Steroids

Saponins are naturally occurring glycosides, which are compounds sourced primarily from various plant species, including legumes, herbs, and certain vegetables. These compounds are characterized by their unique structure, comprising a hydrophobic aglycone linked to hydrophilic sugar moieties. This dual nature endows saponins with surfactant-like properties, allowing them to interact with both hydrophilic and hydrophobic molecules.

Periplogenin is a compound classified as a cardiac glycoside, which is typically derived from certain plant species such as those in the Apocynaceae family. These compounds are known for affecting the heart by influencing cellular ion transport mechanisms. The primary mode of action of periplogenin involves inhibition of the Na⁺/K⁺-ATPase pump. This inhibition leads to an increased intracellular concentration of sodium ions, which indirectly increases intracellular calcium levels via the sodium-calcium exchanger. The elevated calcium concentration enhances cardiac muscle contractility, a mechanism often leveraged in treating certain heart conditions.

Applications 4,4,4-Trimethoxybutanoic Acid Methyl Ester is an substituent in the synthesis of Methyl Prednisolone (M325934).
References Ueno, H., et al.: J. Med. Chem., 34, 2468 (1991);

Halcinonide is a potent topical corticosteroid, which is a synthetically derived compound from hydrocortisone. It operates by penetrating the cell membranes and binding to cytoplasmic receptors, leading to a subsequent translocation to the nucleus where it modulates genetic expression. This action results in diminished synthesis of pro-inflammatory cytokines, thereby exerting strong anti-inflammatory, antipruritic, and vasoconstrictive effects.

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)

Applications 5alpha-Pregnan-3,20-dione-2,2,4,4,17alpha,21,21,21-d8 is a useful isotopically labeled compound of (5α)-Pregnane-3,20-dione (P705150)

Applications 4-Androsten-17alpha-ol-3-one-2,2,4,6,6-d5 (CAS# 165195-35-7) is a useful isotopically labeled research compound.

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.
References Matabosch, X., et al.: Drug Testing and Analysis, 7, 663-672 (2015)

Impurity Levonorgestrel EP Impurity D
Applications 13-Ethyl-18,19-dinor-17α-pregn-4-en-20-yn-17-ol (Levonorgestrel EP Impurity D) is an impurity of Levonorgestrel.
References McGinty, D., et al.: Endocrinology, 24, 829 (1939), Belanger, A., et al.: Steroids, 37, 361 (1981), Nieman, L., et al.: J. Clin. Endocrinol. Metab., 61, 536 (1985), Klebe, G., et al.: J. Med. Chem., 37, 4130 (1994),

Applications 3β-Dihydroxy-19-norandrost-5(10)-ene is an intermediate in the synthesis of 3β,17β-Dihydroxy-19-norandrost-5(10)-ene (D453800), which is a metabolite of Androstenedione. A novel 19-norsteroid, from androstenedione and 19-hydroxyandrostenedione by cultured porcine granulosa cells is reported for the first time.
References Haarbo, J., et al.: Clin. Physiol., 11, 331 (1991), Krebs-Smith, S., et al.: Eur. J. Clin. Nutr., 54, 281(2000), Rasmussen, B., et al.: J. Clin. Endocrinol. Metab., 85, 55 (2000),

Impurity Beclomethasone Dipropionate EP Impurity I
Applications (16β)-16-Methyl-17,21-bis(1-oxopropoxy)pregna-1,4,9(11)-triene-3,20-dione (Beclomethasone Dipropionate EP Impurity I) is an impurity of Beclomethasone (B131000), a glucocorticoid. Used in chronic asthma and allergic rhinitis. Antiallergic, antiasthmatic (inhalant). Anti-inflammatory (topical).
References Malfitan, V.A., et al.: Clin. Ther., 4, 472 (1982), Rao, M., et al.: J. Asthma, 19, 21 (1982), Small, P., et al.: Ann. Allergy, 49, 127 (1982), Brogden, R.N., et al.: Drugs, 28, 99 (1984),

Applications 4-Methoxy-17beta-estradiol-1,2,16,16,17-d5 is a useful isotopically labeled compound of 4-Methoxy 17β-Estradiol (M262630)

Impurity Beclometasone Dipropionate EP Impurity C
Applications An impurity of Beclomethasone Dipropionate (B131030).

Applications Tauro-d4-cholic Acid Sodium Salt is a useful isotopically labeled compound of Sodium Taurocholate (S080848)

Applications Cloticasone is an intermediate in the synthesis of Fluticasone Propionate.
References Meltzer, E.O., et al.: J. Allergy Clin. Immunol., 86, 221 (1990), Mitchison, H.C., et al.: Gut, 32, 260 (1991), Phillipps, G.H., et al.: J. Med. Chem., 37, 3717 (1994)

Applications Prostanozol (P838700) derivative.

Applications Δ6-Gestodene, is an impurity of Gestodene (G368250), an orally active gestogen with progesterone-like profile of activity. Used in combination with estrogen as oral contraceptive.
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);

Applications 4-Pregnen-17alpha,21-diol-3,20-dione-21,21-d2 (CAS# 1271728-08-5) is a useful isotopically labeled research compound.

Applications Glucocorticoid.

Applications 17beta-Dihydroequilin-2,4,16,16,17-d5 is a useful isotopically labeled compound of 17β-Dihydro Equilin (D449130)

Applications 4-Methoxyestrone-1,2,16,16-d4 is a useful isotopically labeled compound of 4-Methoxy Estrone (M226135)

Applications 1,4-Androstadien-17alpha-methyl-17beta-ol-3-one-2,4,6alpha-d3 is a useful isotopically labeled compound of Methandrostenolone (M226000)

Applications Testosterone Palmitate-d31 is the labeled analogue of Testosterone Palmitate (T155140) which is found in male serum.
References Addo, S.B., et. al.: Steroid, 54, 257 (1989)

Applications Used in the preparation of Epostane (E588850).

Applications 11,12-Dehydroxy-Betamethasone is an impurity of the steroid Betamethasone (B327000) which is a glucocorticoid used as an anti-inflammatory agent.
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),

Applications 3β-Hydroxy Progesterone is a biotransformation product of Progesterone (P755900), by Chlorella spp. Progesterone is a 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
References Pollio, A., et al.: Phytochem., 42, 685 (1996); 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);