| Identification | More | [Name]
Etonogestrel | [CAS]
54048-10-1 | [Synonyms]
13-ethyl-17-ethynyl-17-hydroxy-11-methylidene-2,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-one
3-KETO DESOGESTREL
ETONOGESTREL
(17-alpha)-13-ethyl-17-hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-on
13-ethyl-11-methylene-18,19-dinor-17-alpha-pregn-4-en-20-yn-3-one
17-ethinyl-17-beta-hydroxy-18-methyl-11-methylene-4-estren-3-one
19-dinorpregn-4-en-20-yn-3-one,13-ethyl-17-hydroxy-11-methylene-1(17-alpha
3-oxodesogestrel
org3236
(17alpha)-13-ethyl-17-hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one
3-Ketodesogestrel,3-Oxodesogestrel,Org-3236,Implanon
(17a)-13-Ethyl-17-hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one
Implanon | [EINECS(EC#)]
258-936-2 | [Molecular Formula]
C22H28O2 | [MDL Number]
MFCD00867863 | [Molecular Weight]
324.46 | [MOL File]
54048-10-1.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
182-184°C | [alpha ]
D +87.6° | [Boiling point ]
473.1±45.0 °C(Predicted) | [density ]
1.13±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
DMSO: >5mg/mL | [form ]
powder | [pka]
13.04±0.40(Predicted) | [color ]
white to beige | [Optical Rotation]
[α]/D +80 to +95°, c = 1 (CHCl3) | [Usage]
A biologically active metabolite of Desogestrel. | [InChI]
InChI=1/C22H28O2/c1-4-21-13-14(3)20-17-9-7-16(23)12-15(17)6-8-18(20)19(21)10-11-22(21,24)5-2/h2,12,17-20,24H,3-4,6-11,13H2,1H3/t17-,18-,19-,20+,21-,22-/s3 | [InChIKey]
GCKFUYQCUCGESZ-BPIQYHPVSA-N | [SMILES]
C([C@]12CC(=C)[C@]3([H])[C@@]4([H])CCC(=O)C=C4CC[C@@]3([H])[C@]1([H])CC[C@@]2(O)C#C)C |&1:1,5,7,17,19,23,r| | [CAS DataBase Reference]
54048-10-1(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
Etonogestrel(54048-10-1) molecule is a 3-ketodesogestrel or 19-nortestosterone which is a synthetic biologically active metabolite of progestin desogestrel. The first product including etonogestrel was developed by the Merck subsidiary Organon and FDA approved in 2001.
| [Chemical Properties]
White Solid | [Uses]
A biologically active metabolite of Desogestrel. | [Definition]
ChEBI: Etonogestrel is a 17beta-hydroxy steroid, a 3-oxo-Delta(4) steroid and a terminal acetylenic compound. It has a role as a contraceptive drug, a progestin and a female contraceptive drug. | [Brand name]
Implanon (Organon). | [General Description]
Etonogestrel, 17α-13-ethyl-17hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one,3-ketodesogestrel, is the active metabolite of desogestrel. It isthe progestin component in a newer implantable contraceptive(Implanon) and in the vaginal contraceptive ring (NuvaRing). | [Biochem/physiol Actions]
Etonogestrel is a lipophilic molecule. Pharmacokinetics studies reveal that etonogestrel is bound to protein albumin in the blood. This remains independent of both endogenous and exogenous concentration of estradiol. | [Mode of action]
Etonogestrel binds to the cytoplasmic progesterone receptors in the reproductive system and subsequently activates progesterone receptor mediated gene expression. As a result of the negative feedback mechanism, luteinizing hormone (LH) release is inhibited, which leads to an inhibition of ovulation and an alteration in the cervical mucus and endometrium. |
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