Steroids and Derivatives

Stability Hygroscopic
Applications Dexamethasone (D298800) process impurity.

Applications A metabolite of Desogestrel.
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),

Applications A metabolite of Androstenedione (A637550).
References Gazdar, A., et al.: Cancer Res., 50, 5488 (1990), Levesque, J., et al.: Steroids, 70, 305 (2005), Lootens, L., et al.: Drug Metab. Dispos., 37, 2367 (2009),

Stability Light Sensitive, Temperature Sensitive
Applications 25-Hydroxyvitamin D3 3-Hemisuccinate is a conjugate of 5-Hydroxyvitamin D3 (C125700), the principal circulating form of vitamin D3, formed in the liver by hydroxylation at C-25. Calcium regulator. Also used in the preparation and synthesis of antisera to be used in the immunoassay of 25-Hydroxyvitamin D3.
References Morii, et al.: Arch. Biochem. Biophys., 120, 513 (1967), Blunt, et al.: Biochemistry, 7, 3317 (1968), Liu, et al.: Science, 311, 1770 (2006),

Applications A degradation and metabolic intermediate of Betamethasone (B3270000).

Impurity Prednicarbate USP Related Compound A
Applications 1,2-Dihydro Prednicarbate is a related compound of Prednicarbate (P703700). Prednicarbate related compound A. Prednicarbate USP Related Compound A.
References Conolly, et al.: J. Chem. Soc., 828 (1937),

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.
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);

Applications 6β-Μethyl Prednisolone 21-Acetate is the 6-methyl isomer of 6α-Methyl Prednisolone 21-Acetate (M326030).
References Sugihara, N., et al: Am. J. Cardiol., 69, 1475 (1992), Bracken, M.B., et al.: J. Neurosurg., 89, 699 (1998), Dammers, J.W.H.H., et al.: Brit. Med. J., 319, 884 (1999).

Applications A labelled metabolite of Estradiol (E888000).
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),

Applications A labelled glucocorticoid microemulsion nasal preparation allergy inhibitor rhinitis.
References ukuoka, 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).

Applications Cardiotonic; diuretic.
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 Sreenivasan, Y., et al.: Biochem. Pharmacol., 66, 2223 (2003), Ni, D., et al.: J. Exp. Ther. Oncol., 2, 278 (2002), Langford, S.D., Toxicology, 109,1 (1996),

Stability Hygroscopic
Applications A metabolite of Digoxin (Dx) (D446575).
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 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),

Stability Hygroscopic
Applications Desonide 21-Acetate is a reactant in the synthesis of 7α-halogenocorticosteroids with anti-inflammatory activity.
References De, K., et. al.: J. Indian Chem. Soc., 79, 513 (2002)

Stability Hygroscopic
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.
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 Hinds, J., et al.: Chemmedchem, 8, 63 (2013); Ma, Y., et al.: J. Org. Chem., 76, 9748 (2011)

Applications Protodioscin is a steroidal saponin compound found in a number of plant species. It is known to be the active component of the herbal aphrodisiac plant Tribulus terrestris. It has also shown to produce significant increases in the levels of the hormonal levels in animal studies.
References Gauthaman, K., et al.: Inter. J. Phytother. Phytopharm., 15, 44 (2008); Ganzera, M., et al.: J. Pharmac. Sci., 90(11), 1752 (2001);

Applications 11β,21-dihydroxypregna-1,4,16-triene-3,20-dione is a derivative of Prednisolone (P703740) and an intermediate in the synthesis of isoxazolinopregnadienes which exhibit anti-inflammatory activity.
References Khalil, M.A., et al.: Med. Chem. Res., 6, 52 (1996); Kwon, T., et al.: J. Med. Chem., 38, 1048 (1995)

Stability Hygroscopic
Applications Dexamethasone 21-Phosphate Dimer 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.
References Wershil, B.K., et al.: Int. Arch. Allergy Immunol., 107, 323 (1995), Riccardi, C., et al.: Cell Death Diff., 6, 1182 (1999), Llanos, S.L. and Roldan, A.: Bio Cell, 23, 29 (1999)

Applications It is a potent and tissue-selective androgen receptor modulator (SARM) used as antiosteoporotic agent.
References Samnegard, E., et al.: Bone, 28, 414 (2001), Hanada, K., et al.: Biol. Pharm. Bull., 26, 1563 (2003), Kearbey, J., et al.: Xenobiotica, 34, 273 (2004), Kearbey, J., et al.: Xenobiotica, 34, 273 (2004), Kearbey, J., et al.: Pharm. Res., 24, 328 (2007),

Applications 17,21-Dihydroxy-16α-methylpregna-1,4,9(11)-triene-3,20-dione 21-Acetate is an intermediate in the synthesis of Mometasone Furoate (M490000), a tropical corticosteroid used as an anti-inflammatory agent.
References Spangler, M., et al.: Chromatograph., 54, 329 (2001); Reeves, E.K., et al.: Bioorg. Med. Chem., 21, 2241 (2013);

Applications A Cortisone derivative, a glucocorticoid.
References Mickelson, K., et al.: Biochemistry, 20, 6211 (1981), Westphal, U., et al.: J. Steroid Biochem., 19, 1 (1983),

Applications Cholesterol 5alpha,6alpha-epoxide is used in the generation of oxysterols and in the studies of the biological significance of oxysterols.
References Lizard, G., et al.: Eur. J. Lipid Sci. Technol., 118, 135 (2016); Sabolova, M., et al.: J. Sci. Food Agric., 97, 5092 (2017); Bezine, M., et al.: Biochimie (2018)

Impurity Fulvestrant EP Impurity B
Applications A metabolite of Fulvestrant (F862500).
References Rao, P., et al.: J. Steroid Biochem., 25, 417 (1986), Wakeling, A., et al.: J. Steroid Biochem. Mol. Biol., 43, 173 (1992), DeFriend, D., et al.: Cancer Res., 54, 408 (1994),

Applications Estradiol derivative which shows antioxidant activity.
References Fotsis, T., et al.: J. Steroid. Biochem., 28, 215 (1987), Sack, M., et al.: Lancet, 343, 269 (1994), Brunelli, R., et al.: Biochemistry, 39, 13897 (2000), Li, A., et al.: Nat. Med., 8, 1235 (2002),

Applications Ospemifene is used to treat dyspareunia. It is a selective estrogen receptor modulator (SERM) acting similarly to an estrogen.
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 Rutanen, E., et al.: Menopause, 10, 433 (2003);

Applications Δ1-Adrenosterone is a derivative of Adrenosterone (A305600), and is suspected to have some inhibitory effects on estrogen biosynthesis in human placental microsomes. Δ1-Adrenosterone also has potential androgenic anabolic and antiuterotropic activity.
References Lodge, B., et al.: Can. J. Pharm. Sci., 10, 107 (1975); Lodge, B., et al.: Can. J. Pharm. Sci., 11, 95 (1976); Schwarzel, W., et al.: Endocrinology, 92, 866 (1973)

Impurity Fluvastatin EP Impurity E
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.
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)

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

Applications Bexarotene is a selective retinoid X receptor (RXR) agonist and an antineoplastic agent (1,2,3).
References (1) Boehm, M.F., et al.: J. Med. Che., 37,2930 (1994) (2) Gottardis, M.M., et al.: Cancer Res., 56, 5566 (1996) (3) Mukherjee, R., et al.: Nature, 386, 407 (1997)

Applications Prednisolone (P703740) metabolite.
References Garg, V., et al.: Biopharm. Drug Disposition, 15, 163 (1994), Adham, N., et al.: Proc. Biochem., 38, 897 (2003),

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

Applications A 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 Betamethasone 17-Butyrate is an impurity of Clobetasone 17-Butyrate (C583550), an glucocorticoid used for anti-inflammatory purposes.

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 metabolite of Testosterone (T155000). It is a promising androgen for male hormonal contraception.CONTROLLED SUBSTANCE
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),

Stability Hygroscopic
Applications A metabolite of Exemestane (E957000).
References Cavalcanti, G. et al.: Steroids 76, 1010 (2011)

Impurity Ethinylestradiol EP Impurity A
Applications 17-epi-Ethynyl Estradiol (Ethinylestradiol EP Impurity A) is the epimer derivative of Ethynyl Estradiol (E685100). 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 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),

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).
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),

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

Stability Hygroscopic
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.
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)

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

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

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.
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);

Impurity Norethindrone EP Impurity G
Applications Norethindrone (N676000) epimer. Norethindrone and acetate is used in combination with estrogen as contraceptive (oral). Norethindrone EP Impurity G.
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),