Steroids

Natural glycoside

Applications Campesteryl Ferulate is a component of γ-​oryzanol with antioxidant activities. References Xu, Z., et al.: J. Agric. Food Chem., 49, 2077 (2001);

Natural glycoside

Applications Anabolic steroid. Controlled substance. References Arriza, J., et al.: Science, 237, 268 (1987), Lill, M., et al.: J. Med. Chem., 47, 6174 (2004), Bledsoe, R., et al.: J. Biol. Chem., 280, 31283 (2005),

Lactone

Stability Hygroscopic Applications A bacteriostatic antibiotic with similar activity and better absorption after oral administration (in animals) than the sodium salt of Fusidic Acid (F865500). Inhibits protein synthesis in prokaryotes by inhibiting the ribosome-dependent activity of G factor and translocation of peptidyl-tRNA. References Findon, G. et al.: Lab. Anim. Sci., 41, 462 (1991); Parsons, R.L. et al.: Curr. Chemother. Proc. Int. Cong. Chemother., 10, 384 (1978);

Applications The hydrophilic metabolite of Dexamethasone (D298800). References Draper, R., et al.: Drug Res., 32, 317 (1982), Watkins, P., et al.: Clin. Pharmacol. Ther., 52, 265 (1992), Yamamoto, N., et al.: J. Clin. Oncol., 18, 2301 (2000), Slaviero, K., et al.: Br. J. Clin. Pharmacol., 57, 44 (2004),

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

Applications Cyproterone Acetate-d3, is the labeled analogue of Cyproterone Acetate (C989100), which combined with estrogen it is used in the treatment of acne. References Moltz, L., et al.: Contraception, 21, 393 (1980), Hammerstein, J., et al.: J. Steroid Biochem., 29, 591 (1983)

Applications Ulipristal is a selective progesterone receptor modulator. Ulipristal is used as an emergency contraceptive. References Gronemeijer, H., et al.: J. Steroid Biochem., 40, 271 (1991), Spitz, I., et al.: Contraception, 48, 403 (1993), Conneely, O., et al.: Steroids, 68, 771 (2003), Chwalisz, K., et al.: Endocr. Rev., 26, 423 (2005),

Stability Hygroscopic Applications Sodium 17beta-Estradiol-2,4,16,16-d4 3-Sulfate (Stabilized with TRIS, 50% w/w) (CAS# 352431-50-6) is a useful isotopically labeled research compound.

Applications Steroidal fused pyrazoles useful as bile acid transporters. References Bhat, L. et al.; Bioorgan. Med. Chem. 15, 85 (2005)

12β-Hydroxyisocholic Acid (Lagocholic Acid) is related to bile metabolism and has been used in the study of metabolic disorders.

Applications Glycochenodeoxycholic Acid-d5 (G641257) derivative.

Applications 5α-Cholestan-3β-ol-d7 is the isotope labelled analog of 5α-Cholestan-3β-ol. 5α-Cholestan-3β-ol is a carbon stanol formed from biohydrogenation of Cholesterol (C432501) in the gut. References Serizawa, S., et al.: J. Biochem., 92, 547 (1982);

Impurity Clobetasol Propionate EP Impurity D Applications 21-Chloro-9-fluoro-11β,17-dihydroxy-16β-methylpregn-4-ene-3,20-dione 17-Propionate (Clobetasol Propionate EP Impurity D) is an impurity of Clobetasol 17-Propionate (C583500), an topical corticosteroid with anti-inflammatory properties. References Olsen, E.A., et al.: J. Am. Acad. Dermatol., 15, 246 (1986),

Coumestrol-9-methyl ether is a synthetic estrogen analogue, which is derived from coumestrol, a naturally occurring phytoestrogen found in various plant sources such as soybeans and clover. This compound is synthesized through chemical modification to enhance its stability and bioactivity, differing from its naturally occurring counterpart by the addition of a methyl group. The mode of action of Coumestrol-9-methyl ether primarily involves binding to estrogen receptors in cells, mimicking the effects of natural estrogens. This interaction can activate or inhibit the transcription of estrogen-responsive genes, depending on the specific context within a biological system. Applications of Coumestrol-9-methyl ether are primarily in scientific research, where it is used to study the biological effects of phytoestrogens and their synthetic analogues on cell signaling pathways, gene expression, and receptor activity. Its role in investigations concerning hormone replacement therapy, endocrine disruption, and breast cancer models provides valuable insights into estrogenic activity and potential therapeutic avenues.

Applications Trendione is a secondary metabolite of Trenbolone acetate, a principal metabolite found in cattle excreta and endocrine-active contaminants discharged into the aquatic environment from agricultural fields. References Robinson, J. A., et al.: Environ. Toxicol. Chem., (2016); Cole, E. A., et al.: Environ. Toxicol. Chem., 34, 1472-1484 (2015)

Applications 17-epi-Testosterone-d3 is the labelled analog of 17-epi-Testosterone.Testosterone (T155000) and epitestosterone (T155005) are endogenous steroids that differ in the configuration of the hydroxyl-bearing carbon at C-17. Testosterone is the predominant male sex hormone, whereas the role of epitestosterone is largely unclear. In humans, both androgens are excreted mainly as glucuronide conjugates. References Wudy, S., et al.: Steroids, 66, 759 (2001), Kootstra, P., et al.: Anal. Chim. Acta., 586, 82 (2007), Sten, T., et al.: Drug Metab. Dispos., 37, 417 (2009),

Stability Hygroscopic 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. References Li, W.J., et al.: J. Pharmacol. Exp. Therp., 323, 236 (2007); Schneider, C., et al.: Steroids., 69, 245 (2004);

Applications Isotope labelled 19-Norandrosterone is the oxidized byproduct of Nandrolone (N315000), an anabolic steroid that is present naturally in the human body. References Jiang, J.Q., et al.: J. Food. Sci., 77, 63 (2012); Delgadillo, M.A., et al.: J. Chromatograph. Anal. Technol. Biomed. Life. Sci., 897 (2012);

Impurity USP Exemestane Related Compound C Applications Boldenone related steroid; anabolic androgenic steroid. 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),

Cinobufagin, a kind of Chinese materia medica with antitumor effect, is widely used in clinical practice, especially in anti-liver cancer, it also has anti-hepatitis B virus activity . Cinobufagin inhibits the proliferation and induces apoptosis, may be related to the mitochondria-mediated pathway and GSK-3β/NF-κB pathway. Cinobufagin can significantly relieve cancer pain in mice and raised their pain threshold, mainly upregulating the expression levels of β -END and μ -OR in the hind paw tumor and adjacent tissue.Cinobufagin and bufalin exhibit cardiotonic and natriuretic activities, they also have inhibitory effects on steroidogenesis of aldosterone and cortisol.

Applications (17β)​-​17-​Hydroxyandrost-​5-​en-​3-​one is a reagent in the synthesis of new hedgehog signaling inhibitors which may be used in cancer treatments. References Xu, C. et al.: J. Am. Chem. Soc., 141, 5381 (2019)

Applications Norgestimate-d3 is the labeled Norgestimate, a progestogen. In combination with estrogen as oral contraceptive. References Hahn, D.W., et al.: Contraception, 16, 541 (1977); Weintraub, H.S., et al.: J. Pharm. Sci., 67, 1406 (1978)

Applications An intermediate of Deflazacort (D228975), a systematic corticosteroid. 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),

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

Applications A labelled Cholic Acid (C432600) derivative used as a component in cell lysis buffers. References Tuangtong, R. et al.: Dermatol. Surg., 36, 899 (2010); Araki, Y. et al.: Scand. J. Gast., 36, 533 (2001);

Applications A glucocorticoid anti-inflammatory agent. Regulates T cell survival, growth, and differentiation. 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)

Glucodigifucoside, a cardiac glycoside that can be isolated from digitalis seeds, is specifically cytotoxic to human renal adenocarcinoma cells.

Officinalisinin I can effectively reduce the blood glucose and protect nerve injuryin diabetic mice.

Applications 1,4-Pregnadien-6alpha-methyl-11beta,17alpha,21-triol-3,20-dione-21,21-d2 is a useful isotopically labeled compound of 6α-Methyl Prednisolone (M325934)

Fucosterol, from E. stolonifera, has anti-diabetic, anti-adipogenic, anti-cancer properties; it affects PPARα and C/EBPα to control fat cell formation.

Impurity Megestrol Acetate EP Impurity G Applications (2β)-Methyl Megestrol Acetate (Megestrol Acetate EP Impurity G) is a related impurity in Megestrol acetate (M208050). References Schneider, F., et al.: Helv. Chim. Acta, 56, 2396 (1973), Aisner, J., et al.: Semin. Oncol., 15, 68 (1988), Krischenowski, D., et al.: Steroids, 58, 278 (1993), Bratoeff, E., et al.: Chem. Pharm. Bull., 51, 1132 (2003),

Applications Sodium salt of Dexamethasone β-D-Glucuronide is a potential prodrug for colonic delivery of the antiinflammatory corticosteroid Dexamethasone. References Fotsis, T., et al.: J. Steroid Biochem., 14, 457 (1981), Choi, M., et al.: Steroids, 65, 54 (2000); Haeberlin, B. et al.: Pharm Res., 10, 1553 (1993);