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54048-10-1

54048-10-1 Structure

54048-10-1 Structure
IdentificationMore
[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 PropertiesBack 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)
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H351-H360
[Precautionary statements ]

P201-P280-P308+P313
[Risk Statements ]

60-40
[WGK Germany ]

3
[RTECS ]

JF8290000
[HS Code ]

2937230000
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Carc. 2
Repr. 1B
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

Etonogestrel(54048-10-1)1HNMR
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