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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dbr:Canada dbr:Ampoule dbr:Puberty dbr:Enzyme_inducer dbr:Enzyme_inhibitor dbr:Moiety_(chemistry) dbr:Muscle dbr:Melasma dbr:Metabolite dbr:Cornification dbr:Bloating dbr:Breast_cancer dbr:Depot_injection dbc:Hormonal_contraception dbr:Pharmaceutical_company dbr:Cytochrome_P450 dbr:United_States dbr:Upjohn dbr:Vagina dbr:Veterinary_medicine dbr:Vial dbr:Delayed_puberty dbr:ELISA dbc:Cypionate_esters dbr:Insulin_resistance dbr:Intramuscular_injection dbc:Phenols dbc:Prodrugs dbc:Synthetic_estrogens dbr:Conjugated_estrogens dbr:Medroxyprogesterone_acetate dbr:Ester dbr:Esterase dbr:Estradiol_cypionate/testosterone_cypionate dbr:Estrogen dbr:Estrogen_(medication) dbr:Estrogen_ester dbr:Generic_drug dbr:Natural_product dbr:Nausea dbr:Oral_administration dbr:Overdose dbr:Endometrial_cancer dbr:Germany dbr:Contraindication dbc:Antigonadotropins dbr:Lipid_profile dbr:Liver dbr:Steroid dbr:Steroid_ester dbr:Subcutaneous_injection dbr:Fatty_acid dbr:Hormonal_contraception dbr:Hormone-sensitive_cancer dbr:Hormone_replacement_therapy dbr:Hot_flash dbr:Patent dbr:Plasminogen dbr:Prodrug dbr:Prolactin dbr:Symptom dbr:Trans_woman dbr:Microcrystalline dbr:Transgender_women dbr:Heavy_legs dbr:Lipophilicity dbr:Acetate dbr:Adipose_tissue dbr:Agonist dbr:Cypionic_acid dbr:Edema dbr:Estradiol dbr:Estradiol_(medication) dbr:Estradiol_acetate dbr:Estradiol_benzoate dbr:Estradiol_cypionate/medroxyprogesterone_acetate dbr:Estradiol_enantate dbr:Estradiol_undecylate dbr:Estradiol_valerate dbr:Estrane dbr:Estrogen_receptor dbr:Ethinylestradiol dbr:Europe dbr:Factor_VII dbr:Feminizing_hormone_therapy dbr:France dbr:Breast_enlargement dbr:Cardiovascular_disease dbr:Vomiting dbr:Vaginal_discharge dbr:Generic_term dbr:Radioimmunoassay dbr:Water_retention_(medicine) dbr:Headache dbr:Italy dbr:Japan dbr:Testosterone_cypionate dbr:Hypoestrogenism dbr:Hypogonadism dbc:Estradiol_esters dbr:Affinity_(pharmacology) dbr:Latin_America dbr:Bioavailability dbr:Bioidentical_hormone_replacement_therapy dbr:Biological_target dbr:Blood dbr:Blood_lipids dbr:Taiwan dbr:Coagulation dbr:High-dose_estrogen dbr:Tissue_(biology) dbr:Bond_cleavage dbr:Southeast_Asia dbr:Spain dbr:Fibrinogen dbr:Human_serum_albumin dbr:Menopausal_symptoms dbr:Metabolism dbr:Migraine dbr:Octanol/water_partition_coefficient dbr:Combined_injectable_contraceptive dbr:Side_effect dbr:Urine dbr:Factor_X dbr:Liver_disease dbr:Pharmacokinetics dbr:Molecular_weight dbr:Weight_gain dbr:Oil_solution dbr:Chromatographic_separation dbr:Prothrombotic dbr:Aqueous_suspension dbr:Synthetic_compound dbr:Breast_tenderness dbr:Activated_prothrombin_time dbr:Leg_cramps dbr:Thromboembolism dbr:Vaginal_atrophy dbr:Estradiol_ester dbr:Combined_birth_control_pill dbr:Medical_use dbr:File:Estradiol.svg dbr:File:Depo-Estradiol_(estradiol_cypionate)_vials.jpg |
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) |
dbp:wikiPageUsesTemplate |
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dcterms:subject |
dbc:Hormonal_contraception dbc:Cypionate_esters dbc:Phenols dbc:Prodrugs dbc:Synthetic_estrogens dbc:Antigonadotropins dbc:Estradiol_esters |
gold:hypernym |
dbr:Ester |
rdf:type |
owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q8386 yago:WikicatCarboxylateEsters yago:WikicatSteroids yago:Abstraction100002137 yago:BodySubstance105263850 yago:Chemical114806838 yago:Compound114818238 yago:Ester114850483 yago:Estrogen114749794 yago:Hormone105407119 yago:LiquidBodySubstance105397468 yago:Material114580897 yago:Matter100020827 yago:OrganicCompound114727670 yago:Part113809207 yago:PhysicalEntity100001930 yago:Relation100031921 dbo:ChemicalCompound dbo:Drug yago:Secretion105404728 yago:Steroid115057744 yago:SteroidHormone114745635 yago:Substance100019613 yago:WikicatEstrogens umbel-rc:ChemicalSubstanceType |
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) |
rdfs:seeAlso |
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owl:sameAs |
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prov:wasDerivedFrom |
wikipedia-en:Estradiol_cypionate?oldid=1120785609&ns=0 |
foaf:depiction |
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wikipedia-en:Estradiol_cypionate |
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