Estradiol benzoate (original) (raw)

dbo:abstract

Estradiolbenzoat ist eine synthetische Verbindung aus der Stoffklasse der Steroidhormone. Es ist der Ester des natürlich vorkommenden weiblichen Sexualhormons Estradiol mit Benzoesäure. (de)
Estradiol benzoate (EB), sold under the brand name Progynon-B among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in women, in hormone therapy for transgender women, and in the treatment of gynecological disorders. It is also used in the treatment of prostate cancer in men. Estradiol benzoate is used in veterinary medicine as well. When used clinically, the medication is given by injection into muscle usually two to three times per week. Side effects of estradiol benzoate include breast tenderness, breast enlargement, nausea, headache, and fluid retention. Estradiol benzoate is an estrogen and hence is an agonist of the estrogen receptor, the biological target of estrogens like estradiol. It is an estrogen ester and a prodrug of estradiol in the body. Because of this, it is considered to be a natural and bioidentical form of estrogen. Estradiol benzoate was discovered in 1933 and was introduced for medical use that same year. It was the first estradiol ester to be discovered or marketed, and was one of the first estrogens to be used in medicine. Along with estradiol dipropionate, estradiol benzoate was among the most widely used esters of estradiol for many years following its introduction. However, in the 1950s, longer-acting estradiol esters that necessitated less frequent injections, such as estradiol valerate and estradiol cypionate, were developed, and have since largely superseded estradiol benzoate. Nonetheless, estradiol benzoate remains widely available throughout the world. It is not available for medical use in the United States, but is available in this country for use in veterinary medicine. (en)
安息香酸エストラジオール（あんそくこうさんエストラジオール、英: Estradiol benzoate）は、エストラジオールの安息香酸エステルの一種。最初に製品化されたエストロゲン製剤であり、1936年にシエーリング・カールバウム(Schering-Kahlbaun)が特許を取得して、Progynon-Bの商品名で注射用油性製剤として販売された。現在では薬物動態学の点から、低頻度の投与で済む (estradiol cypionate) や (estradiol valerate) も使われている。融点は195℃、ラットへの皮下投与実験での半数致死量（TDL0）は、500μg/kg。 (ja)

dbo:alternativeName

Agofollin Depot, Ben-Ovocylin, Benzofoline, Dimenformon, Ovocyclin M, Progynon-B, many others (en)

dbo:casNumber

50-50-0

dbo:chEBI

77006

dbo:chEMBL

282575

dbo:class

dbo:drugbank

DB13953

dbo:fdaUniiCode

1S4CJB5ZGN

dbo:kegg

D01953

dbo:pubchem

222757

dbo:thumbnail

wiki-commons:Special:FilePath/Estradiol_benzoate.svg?width=300

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20621754 (xsd:integer)

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65354 (xsd:nonNegativeInteger)

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1100651640 (xsd:integer)

dbo:wikiPageWikiLink

dbp:atcPrefix

G03 (en)

dbp:atcSuffix

CA03 (en)

dbp:bioavailability

: High (en)

dbp:c

25 (xsd:integer)

dbp:casNumber

50 (xsd:integer)

dbp:chebi

77006 (xsd:integer)

dbp:chembl

282575 (xsd:integer)

dbp:chemspiderid

193412 (xsd:integer)

dbp:class

dbp:drugbank

DB13953 (en)

dbp:durationOfAction

-259200.0
-518400.0

dbp:eliminationHalfLife

-432000.0

dbp:excretion

dbr:Urine

dbp:h

28 (xsd:integer)

dbp:image

Estradiol benzoate molecule ball.png (en)

dbp:iupacName

[-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate (en)

dbp:kegg

D01953 (en)

dbp:legalStatus

Rx-only (en)

dbp:metabolism

Cleavage via esterases in the liver, blood, and tissues (en)

dbp:metabolites

Estradiol, benzoic acid, and metabolites of estradiol (en)

dbp:o

3 (xsd:integer)

dbp:proteinBound

Estradiol: ~98% (en)

dbp:pubchem

222757 (xsd:integer)

dbp:routesOfAdministration

dbp:smiles

C[C@]12CC[C@H]3[C@H]CCC4=C3C=CCOCC5=CC=CC=C5 (en)

dbp:stdinchi

1 (xsd:integer)

dbp:stdinchikey

UYIFTLBWAOGQBI-BZDYCCQFSA-N (en)

dbp:synonyms

EB; E2B; Oestradiol benzoate; 17β-Estradiol-3-benzoate; NSC-9566; Benzhormovarine, Difollisterol, Follicormon, Follidimyl, Follidrinbensoat, Oestro-Vitis, Oestroform (en)

dbp:tradename

Agofollin Depot, Ben-Ovocylin, Benzofoline, Dimenformon, Ovocyclin M, Progynon-B, many others (en)

dbp:unii

1 (xsd:integer)

dbp:width

250 (xsd:integer)

dbp:wikiPageUsesTemplate

dcterms:subject

gold:hypernym

dbr:Ester

rdf:type

rdfs:comment

Estradiolbenzoat ist eine synthetische Verbindung aus der Stoffklasse der Steroidhormone. Es ist der Ester des natürlich vorkommenden weiblichen Sexualhormons Estradiol mit Benzoesäure. (de)
安息香酸エストラジオール（あんそくこうさんエストラジオール、英: Estradiol benzoate）は、エストラジオールの安息香酸エステルの一種。最初に製品化されたエストロゲン製剤であり、1936年にシエーリング・カールバウム(Schering-Kahlbaun)が特許を取得して、Progynon-Bの商品名で注射用油性製剤として販売された。現在では薬物動態学の点から、低頻度の投与で済む (estradiol cypionate) や (estradiol valerate) も使われている。融点は195℃、ラットへの皮下投与実験での半数致死量（TDL0）は、500μg/kg。 (ja)
Estradiol benzoate (EB), sold under the brand name Progynon-B among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in women, in hormone therapy for transgender women, and in the treatment of gynecological disorders. It is also used in the treatment of prostate cancer in men. Estradiol benzoate is used in veterinary medicine as well. When used clinically, the medication is given by injection into muscle usually two to three times per week. (en)

rdfs:label

Estradiol benzoate (en)
Estradiolbenzoat (de)
安息香酸エストラジオール (ja)

rdfs:seeAlso

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wikipedia-en:Estradiol_benzoate?oldid=1100651640&ns=0

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