Estradiolbenzoat

Estradiol Benzoate

HCID 222757CAS 50-50-0
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Grundinformationen

Standard-SMILES
C[C@]12CC[C@@H]3c4ccc(OC(=O)c5ccccc5)cc4CC[C@H]3[C@@H]1CC[C@@H]2O
InChIKey
UYIFTLBWAOGQBI-BZDYCCQFSA-N
Summenformel
C25H28O3
Durchschnittliche Molmasse
376,5 g/mol
Monoisotopische Masse
376,20384476

Überblick

17beta-estradiol 3-benzoate is a benzoate ester resulting from the formal condensation of benzoic acid with the phenolic hydroxy group of 17beta-estradiol. It has a role as an estrogen receptor agonist and a xenoestrogen. It is a 17beta-hydroxy steroid and a benzoate ester. It is functionally related to a 17beta-estradiol.

Namen und Bezeichner

Bevorzugter Name
Estradiol Benzoate
IUPAC
[(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate
Lokaler Name
Estradiolbenzoat
Englischer Name
Estradiol benzoate
Summenformel
C25H28O3
Molmasse
376.5

Namen und Synonyme

estradiol benzoate50-50-0Estradiol 3-benzoateOestradiol benzoateOestradiol 3-benzoateNSC-9566DTXSID9022998[(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] benzoate1S4CJB5ZGNDTXCID902998NSC9566(17beta)-Estra-1,3,5(10)-triene-3,17-diol 3-benzoate
Weitere Namen anzeigen
ODBMEEEBZfolone17β-Estradiol benzoateEstradiol monobenzoate(8R,9S,13S,14S,17S)-17-hydroxy-13-Methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl benzoatediogynb
estra-1,3,5(10)-triene-3,17beta-diol 3-benzoateProgynon b oleoso((8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta(a)phenanthren-3-yl) benzoateRefChem:55134Estradiol Benzoate Coarse Grade200-043-7BenzoestrofolBenovocylin

Datenbank-Bezeichner

CAS
50-50-0
PubChem CID
222757
DTXSID
DTXSID9022998
ChEMBL
CHEMBL282575
ChEBI
CHEBI:77006
UNII
1S4CJB5ZGN
EC Number
200-043-7
Nikkaji
J4.439C

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4,5
Polarare Oberfläche (TPSA)
46,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
3
Schwere Atome
28

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
Animal Drugs · 2 Einträge

Active Ingredients (Estradiol Benzoate) -> FDA Greenbook

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Endocrine DisruptorsPotential endocrine disrupting compound

Physikochemische Eigenschaften

Schmelzpunkt
191 · 191-198 °C(lit.)
Siedepunkt
465.03 °C · 465.03°C (rough estimate)
Dichte
1.0493 · 1.0493 (rough estimate)
Brechungsindex
1.546 · 1.5460 (estimate)
storage temp.
2 · 2-8°C
Löslichkeit
Practically insoluble in water, freely soluble in methylene chloride, sparingly soluble in acetone, slightly soluble in methanol.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H351 (95.2%): Suspected of causing cancer [Warning Carcinogenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 62 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationOestradiol benzoate: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Estra-1,3,5(10)-triene-3,17-diol, 3-benzoate, (17.beta.)-: Environment tier I assessment
Hazard Classes and CategoriesCarc. 2 (95.2%)

Sicherheitsdaten

F
8
wgk
3
hs_code
29372319
RTECS-Nr.
KG4050000
risk_code
60-61-40
hazard_code
T

Chemie und Industrie

Pharmakologische Informationen

Protein BindingEstrogens circulate in the blood largely (>95%) bound to sex hormone binding globulin (SHBG) and to albumin.
PharmacodynamicsEstradiol, the principal intracellular human estrogen, is substantially more active than its metabolites, estrone and estriol, at the cellular level.
Mechanism of Action · 1 Eintrag

Estradiol enters target cells freely (e.g., female organs, breasts, hypothalamus, pituitary) and interacts with a target cell receptor. When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA. The mRNA interacts with ribosomes to produce specific proteins that express the effect of estradiol upon the target cell. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary.

Metabolism/MetabolitesExogenous estrogens are metabolized using the same mechanism as endogenous estrogens. Estrogens are partially metabolized by cytochrome P450.
MeSH Pharmacological ClassificationContraceptive agents that act on the ENDOCRINE SYSTEM.

Verwendung und Herstellung

Use Classification · 2 Einträge

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A benzoate ester resulting from the formal condensation of benzoic acid with the phenolic hydroxy group of 17beta-estradiol.

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