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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 758
実験および物理化学的性質
LogP
5
5
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
- 溶解性
- クロロホルム(微量)、DMSO(微量)
- 外見
- 個体
- 色
- 白い
- 水溶解度
- 1.4 mg/L · 1.4mg/L(25℃)
- CAS データベース
- 297 · 297-76-7(CAS DataBase Reference)
- NISTの化学物質情報
- Ethynodiol diacetate(297-76-7)
- EPAの化学物質情報
- Ethynodiol diacetate (297-76-7)
安全と法規制
GHS分類
GHS Classification
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
毒性情報
Drug Induced Liver Injury
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
Pharmacodynamics
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
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
Oral contraceptives which owe their effectiveness to hormonal preparations.
Oral contraceptives which owe their effectiveness to synthetic preparations.
用途と製造
応用分野
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
関連反応
関連ノート
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