Steroids and Derivatives

<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>Impurity Norethindrone EP Impurity H<br>Applications 6β-Hydroxynorethindrone (Norethindrone EP Impurity H) is the 6β-hydroxy analogue of Norethindrone (N676000). 6β-Hydroxynorethindrone is also a metabolite of the progestagen hormone, Lynestrenol.<br>References Choudhary, M.I. et al.: Nat. Prod. Res., 24, 1 (2010); Bagocsi, B. et al.: J. Plan. Chrom. Mod. TLC, 16, 359 (2003);<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 A 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 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 D-Digitoxose is a derivative of D-ribo-Hexonic acid that is metabolized in the liver. It inhibits glucose-stimulated insulin release.<br>References Domschke, W. et al.: Naun.-Schmied. Arch. Pharmacol., 265, 149 (1969); Brown, D.F. et al.: Experientia, 39, 979 (1983); Hussain, M. et al.: Biochem. Biophys. Res. Comm., 129, 358 (1985);<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 Bisnorcholenaldehyde can be used to prepare 27-Nor-Δ4-dafachronic acid as a synthetic ligand of Caenorhabditis elegans DAF-12 receptor. It is also used to synthesize 3β,6α-dihydroxy-5α-cholan-23-one.<br>References Samaja, G., et al.: Bioorg. Med. Chem. Lett., 23, 2893 (2013); Nahar, L., et al.: Tetrahedron, 59, 8623 (2003)<br></p>

<p>Applications 5α-Dihydrolevonorgestrel is the reduced analogue of levonorgestrel (N689510), a safe, tolerated and effective emergency contraceptive for women.<br>References Cabeza, M., et al.: Steroids., 60, 630 (1995); Lemus, A.E., et al.: J. Steroid. Biochem. Molec. Biol., 41,881 (1992); Bergink. E.W., et al.: J. Steroids. Biochem., 14, 175 (1981);<br></p>

<p>Applications A metabolite of 17β -Estradiol (E888000).<br>References Cekan, S., et al.: J. Steroid Biochem., 27, 95 (1989), Martin, R., et al.: Clin. Chem., 46, 100 (2000), Blackwell, L., et al.: Steroids, 68, 465 (2003)<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>Applications Prostaglandin analog, used to treat glaucoma and other degenerative diseases of the eye.<br>References Rhee, D.J., et al.: Clinic. Ophthalmol., 2, 313 (2008), Hernandez, M., et al.: Exp. Eye Res., 86, 798 (2008), Nagata, T., et al.: J. Pharmacol. Sci., 106, 423 (2008), Ikeda, Y., et al.: J. Ocular Pharmacol. Ther., 24, 230 (2008),<br></p>

<p>Stability And Ether., Chloroform, Isomerizes Rapidly In Benzene<br>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.<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 White, W. A. et. al.: J. Agric. Food Chem. 19(2), 388-390 (1971).<br></p>

<p>Applications A degradation and metabolic intermediate of Dexamethasone (D298800). A Dexamethasone enol aldehyde as inflammation inhibitor.<br>References Weiss, G., et al.: J. Clin. Endocrinol. Metab., 43, 696 (1976), Hirschmann R., et al.: Steroids, 57, 579 (1992),<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications Bioactive, synthetic vitamin D3 analog; exhibits antiproliferative effect on keratinocytes. Antipsoriatic.<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 Matsunaga, T., et al.: J. Dermatol., 17, 135 (1990), Gerritsen, M.J.P., et al.: Br. J. Dermatol., 131, 57 (1994),<br></p>

<p>Impurity Dutasteride EP Impurity F<br>Applications 1-Chloro Dihydro Dutasteride (Dutateride EP Impurity F) is a 3-oxo-4-aza-5α-androstene-17β-carboxylic acid derivative and an impurity of Dutasteride (D735000).<br></p>

<p>Stability Hygroscopic<br>Applications Digitoxigenin has been used in a study to assess its stereochemical effects in cancer cytotoxicity. It has also been used in a study to investigate the advantage of gold(I)-catalyzed glycosidation of glycosyl o-alkyl benzoates to assemble digitoxin.<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 Hinds, J., et al.: Chemmedchem, 8, 63 (2013); Ma, Y., et al.: J. Org. Chem., 76, 9748 (2011)<br></p>

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

<p>Applications 6-Ethylchenodeoxycholic-d5 Acid is an isotope labelled compound of 6-Ethylchenodeoxycholic Acid (E899810), which is used in the investigative treatment of primary biliary cholangitis. Primary biliary cholangitis is an autoimmune disease of the liver that slowly progresses to cirrhosis.<br>References Ali, A. H, et al.: Expert Opin. Orphan Drugs, 4, 1011 (2016)<br></p>

<p>Applications Labelled Deoxycorticosterone. A mineralocorticoid that occurs in adrenal cortex. It acts as a precursor to Aldosterone (A514700).<br>References Bohl, C., et al.: J. Med.Chem., 47, 3765 (2004), Smith, J., et al.: Steroids, 73, 1160 (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>(1α)-17-(Acetyloxy)-6-chloro-1-(chloromethyl)-pregna-4,6-<br>diene-3,20-dione; 6-Chloro-1α-(chloromethyl)-17-<br>hydroxypregna-4,6-diene-3,20-dione Acetate; Cyproterone<br>Acetate EP Impurity C</p>

<p>Applications Gestodene is an orally active gestogen with a progesterone-like profile of activity. Gestodene is used in combination with estrogen as an oral contraceptive.<br>References Duesterberg, B., et al.: Contraception, 24, 673 (1981), Duesterberg, B., et al.: Seroids, 43, 43 (1984), Losert, W., et al.: Arzneim.-Forsch., 35, 459 (1985),<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 Cholesterol (C432501) metabolite. Lathosterol (indicating cholesterol synthesis) and Sitosterol (indicating cholesterol absorption) also decreased with deteriorating health. Low Lathosterol, Sitosterol (S497050), and Cholesterol (C432501) predicted mortality additively and independently of each other.<br>References Chyou, P., et al.: Age Ageing, 29, 69 (2000), Schatz, I., et al.: Lancet, 358, 351 (2001), Bjorkman, M., et al.: Eur. J. Endocrinol., 158, 749 (2008),<br></p>

<p>Applications Tetrahydrodehydrocorticosterone inhibits aldosteronogenesis by intact cells at concentrations that inhibited angiotensin binding.<br>References Campanile, C.P., Goodfriend, T.L.: Steroids, 37, 681(1981)<br></p>

<p>Applications Pregnenolone-d6 is the labeled analogue of Pregnenolone (P712200), a steroid hormone involved in the steroidogenesis of progesterone, mineralocorticoids, glucocorticoids, androgens, and estrogens. As such it is a prohormone. Pregnenolone is a GABAA antagonist and increases neurogenesis in the hippocampus. It is a modulator of cytochrome P 450-3A.<br>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)<br></p>

<p>Applications Quinestrol is an estrogen-like compound.<br></p>

<p>Estrone sulfate sodium, an inactive estrogen ester, transforms into estrone via steroid sulfatase. It's studied for targeting polypeptide transporters.</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 A metabolite of 17β-Estradiol.<br>References Cushman, M., et al.: J. Med. Chem., 38, 2041 (1995), D’Amato, R.J., et al.: Proc. Natl. Acad. Sci. USA, 91, 3964 (1994), Forsis, T., et al.: Nature, 368, 237 (1994)<br></p>

<p>Applications A major steroidal sapogenin from Radix ophiopogon japonicus with robust anti-inflammatory and anti-thrombotic activities. Studies suggest that it inhibits adhesion of leukocytes to a human umbilical vein endothelial cell line (ECV304) injured by tumor necrosis factor-α (TNF-α) in a concentration-dependent manner.<br>References Huang, Y. et al.: Drug Dev. Res., 69, 196 (2008); Huang, Y. et al.: J. Pharmacol. Sci., 108, 198 (2008); Song, J. et al.: J. Pharmacol. Sci., 113, 409 (2010);<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 A labelled metabolite of Budesonide (B689490), a non-halogenated glucocorticoid related to triamcinolone hexacetonide. 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), Edsbaecker, S., et al.: Drug Metab. Dispos., 15, 412 (1987),<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 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 A next-generation selective estrogen receptor modulator for treating disorders associated with increased bone turnover and osteopenia.<br>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),<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>Impurity Betamethasone Acetate EP Impurity C<br>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.<br>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)<br></p>

<p>Stability Light Sensitive<br>Applications Travoprost is a selective FP prostaglandin receptor agonist used to treat glaucoma (1,2).<br>References (1) Hellberg, M.R., et al.: J. Ocul. Pharmacol. Ther., 17, 421 (2001) (2) Schuman, J.S., et al.: Am. J. Ophthalmol., 140, 242 (2005)<br></p>

<p>Impurity Dutateride EP Impurity C<br>Applications Ethyl 3-Oxo-4-aza-5α-androst-1-ene-17β-carboxylate (Dutateride EP Impurity C) is a compound synthesized in the production of azasteroids. Used in the inhibition of 5α-reductase and of androgen receptor binding, both major effecters in the male hormonal system.<br>References Ramusson, G. et al.: J. Med. Chem., 29, 2298 (1986);<br></p>

<p>Stability Temperature Sensitive<br>Applications 6-Defluro-6-oxo-fluticasone Propionate is a derivative of Flumethasone (F455000), a glucocorticoid, anti-inflammatory.<br>References Matuszewski, B, et al.: Anal. Chem., 75, 3019 (2003), Fekete, S., et al.: J. Pharm. Biomed. Anal., 49, 64 (2009),<br></p>

<p>Applications Anti-inflammatory (topical).<br>References Kirshbaum, J., et al.: Anal. Profiles Drug Subs., 8, 251 (1979),<br></p>

<p>Applications A metabolite of Estradiol (E888000). An estrogenic metabolite considerably less potent than the hormone Estradiol (E888000).<br>References Marrian, et al.: Biochem. J., 23,1090 (1929), Huffman, et al.: J. Biol. Chem., 169, 167 (1947),<br></p>

<p>Stability Hygroscopic<br>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.<br>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),<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 Labelled Betamethasone Dipropionate. A glucocorticoid. Used as anti-inflammatory and antibacterial ointment for dermatosis.<br>References Dahlman-Ghozlan, K., et al.: Exp. Dermatol., 13, 65 (2004), Gounni Abdelilah, S., et al.: Clin. Immunol., 120, 220 (2006), Hertl, M., et al.: J. Clin. Invest., 116, 1159 (2006),<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications A metabolite of Vitamin D2 (V676040).<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 Barnes, P., et al.: J. Clin. Invest., 83, 1527 (1989), Holick, M., et al.: J. Cell Biochem., 88(2), 296 (2003), Maunsell, Z., et al.: Clin. Chem., 51, 1683 (2005),<br></p>

<p>Applications 6β-Hydroxy-11-deoxycortisol is a corticosteroid which is a metabolite of Cortisol (H714615), 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.<br>References Vigore, L., et al.: Cancer Ther., 6, 699 (2008), Puurunen, J., et al.: J. Clin. Endocrinol. Metab., 94, 1973 (2009), Lemos, D., et al.: J. Endocrinol., 201, 275 (2009), Chen, S., et al.: Am. J. Physiol., 296 (2009),<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>Impurity Budesonide EP Impurity I<br>Applications 16α-Butyloxyprednisolone (Budesonide EP Impurity I) 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 Glycosides isolated from various species of Digitalis. 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 Novotny, J., et al.: J. Biol. Chem., 258, 14433 (1983), Farr, C., et al.: J. Med. Chem., 45, 3257 (2002), Van Dongen, M., et al.: Drug Discov. Today, 7, 471 (2002),<br></p>

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

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

<p>Applications Estradiol is the major estrogen secreted by the premenopausal ovary. Estradiol benzoate is an estradiol analog which contains a benzyl ester at the C-3 position. Estradiol benzoate is useful in the treatment of lesions produced by diminution of bodily production of estrogens.<br>References MacLusky, N., et al.: Endocrinology, 106, 192 (1980), Apostolakis, E., et al.: J. Neurosci., 16, 4823 (1996), Guarraci, F., et al.: Brain Res., 999, 40 (2004), Petralia, S., et al.: J. Neuroendocrinol., 18, 902 (2006),<br></p>

<p>Applications 19-Hydroxyandrostendione is a novel substituted estrogen as aromatase inhibitor. It induces neuroendocrine trans-differentiation of prostate cancer cells via an ectopic olactory receptor.<br>References Polan, M., et al.: J. Clin. Endocrinol. Metab., 70, 480 (1990), Kawasaki, T., et al.: Clin. Exp. Rheumatol., 18, 743, (2000), Castagnetta, L., et al.: Clin. Cancer Res., 8, 3146 (2002); Frontiers in Oncology, May 2018, vol. 8, article 162; <a href="https://doi.org/10.3389/fonc.2018.00162" target="_blank" rel="noreferrer noopener">https://doi.org/10.3389/fonc.2018.00162</a>; Gen. Eng. and Biotech. News (<a href="https://www.genengnews.com/gen-news-highlights/could-prostate-cancer-be-treated-with-aromatherapy-in-the-future/81255862)" target="_blank" rel="noreferrer noopener">https://www.genengnews.com/gen-news-highlights/could-prostate-cancer-be-treated-with-aromatherapy-in-the-future/81255862)</a><br></p>

<p>Applications Labelled Cholesterol (C432501). 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.<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 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>Stability Hygroscopic, Light Sensitive, Temperature Sensitive<br>Applications Fluvastatin 3-Hydroxy-4,6-diene Sodium Salt is a metabolite 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 Androstane Spin Label (ASL) is a spin labelled Androstane used to mimic Androstane.<br>References Scheidt, H., et al.: J. Biol. Chem., 278, 45563 (2003);<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>Applications An inhibitor of steroid biosynthesis. Used as an adrenocortical suppressant. Used in the treatment of breast cancer.<br>References Komanicky, P., et al.: J. Clin. Endocrinol. Metab., 47, 1042 (1978), Mori, Y., et al., Chem. Pharm. Bull., 29, 2646 (1981), Williams, C.J., et al.: Cancer Treat. Rep., 71, 1197 (1987)<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>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>Impurity Norethindrone Acetate EP Impurity G<br>Applications 6-Oxo Norethindrone Acetate (Norethindrone Acetate EP Impurity G) is an oxidative product of Norethindrone acetate (N675990).<br>References Schroff, A.P., et al.: Anal. Profiles Drug Subs., 4, 268 (1975); Singh, H., et al.: Am. J. Obstet. Gynecol., 135, 409 (1979)<br></p>

<p>Stability Hygroscopic<br>Applications 17β-Estradiol 3-O-Sulfate is a neuroactive steroid used in the studies of human recombinant p1 γ-aminobutyric acid type C (GABAC) recptors.<br>References Li, W.J., et al.: J. Pharmacol. Exp. Therp., 323, 236 (2007); Schneider, C., et al.: Steroids., 69, 245 (2004);<br></p>

<p>Applications Progesterone (P755900) metabolite.<br>References Christy H., et al.: J. Steroid Biochem., Mol., Biol., 116, 171 (2009), Peristera, O., et al.: Toxicol., Lett., 189, 219 (2009), Mori, T., et al.: Toxicol., Lett., 186, 123 (2009),<br></p>

<p>Applications Pregnenolone (P712200) derivative, a steroid hormone involved in the steroidogenesis of progesterone, mineralocorticoids, glucocorticoids, androgens, and estrogens<br>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),<br></p>

<p>Applications Estradiol (E888000) derivative. An estrogen.<br>References 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 The 22R-metabolite of Cholesterol (C432501). 22-Hydroxycholesterol inhibits chemokine receptor activity.<br>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),<br></p>

<p>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.<br>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),<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 corticosteroid (derivative of prednisolone), approved for the treatment of post-operative ocular inflammation.<br>References Kapp, A., et al.: J. Allergy and Clin. Immunol., 110, 277 (2002), Yasueda, S., et al.: J. Pharm. Biomed. Anal., 30, 1735 (2003), Yamaguchi, M., et al.: Int. J. Pharm., 301, 121 (2005),<br></p>

<p>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.<br>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);<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>