| dbo:abstract |
Nestoron ist synthetisches Gestagen, welches als Arzneistoff zur Empfängnisverhütung (Kontrazeption), als Hormonersatztherapie in der Menopause und zur Behandlung der Endometriose eingesetzt werden kann. Anders als andere Gestagene kann Nestoron in die Haut eindringen und so über in Form von Gel, Creme, Spray oder Implantat (Vaginalring) appliziert werden. Bei oraler Aufnahme wird die Substanz im Magen-Darm-Trakt zersetzt und zeigt so keine Wirkung. Die 19-Methyl-Substitution und die 16-Methylen-Addition in Nestoron verstärken die Bindung zum Progesteron-Rezeptor um den Faktor 100 im Vergleich zu Progesteron. Im Januar 2004 startete in Australien ein Test, bei dem Nestoron in Form eines Sprays getestet werden soll. Dieses Spray wurde entwickelt von der australischen Firma Acrux und der US-amerikanischen Non-Profit-Organisation . (de) Segesterone acetate (SGA), sold under the brand names Nestorone, Elcometrine, and Annovera, is a progestin medication which is used in birth control and in the treatment of endometriosis in the United States, Brazil, and other South American countries. It is available both alone and in combination with an estrogen. It is not effective by mouth and must be given by other routes, most typically as a vaginal ring or implant that is placed into fat. Side effects of SGA are similar to those of other progestins. SGA is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone. It has some affinity for the glucocorticoid receptor and has no other important hormonal activity. SGA was developed by the Population Council and was introduced for medical use by 2000. It is under development in the United States and Europe as a gel in combination with estradiol or testosterone for use as a method of birth control in women and in men, respectively. On August 10, 2018, a first-of-its-kind one-year contraceptive vaginal ring containing segesterone acetate in combination with ethinyl estradiol was approved in the United States. It is marketed under the brand name Annovera and is reusable for up to one year as a method of birth control in women. Annovera does not require refrigeration which is very useful for low resource areas. (en) |
| dbo:alternativeName |
Nestorone, Elcometrine, Annovera (en) |
| dbo:casNumber |
7759-35-5 |
| dbo:chEBI |
135563 |
| dbo:chEMBL |
3707377 |
| dbo:class |
dbr:Progestin dbr:Progestogen_(medication) dbr:Progestogen_ester |
| dbo:fdaUniiCode |
9AMX4Q13CC |
| dbo:kegg |
D10986 |
| dbo:pubchem |
108059 |
| dbo:thumbnail |
wiki-commons:Special:FilePath/Nestorone.svg?width=300 |
| dbo:wikiPageID |
37003557 (xsd:integer) |
| dbo:wikiPageLength |
22354 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID |
1114587038 (xsd:integer) |
| dbo:wikiPageWikiLink |
dbr:5α-reductase dbr:Potency_(pharmacology) dbr:Progesterone dbr:Progesterone_(medication) dbr:Progestin dbr:Progestogen_(medication) dbr:Progestogen_ester dbr:Promegestone dbr:Metabolite dbr:Methenmadinone_acetate dbr:Norpregnane dbr:19-norprogesterone dbr:Brazil dbr:Demegestone dbc:Hormonal_contraception dbr:Androgen dbr:Androgen_receptor dbr:Antiestrogen dbr:Antiglucocorticoid dbr:Antimineralocorticoid dbr:United_States dbr:Double_bond dbr:Route_of_administration dbr:Structural_analog dbc:Acetate_esters dbc:Alkene_derivatives dbc:Contraception_for_males dbc:Diketones dbc:Progestogens dbc:Vinylidene_compounds dbr:Ester dbr:Estrogen_(medication) dbr:Oral_administration dbr:Vaginal_ring dbr:Endometriosis dbr:Gel dbr:Gestonorone_caproate dbr:Contraceptive_implant dbr:Contraceptive_vaginal_ring dbc:Norpregnanes dbc:Progestogen_esters dbr:Antiandrogen dbr:Steroid dbr:Clinical_trial dbr:Combination_drug dbr:Progesterone_receptor dbr:Transdermal_patch dbr:Subcutaneous_tissue dbr:Medication_package_insert dbr:Australia dbr:Trimegestone dbr:Ovulation dbr:Acetate dbr:Agonist dbr:Estradiol_(medication) dbr:Estrogen_receptor dbr:Ethinyl_estradiol dbr:Ethinylestradiol dbr:Ethinylestradiol/segesterone_acetate dbr:Europe dbr:Food_and_Drug_Administration dbr:Nomegestrol_acetate dbr:Glucocorticoid dbr:Glucocorticoid_receptor dbr:Generic_term dbr:Redox dbr:Testosterone_(medication) dbr:Hydroxylation dbr:Acetylation dbr:Acne dbr:Affinity_(pharmacology) dbr:Latin_America dbr:Bioavailability dbr:Biological_half-life dbr:Biological_target dbr:Dexamethasone dbr:CYP3A4 dbr:Population_Council dbr:South_America dbr:Human_serum_albumin dbr:Endometrial_transformation dbr:Methyl_group dbr:Mineralocorticoid_receptor dbr:Side_effect dbr:Phases_of_clinical_research dbr:Sex_hormone-binding_globulin dbr:Plasma_protein_binding dbr:Subcutaneous_implant dbr:Gestronol dbr:Segesterone dbr:Parenteral dbr:Drug_formulation dbr:Transdermal_administration dbr:Transdermal_gel dbr:South_American dbr:Synthetic_compound dbr:16-methylene-17α-hydroxyprogesterone_acetate dbr:17α-hydroxyprogesterone dbr:18-methylsegesterone_acetate dbr:Chemical_derivative dbr:Antigonadotropic dbr:Hormonal_agent dbr:Hormonal_contraceptive |
| dbp:atcPrefix |
None (en) |
| dbp:bioavailability |
Oral: 10% (en) |
| dbp:c |
23 (xsd:integer) |
| dbp:casNumber |
7759 (xsd:integer) |
| dbp:chebi |
135563 (xsd:integer) |
| dbp:chembl |
3707377 (xsd:integer) |
| dbp:chemspiderid |
97161 (xsd:integer) |
| dbp:class |
dbr:Progestin dbr:Progestogen_(medication) dbr:Progestogen_ester |
| dbp:eliminationHalfLife |
16200.0 -7200.0 -259200.0 |
| dbp:h |
30 (xsd:integer) |
| dbp:image |
Segesterone acetate molecule ball.png (en) |
| dbp:iupacName |
[-17-acetyl-13-methyl-16-methylidene-3-oxo-2,6,7,8,9,10,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate (en) |
| dbp:kegg |
D10986 (en) |
| dbp:legalStatus |
Rx-only (en) |
| dbp:metabolism |
Hydroxylation , reduction (en) |
| dbp:o |
4 (xsd:integer) |
| dbp:proteinBound |
95.0 |
| dbp:pubchem |
108059 (xsd:integer) |
| dbp:routesOfAdministration |
dbr:Vaginal_ring dbr:Contraceptive_implant dbr:Transdermal_patch dbr:Subcutaneous_tissue |
| dbp:smiles |
O=C4\C=C2/[C@@H]CC4 (en) |
| dbp:stdinchi |
1 (xsd:integer) |
| dbp:stdinchikey |
CKFBRGLGTWAVLG-GOMYTPFNSA-N (en) |
| dbp:synonyms |
SGA; SA; Nestorone; Nestoron; Elcometrine; ST-1435; AC-6844; CS-0411; 16-Methylene-17α-acetoxy-19-norprogesterone; 16-Methylene-17α-acetoxy-19-norpregn-4-ene-3,20-dione (en) |
| dbp:tradename |
Nestorone, Elcometrine, Annovera (en) |
| dbp:unii |
9 (xsd:integer) |
| dbp:width |
215 (xsd:integer) 245 (xsd:integer) |
| dbp:wikiPageUsesTemplate |
dbt:Citation_needed dbt:Drugbox dbt:Glucocorticoid_receptor_modulators dbt:Nbsp dbt:Progesterone_receptor_modulators dbt:Reflist dbt:See_also dbt:Short_description dbt:Abbrlink dbt:Progestogens_and_antiprogestogens |
| dcterms:subject |
dbc:Hormonal_contraception dbc:Acetate_esters dbc:Alkene_derivatives dbc:Contraception_for_males dbc:Diketones dbc:Progestogens dbc:Vinylidene_compounds dbc:Norpregnanes dbc:Progestogen_esters |
| rdf:type |
owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q8386 dbo:Drug |
| rdfs:comment |
Nestoron ist synthetisches Gestagen, welches als Arzneistoff zur Empfängnisverhütung (Kontrazeption), als Hormonersatztherapie in der Menopause und zur Behandlung der Endometriose eingesetzt werden kann. Anders als andere Gestagene kann Nestoron in die Haut eindringen und so über in Form von Gel, Creme, Spray oder Implantat (Vaginalring) appliziert werden. Bei oraler Aufnahme wird die Substanz im Magen-Darm-Trakt zersetzt und zeigt so keine Wirkung. (de) Segesterone acetate (SGA), sold under the brand names Nestorone, Elcometrine, and Annovera, is a progestin medication which is used in birth control and in the treatment of endometriosis in the United States, Brazil, and other South American countries. It is available both alone and in combination with an estrogen. It is not effective by mouth and must be given by other routes, most typically as a vaginal ring or implant that is placed into fat. (en) |
| rdfs:label |
Nestoron (de) Segesterone acetate (en) |
| rdfs:seeAlso |
dbr:Progestin dbr:List_of_progestogens dbr:Ethinylestradiol dbr:Segesterone_acetate |
| owl:sameAs |
yago-res:Segesterone acetate wikidata:Segesterone acetate http://ckb.dbpedia.org/resource/سێجێسترۆن_ئاستەیت dbpedia-de:Segesterone acetate dbpedia-sh:Segesterone acetate dbpedia-sr:Segesterone acetate https://global.dbpedia.org/id/tbgD |
| prov:wasDerivedFrom |
wikipedia-en:Segesterone_acetate?oldid=1114587038&ns=0 |
| foaf:depiction |
wiki-commons:Special:FilePath/Nestorone.svg wiki-commons:Special:FilePath/Segesterone_acetate_molecule_ball.png |
| foaf:isPrimaryTopicOf |
wikipedia-en:Segesterone_acetate |
| is dbo:wikiPageRedirects of |
dbr:ST-1,435 dbr:ST-1435 dbr:ST1,435 dbr:ST1435 dbr:ST_1,435 dbr:ST_1435 dbr:Nestorone dbr:Elcometrin dbr:Elcometrine dbr:Nesterone dbr:Nestoron |
| is dbo:wikiPageWikiLink of |
dbr:Progestogen_(medication) dbr:Progestogen_ester dbr:List_of_corticosteroids dbr:ST-1,435 dbr:ST-1435 dbr:ST1,435 dbr:ST1435 dbr:ST_1,435 dbr:ST_1435 dbr:List_of_progestogen_esters dbr:List_of_progestogens dbr:List_of_progestogens_available_in_the_United_States dbr:19-Norpregnane dbr:19-Norprogesterone dbr:16-Methylene-17α-hydroxyprogesterone_acetate dbr:Vaginal_ring dbr:18-Methylsegesterone_acetate dbr:Gestonorone_caproate dbr:Contraceptive_vaginal_ring dbr:Algestone_acetophenide dbr:C23H30O4 dbr:Segesterone_acetate/ethinylestradiol dbr:SGA dbr:Nestorone dbr:Sex_hormone-binding_globulin dbr:Gestadienol_acetate dbr:Segesterone dbr:Elcometrin dbr:Elcometrine dbr:Nesterone dbr:Nestoron |
| is dbp:caption of |
dbr:Segesterone_acetate/ethinylestradiol |
| is rdfs:seeAlso of |
dbr:Segesterone_acetate |
| is foaf:primaryTopic of |
wikipedia-en:Segesterone_acetate |
