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SML0356 Sigma-Aldrich

Etonogestrel

≥98% (HPLC)

Synonym: (17α)-13-Ethyl-17-hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one, 3-Keto-desogestrel, 3-Oxo-desogestrel

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
optical activity   [α]/D +80 to +95°, c = 1 (CHCl3)
color   white to beige
solubility   DMSO: >5 mg/mL
storage temp.   −20°C
SMILES string   CC[C@]12CC(=C)[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@]2(O)C#C
InChI   1S/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-/m0/s1
InChI key   GCKFUYQCUCGESZ-BPIQYHPVSA-N
Gene Information   human ... PGR(5241)

Description

Packaging

5, 25 mg in glass bottle

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.

Etonogestrel is a third-generation progestin contraceptive. Etonogestrel is used as a contraceptive itself and is also the active metabolite of the drug desogestrel used in some combination contraceptives.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
JF8290000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Nuclear Receptors (Steroids)

Intracellular receptors (IRs) are a class of ligand-dependent transcription factors that include receptors for both steroid and non-steroid hormones. Upon binding their cognate hormone, these recepto...
Keywords: Anti-inflammatory agents, Apoptosis, Atomic absorption spectroscopy, Cancer, Cardiovascular, Cell proliferation, Diseases, Diuretics, Gene expression, Hormones, Infrared spectroscopy, Ligands, Metabolism, Metabolites, Transcription, Transduction

Peer-Reviewed Papers
15

References

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