安息香酸エストラジオール

Estradiol Benzoate

HCID 222757
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基本情報

CAS
50-50-0
標準SMILES
C[C@]12CC[C@@H]3c4ccc(OC(=O)c5ccccc5)cc4CC[C@H]3[C@@H]1CC[C@@H]2O
InChIKey
UYIFTLBWAOGQBI-BZDYCCQFSA-N
分子式
C25H28O3
平均分子量
376.5 g/mol
単同位体質量
376.20384476

概要

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.

名称と識別子

優先名称
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
現地名
安息香酸エストラジオール
英語名
Estradiol benzoate
分子式
C25H28O3
分子量
376.5

名称と別名

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
名称をさらに表示
安息香酸エストラジオールフェメステロンプロギノンベンゾアートプリモギンBエストラジオール3-ベンゾアートホルモギノンエストン-Bデグラーフィナベンゾ-ギノエストリルヒドロエストロン17β-(ベンゾイルオキシ)エストラ-1,3,5(10)-トリエン-3-オールジホリクリンエストラジオールベンゾアートジオギンBプロギノン-BベノボシリンプリモギンIソレストロエストラジオール安息香酸エステルウニストラジオール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

データベース識別子

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

物性

構造計算による物性

XLogP
4.5
極性表面積
46.5 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
3
重原子数
28

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
Animal Drugs · 2 件

Active Ingredients (Estradiol Benzoate) -> FDA Greenbook

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Endocrine DisruptorsPotential endocrine disrupting compound

物理化学的性質

融点
191 · 191-198 °C(lit.)
比旋光度
25 · D25 +58 to +63° (c = 2 in dioxane)
沸点
465.03 °C · 465.03°C (rough estimate)
比重(密度)
1.0493 · 1.0493 (rough estimate)
屈折率
1.546 · 1.5460 (estimate)
貯蔵温度
2 · 2-8°C

化学的性質

化学的特性White solid

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

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%)

安全データ

F
8
wgk
3
rtecs
KG4050000
hs_code
29372319
risk_code
60-61-40
hazard_code
T

化学と産業

薬理情報

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 件

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.

用途と製造

Use Classification · 2 件

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

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

応用分野

用途卵胞ホルモンの一種であるエ ストラジオールをベンゾイル化した化合物で す。体内での代謝排泄が遅れ、その結果効力 の持続力が増強されます。

上流・下流製品情報

サプライヤー100 社

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]

補足説明

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

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