male contraceptive, with the combination of subcutaneous etonogestrel implants.
References Brady, B. M., et al.: Human Reproduction, 21 (1), 285 (2006); Themmen, A., et al.: Endocr. Rev. 21, 551 (2000);

Applications Dienogest-d8 (major) is labelled derivative of 19-Nortestosterone. It is used in combination with estrogen as oral contraceptive.
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)

Stability Light Sensitive, Temperature Sensitive
Applications Synthetic analog of vitamin D. Antihyperparathyroid.
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 Sidek, H., et al.: Biochim. Biophys. Acta, 801, 26 (1984), Ciftci, M., et al.: J. Pharmacol., 54, 275 (2002),

Applications A next-generation selective estrogen receptor modulator for treating disorders associated with increased bone turnover and osteopenia.
References Baumann, R., et al.: Biochem. Pharmacol., 55, 841 (1998), Ammann, P., et al.: Osteoporos Int., 10, 369 (1999), Alexandersen, P., et al.: J. Clin. Endocrinol. Metab., 86, 755 (2001), Bourrin, S., et al.: Bone, 30, 195 (2002), Buzdar, A., et al.: J. Clin. Oncol., 21, 1007 (2003),

Impurity Betamethasone Acetate EP Impurity C
Applications Betamethasone 11β,21-Diacetate is an impurity of Betamethasone 21-Acetate (B327025); a glucocorticoid steroid with anti-inflammatory and immunosuppressive properties which can be used in treatment of asthma and itching.
References Kerns, E., et al.: J. Pharm. Sci., 90, 1838 (2001); Seidler, J., et al.: J. Med. Chem., 46, 4477 (2003); Alsenz, J., et al.: J. Pharm. Sci., 96, 1748 (2007)

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

Applications 17beta-Estradiol-16,16,17-d3 3-Benzoate (CAS# 1192354-74-7) is a useful isotopically labeled research compound.

(1α)-17-(Acetyloxy)-6-chloro-1-(chloromethyl)-pregna-4,6-
diene-3,20-dione; 6-Chloro-1α-(chloromethyl)-17-
hydroxypregna-4,6-diene-3,20-dione Acetate; Cyproterone
Acetate EP Impurity C

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)

Stability Light Sensitive
Applications 3β-Hydroxydesogestrel is a metabolite of Desogestrel (D296875), a progestogen with low androgenic potency.
References Viinikka, L., et al.: Eur. J. Clin. Pharmacol., 15, 349 (1979), Bergink, E.W., et al.: J. Steroid Biochem., 14, 175 (1981)

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

Applications Tetrahydrocorticosterone is a urinary steroid metabolite that decreases in postmenopausal women with osteoporosis. Tetrahydrocorticosterone is a potential biomarker of pathol. adrenal function.
References Poor, V., et. al.: Chromatographia, 60, S165 (2004); Kotlowska, A., et. al.: J. Chromatogr. B, 879, 359 (2011)

Applications 11-Dehydrocorticosterone is a precursor to corticosterone (C695700), converted by 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) which plays a role in glucocorticoid-induced insulin resistance.
References Morgan, S. et al.: Diabetes, 58, 2506 (2009);

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

Applications Prednisolone 21-β-D-Glucuronide Sodium Salt is a metabolite of Prednisolone (P703740).
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),

Applications The 17β-metabolite of Equilin (E592800).
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),

Applications Testosterone (T155000) derivative. It is a potent androgen with anabolic properties. Since the begining of the year 2005, the use of steroid precursors (prohormones) is illegal in the United States. Controlled substance.
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 Liao, S., et al.: J. Biol. Chem., 248, 6154 (1973), Saartok, T., et al.: Endocrinology, 114, 2100 (1984), Sugawara, T., et al.: J. Biol. Chem., 278, 42487 (2003),

Impurity Cholecalciferol EP Impurity A
Stability Light Sensitive, Temperature Sensitive
Applications 5,6-trans-Vitamin D3 (Cholecalciferol EP Impurity A) is the major photoisomer of Vitamin D3 analog, as an impurity.
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 Bikle, D., et al.: Biochemistry, 25, 1545 (1986), Webb, A., et al.: J. Clin. Endocrinol. Metab., 68, 882 (1989), Baran, D., et al.: J. Cell Biochem., 50, 124 (1992), Tian, X., et al.: J. Biol. Chem., 268, 14888 (1993),

Applications di(2-Hydroxy Atorvastatin) Calcium Salt is a metabolite of Atorvastatin Calcium Salt (A791750), 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 Kearney, A.S., et al.: Pharm. Res., 10, 1461 (1993); Heinonen, T.M., et al.: Clin. Ther., 18, 853 (1996); Whitfield, L.R., et al.: Eur. J. Drug Metab. Pharmacokinet., 25, 97 (2000)

Applications Isotope labelled Norethindrone (N676000), a labelled progesterone in combination with acetate used as an oral contraceptive (1,2). It is reasonably anticipated to be a human carcinogen. Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.
References 1. Shroff, A. et al.: Anal. Profiles Drug Subst. 1975 ; 4;268-2932. Singh, H. et al.: Am. J .Obstet. Gynecol. 1979 Oct 1;135(3):409-14

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 Androstenedione (A637550) analog, an aromatase inhibitor.
References Marsh, D.A., et al.: J. Med. Chem., 28, 788 (1985),

Impurity Budesonide EP Impurity L
Applications 11-Keto Budesonide (Budesonide EP Impurity L) is an impurity of Budesonide (B689490), an antiinflammatory agent.
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),