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Cyanoketone

Cyanoketone, also known as 2α-cyano-4,4',17α-trimethylandrost-5-en-17β-ol-3-one (CTM),[1] is a synthetic androstane steroid and a steroidogenesis inhibitor which is used in scientific research.[2][3][4] On account of its structural similarity to pregnenolone, cyanoketone binds to and acts as a potent, selective, and irreversible inhibitor of 3β-hydroxysteroid dehydrogenase (3β-HSD),[1][5] an enzyme that is responsible for the conversion of pregnenolone into progesterone, 17α-hydroxypregnenolone into 17α-hydroxyprogesterone, DHEATooltip dehydroepiandrosterone into androstenedione, and androstenediol into testosterone.[2][3][6] As such, cyanoketone inhibits the production of both gonadal and adrenal steroids, including progesterone,[5] androgens, estrogens, and corticosteroids.[3][6] The drug is too toxic for therapeutic use in humans, and so has been used instead exclusively as a research tool.[2][3]

See also

References

  1. ^ a b Jones IC, Henderson IW (22 October 2013). General, Comparative and Clinical Endocrinology of the Adrenal Cortex. Elsevier Science. pp. 136–. ISBN 978-1-4832-5980-2.
  2. ^ a b c Thomas JA, Keenan EJ (6 December 2012). Principles of Endocrine Pharmacology. Springer Science & Business Media. pp. 280–. ISBN 978-1-4684-5036-1.
  3. ^ a b c d Thomas JA, Keenan EJ (6 December 2012). Principles of Endocrine Pharmacology. Springer Science & Business Media. pp. 11–12. ISBN 978-1-4684-5036-1.
  4. ^ Di Prisco CL, Materazzi G, Scattolini B (1971). "Inhibition of steroidogenesis by cyanoketone". Gynecologic Investigation. 2 (1): 309–315. doi:10.1159/000301873. PMID 4266510.
  5. ^ a b Bavister BD (6 December 2012). Preimplantation Embryo Development. Springer Science & Business Media. pp. 30–. ISBN 978-1-4613-9317-7.
  6. ^ a b Norris DO, Carr JA (4 May 2013). Vertebrate Endocrinology. Academic Press. pp. 71–. ISBN 978-0-12-396465-6.