Estradiol cypionate (original) (raw)

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Le cypionate d'estradiol est un ester synthétique d' (en) et d'estradiol, un œstrogène naturel. Il est absorbé plus lentement que l'estradiol lui-même, ce qui permet de l'administrer moins souvent. Parmi les esters d'estradiol couramment utilisés, le cypionate d'estradiol est celui qui reste actif le plus longtemps dans l'organisme, avec une durée d'action d'environ 11 jours, contre 4 à 5 jours pour le (en) et 7 à 8 jours pour le (en). Il fait partie de la liste des médicaments essentiels de l'Organisation mondiale de la santé (liste mise à jour en avril 2013).

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dbo:abstract Estradiol-17β-cipionat ist ein synthetisch hergestellter Abkömmling des natürlich vorkommenden Sexualhormons Estradiol. Es handelt sich um dessen 3-Cyclopentylpropanoyl-Ester. Die fixe Kombination von Estradiol-17β-cipionat mit Medroxyprogesteron ist gemäß der Liste der unentbehrlichen Arzneimittel der Weltgesundheitsorganisation als wichtiges injizierbares Verhütungsmittel eingestuft. Estradiol-17β-cipionat wurde 1952 durch das Unternehmen Upjohn in den USA für den Arzneimittelmarkt eingeführt. Es wird langsamer als Estradiol resorbiert. Im Vergleich zu anderen intramuskulär verwendeten Estradiolestern hat Estradiol-17β-cipionat die mit 11 Tagen längste Wirkdauer. Estradiolbenzoat und haben hingegen nur eine Wirkdauer von 4–5 bzw. 7–8 Tagen. (de) Estradiol cypionate (EC), sold under the brand name Depo-Estradiol among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in cis women, in hormone therapy for trans women, and in hormonal birth control for cis women. It is given by injection into muscle once every 1 to 4 weeks. Side effects of estradiol cypionate include breast tenderness, breast enlargement, nausea, headache, and fluid retention. Estradiol cypionate is an estrogen and hence is an agonist of the estrogen receptor, the biological target of estrogens like estradiol. Estradiol cypionate is an estrogen ester and a long-lasting prodrug of estradiol in the body. Because of this, it is considered to be a natural and bioidentical form of estrogen. Estradiol cypionate was first described as well as introduced for medical use in 1952. Along with estradiol valerate, it is one of the most commonly used esters of estradiol. Estradiol cypionate has mostly been used in the United States, but is also marketed in a few other countries. The medication is not available in Europe. It is not currently available as a generic medication in the United States. (en) Le cypionate d'estradiol est un ester synthétique d' (en) et d'estradiol, un œstrogène naturel. Il est absorbé plus lentement que l'estradiol lui-même, ce qui permet de l'administrer moins souvent. Parmi les esters d'estradiol couramment utilisés, le cypionate d'estradiol est celui qui reste actif le plus longtemps dans l'organisme, avec une durée d'action d'environ 11 jours, contre 4 à 5 jours pour le (en) et 7 à 8 jours pour le (en). Il fait partie de la liste des médicaments essentiels de l'Organisation mondiale de la santé (liste mise à jour en avril 2013). (fr) Эстрадиола ципионат (англ. estradiol cypionate), продаваемый под торговым названием Depo-Estradiol и другими, — эстрогенный препарат который используется в гормональной терапии менопаузальных симптомов и у женщин, в гормональной терапии для трансгендерных женщин и в гормональных противозачаточных средствах у женщин. Препарат принимают путём внутримышечного введения один раз в 1-4 недели. Побочные эффекты эстрадиола ципионата включают повышение чувствительности груди, увеличение груди, тошноту, головную боль и задержку жидкости. Эстрадиола ципионат является эстрогеном и, следовательно, агонистом рецептора эстрогена (ЭР), биологической мишени таких эстрогенов, как эстрадиол. Это эфирный эстроген и пролекарство эстрадиола в организме. В связи с этим он считается естественной и биоидентичной формой эстрогена. Эстрадиола ципионат был впервые описан и введен в медицинское использование в 1952 году. Наряду с эстрадиола валератом, это один из наиболее часто используемых эфиров эстрадиола. Эстрадиола ципионат в основном использовался в Соединенных Штатах, но также продается в некоторых других странах. Препарат недоступен в Европе. Доступных дженериков препарата в США не имеется. (ru)
dbo:alternativeName Depo-Estradiol, Depofemin, Estradep, many others (en)
dbo:casNumber 313-06-4
dbo:chEBI 34745
dbo:chEMBL 1200973
dbo:class dbr:Estrogen_(medication) dbr:Estrogen_ester
dbo:drugbank DB13954
dbo:fdaUniiCode 7E1DV054LO
dbo:kegg D04063
dbo:pubchem 9403
dbo:thumbnail wiki-commons:Special:FilePath/Estradiol_17_beta-cypionate.svg?width=300
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dbp:atcPrefix G03 (en)
dbp:atcSuffix CA03 (en)
dbp:bioavailability : High (en)
dbp:c 26 (xsd:integer)
dbp:casNumber 0313-06-04 (xsd:date)
dbp:chebi 34745 (xsd:integer)
dbp:chembl 1200973 (xsd:integer)
dbp:chemspiderid 9033 (xsd:integer)
dbp:class dbr:Estrogen_(medication) dbr:Estrogen_ester
dbp:drugbank DB13954 (en)
dbp:durationOfAction -1209600.0 -2073600.0
dbp:eliminationHalfLife -864000.0
dbp:excretion dbr:Urine
dbp:h 36 (xsd:integer)
dbp:image Estradiol cypionate molecule ball.png (en)
dbp:iupacName [-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] 3-cyclopentylpropanoate (en)
dbp:kegg D04063 (en)
dbp:legalStatus Rx-only (en)
dbp:meltingHigh 152 (xsd:integer)
dbp:meltingPoint 151 (xsd:integer)
dbp:metabolism Cleavage via esterases in the liver, blood, and tissues (en)
dbp:metabolites Estradiol, cypionic acid, and metabolites of estradiol (en)
dbp:o 3 (xsd:integer)
dbp:proteinBound Estradiol: ~98% (en)
dbp:pubchem 9403 (xsd:integer)
dbp:routesOfAdministration dbr:Intramuscular_injection dbr:Subcutaneous_injection
dbp:smiles C[C@]12CC[C@H]3[C@H]CCC5=C3C=CCO (en)
dbp:stdinchi 1 (xsd:integer)
dbp:stdinchikey UOACKFBJUYNSLK-XRKIENNPSA-N (en)
dbp:synonyms EC; E2C; Estradiol cipionate; Estradiol cyclopentylpropionate; ECP; Estradiol 17β-cyclopentylpropionate; Estradiol 17β-cyclopentanepropionate (en)
dbp:tradename Depo-Estradiol, Depofemin, Estradep, many others (en)
dbp:unii 70 (xsd:integer)
dbp:width 250 (xsd:integer)
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gold:hypernym dbr:Ester
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rdfs:comment Le cypionate d'estradiol est un ester synthétique d' (en) et d'estradiol, un œstrogène naturel. Il est absorbé plus lentement que l'estradiol lui-même, ce qui permet de l'administrer moins souvent. Parmi les esters d'estradiol couramment utilisés, le cypionate d'estradiol est celui qui reste actif le plus longtemps dans l'organisme, avec une durée d'action d'environ 11 jours, contre 4 à 5 jours pour le (en) et 7 à 8 jours pour le (en). Il fait partie de la liste des médicaments essentiels de l'Organisation mondiale de la santé (liste mise à jour en avril 2013). (fr) Estradiol-17β-cipionat ist ein synthetisch hergestellter Abkömmling des natürlich vorkommenden Sexualhormons Estradiol. Es handelt sich um dessen 3-Cyclopentylpropanoyl-Ester. Die fixe Kombination von Estradiol-17β-cipionat mit Medroxyprogesteron ist gemäß der Liste der unentbehrlichen Arzneimittel der Weltgesundheitsorganisation als wichtiges injizierbares Verhütungsmittel eingestuft. (de) Estradiol cypionate (EC), sold under the brand name Depo-Estradiol among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in cis women, in hormone therapy for trans women, and in hormonal birth control for cis women. It is given by injection into muscle once every 1 to 4 weeks. (en) Эстрадиола ципионат (англ. estradiol cypionate), продаваемый под торговым названием Depo-Estradiol и другими, — эстрогенный препарат который используется в гормональной терапии менопаузальных симптомов и у женщин, в гормональной терапии для трансгендерных женщин и в гормональных противозачаточных средствах у женщин. Препарат принимают путём внутримышечного введения один раз в 1-4 недели. (ru)
rdfs:label Estradiol cypionate (en) Estradiol-17β-cipionat (de) Cypionate d'estradiol (fr) Эстрадиола ципионат (ru)
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