エチノジオール酢酸エステル

Ethynodiol Diacetate

HCID 9270CAS 297-76-7

基本情報

標準SMILES
C#C[C@]1(OC(C)=O)CC[C@H]2[C@@H]3CCC4=C[C@@H](OC(C)=O)CC[C@@H]4[C@H]3CC[C@@]21C
InChIKey
ONKUMRGIYFNPJW-KIEAKMPYSA-N
分子式
C24H32O4
平均分子量
384.5 g/mol
単同位体質量
384.2300595

名称と識別子

優先名称
Ethynodiol Diacetate
IUPAC
[(3S,8R,9S,10R,13S,14S,17R)-17-acetyloxy-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
現地名
エチノジオール酢酸エステル
英語名
Ethynodiol diacetate
分子式
C24H32O4
分子量
384.51

名称と別名

ETHYNODIOL DIACETATE297-76-7FemulenContinuinEtynodiol AcetateEtynodiol diacetateSC 11800SC-11800DTXSID402061419-Nor-17alpha-pregn-4-en-20-yne-3beta,17-diol diacetateCHEBI:31580NSC-759288
名称をさらに表示
(3S,17R)-19-ノルプレグナ-4-エン-20-イン-3,17-ジオールジアセタートメトロジオール(3β,17R)-19-ノルプレグナ-4-エン-20-イン-3,17-ジオールジアセタート(17R)-3β,17-ジアセトキシ-19-ノルプレグナ-4-エン-20-インエチノジオールジアセタートルトメトロジオールルト-メトロジオール(17R)-19-ノルプレグナ-4-エン-20-イン-3β,17-ジオールジアセタートフェムレン(17R)-19-ノルプレグナ-4-エン-20-イン-3β,17-ジオール3,17-ジアセタートコンチヌイン酢酸エチノジオール二酢酸エチノジオールエチノジオール酢酸エステルエチノジオール酢酸エステル (JAN)(1R,3aS,3bR,7S,9aR,9bS,11aS)-7-(アセチルオキシ)-1-エチニル-11a-メチル-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-1-イル アセタートEthynodiolCB-8080ovulen508080c.b.EtynodiolLuteonormMetrodiolOvulen 50
(3-beta,17-alpha)-19-Norpregn-4-en-20-yne-3,17-diol diacetate17-alpha-Ethynyl-19-norandrost-4-ene-3-beta,17-beta-diol diacetate17alpha-Ethynyl-3,17-dihydroxy-4-estrene diacetate17alpha-Ethynylestr-4-ene-3beta,17beta-diol acetate3beta, 17beta-Diacetoxy-17alpha-ethynyl-4-oestrene17alpha-Ethynyl-4-estrene-3beta,17beta-diol diacetateDTXCID00614[(3S,8R,9S,10R,13S,14S,17R)-17-acetyloxy-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

データベース識別子

CAS
297-76-7
PubChem CID
9270
DTXSID
DTXSID4020614
ChEMBL
CHEMBL1200624
ChEBI
CHEBI:31580
UNII
62H10A1236
EC Number
206-044-9
Nikkaji
J5.459C

物性

構造計算による物性

XLogP
3.9
極性表面積
52.6 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
5
重原子数
28

実験および物理化学的性質

LogP · 2 件

5

5

Solubility3.97e-03 g/L
Melting Point126-127
Physical DescriptionSolid

物理化学的性質

融点
126 · ~126-127°
比旋光度
-72.5 ° · D -72.5° (chloroform)
沸点
431.17 °C · 431.17°C (rough estimate)
比重(密度)
1.0474 · 1.0474 (rough estimate)
屈折率
1.486 · 1.4860 (estimate)
貯蔵温度
2 · 2-8°C

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H302 (95%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (95%): Harmful in contact with skin [Warning Acute toxicity, dermal];H332 (95%): Harmful if inhaled [Warning Acute toxicity, inhalation];H351 (100%): Suspected of causing cancer [Warning Carcinogenicity];H360 (30%): May damage fertility or the unborn child [Danger Reproductive toxicity]

P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 60 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Other Safety InformationIMAP assessments - 19-Norpregn-4-en-20-yne-3,17-diol, diacetate, (3.beta.,17.alpha.)-: Environment tier I assessment;IMAP assessments - 19-Norpregn-4-en-20-yne-3,17-diol, diacetate, (3.beta.,17.alpha.)-: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (95%);Acute Tox. 4 (95%);Acute Tox. 4 (95%);Carc. 2 (100%);Repr. 1B (30%)

毒性情報

Drug Induced Liver Injury · 5 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

ethynodiol diacetate

DILI Positive

Oral

DOI:10.1016/j.drudis.2019.09.022

安全データ

wgk
3
rtecs
RC8963000
hs_code
2937230000
risk_code
20/21/22-40
hazard_code
Xn
safety_code
22-36

化学と産業

薬理情報

Protein Binding50-85%
Pharmacodynamics · 1 件

Ethynodiol Diacetate is used as a female contraceptive. Ethynodiol Diacetate is a progestin or a synthetic form of the naturally occurring female sex hormone, progesterone. In a woman's normal menstrual cycle, an egg matures and is released from the ovaries (ovulation). The ovary then produces progesterone, preventing the release of further eggs and priming the lining of the womb for a possible pregnancy. If pregnancy occurs, progesterone levels in the body remain high, maintaining the womb lining. If pregnancy does not occur, progesterone levels in the body fall, resulting in a menstrual period. Ethynodiol Diacetate tricks the body processes into thinking that ovulation has already occurred, by maintaining high levels of the synthetic progesterone. This prevents the release of eggs from the ovaries.

Mechanism of Action · 1 件

Binds to the progesterone and estrogen receptors. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Once bound to the receptor, progestins like Ethynodiol Diacetate will slow the frequency of release of gonadotropin releasing hormone (GnRH) from the hypothalamus and blunt the pre-ovulatory LH (luteinizing hormone) surge.

MeSH Pharmacological Classification · 2 件

Oral contraceptives which owe their effectiveness to hormonal preparations.

Oral contraceptives which owe their effectiveness to synthetic preparations.

Cellular LocationsCytoplasm;Extracellular;Membrane

用途と製造

Use ClassificationPharmaceuticals
応用分野 · 3 件

説明Ethynodiol diacetate is a synthetic progestogen. It prevents the development of osteoporosis in ovariectomized rats when administered at a dose of 9 μg/animal per day. Ethynodiol diacetate inhibits copulatory ovulation in rabbits. Formulations containing ethynodiol diacetate have been used as oral contraceptives.

使用Ethynodiol Diacetate is used as a hormonal contraceptive, birth control.

一般的な説明Ethynodiol diacetate, 19-norpregn-4-en-20-yne-3β,17α-diol diacetate, is a prodrug ofnorethindrone. A combination of hydrolysis of both estersand oxidation of the C3 alcohol to the ketone is necessary toprovide the fully active progestin.

上流・下流製品情報

上流原料

サプライヤー50 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]
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
苏州道澜生物医药科技有限公司15952404857 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

関連反応

2 件

関連ノート

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