For research use only. Not for therapeutic Use.
Desogestrel (INN, USAN, BAN, CAS 54024-22-5) is a progestin used in hormonal contraceptives. Most combined oral contraceptive pills (COCPs, or simply OCs) on the market today contain both an estrogen (ethinyl estradiol is common) plus a progestin (a synthetic progesterone-like agent) such as desogestrel. Desogestrel-containing birth control pills are sometimes referred to as /third generation/ oral contraceptives. In contrast, birth control pills that are considered /second generation/ (Tri-Levlen, for example) contain an estrogen and a progestin, but the progestin is different, such as levonorgestrel. Desogestrel behaves as a prodrug to etonogestrel (3-ketodesogestrel). It has low androgenic activity. (last updated: 3/3/2016). Desogestrel is a synthetic progestogen structurally related to levonorgestrel, with progesterone hormone receptor agonistic activity, used as a contraceptive and hormone replacement agent. Upon administration, desogestrel binds intracellular progesterone receptors in progesterone responsive tissue and the resultant complex interacts with DNA causing either gene transcription or gene repression. This eventually leads to an inhibition of gonadotropin releasing hormone (GnRH) secretion from the hypothalamus and a subsequent inhibition of luteinizing hormone (LH) and follicle-stimulating hormone (FSH) release. This prevents ovulation and alters the cervical mucus.
| Catalog Number | A000060 |
| CAS Number | 54024-22-5 |
| Synonyms | Cerazette, Desogen, Desogestrelum, Org-2969 |
| Molecular Formula | C22H30O |
| Purity | ≥95% |
| Storage | Store at -20°C |
| Overview of Clinical Research | <p> |
| IUPAC Name | (8S,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-11-methylidene-1,2,3,6,7,8,9,10,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol |
| InChI | InChI=1S/C22H30O/c1-4-21-14-15(3)20-17-9-7-6-8-16(17)10-11-18(20)19(21)12-13-22(21,23)5-2/h2,8,17-20,23H,3-4,6-7,9-14H2,1H3/t17-,18-,19-,20+,21-,22-/m0/s1 |
| InChIKey | RPLCPCMSCLEKRS-BPIQYHPVSA-N |
| SMILES | CCC12CC(=C)C3C(C1CCC2(C#C)O)CCC4=CCCCC34 |
| Reference | 1: Park MJ, Jeon GH. Pulmonary embolism in a healthy woman using the oral contraceptives containing desogestrel. Obstet Gynecol Sci. 2017 Mar;60(2):232-235. doi: 10.5468/ogs.2017.60.2.232. Epub 2017 Mar 16. PubMed PMID: 28344968; PubMed Central PMCID: PMC5364109.<br /> |
