(1S,2R,5S,10R,11S,14R,15S)-5-(acetyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl acetate

• ChemBase编号: 702
• 分子式: C24H32O4
• 平均质量: 384.50848
• 单一同位素质量: 384.2300595
• SMILES: O([C@@]1([C@@]2([C@H]([C@H]3[C@H](CC2)[C@@H]2C(=C[C@@H](OC(=O)C)CC2)CC3)CC1)C)C#C)C(=O)C
• Canonical SMILES: C#C[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=C[C@H](CC[C@H]12)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C24H32O4/c1-5-24(28-16(3)26)13-11-22-21-8-6-17-14-18(27-15(2)25)7-9-19(17)20(21)10-12-23(22,24)4/h1,14,18-22H,6-13H2,2-4H3/t18-,19-,20+,21+,22-,23-,24-/m0/s1
• InChIKey: ONKUMRGIYFNPJW-KIEAKMPYSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,5S,10R,11S,14R,15S)-5-(acetyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl acetate; (1S,2R,5S,10R,11S,14R,15S)-5-(acetyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl acetate
• IUPAC传统名: ethynodiol diacetate
• 商标名: Cervicundin; Continuin; Femulen; Luteonorm; Luto-Metrodiol; Metrodiol; Metrodiol Diacetate; Metrulen; Ovulen; Ovulen 50
• 别名: 3β,17β-Diacetoxy-17α-ethynyl-4-estrene; Ethynodiol diacetate; Ethinodiol Diacetate; Ethynodiol; Etynodiol; Ethynodiol Diacetate; Etynodiol diacetate

登记号

• CAS号: 297-76-7
• EC号: 206-044-9
• MDL号: MFCD00083326
• PubChem SID: 46506993; 160964165; 24894643
• PubChem CID: 92709270; 9270
• ATC码: G03FA06; G03DC06; G03AA01
• Chemspider ID: 8913
• DrugBank ID: DB00823
• 维基百科标题: Etynodiol_diacetate

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 3.6881402
• LogD (pH = 7.4): 3.6881402
• Log P: 3.6881402
• 摩尔折射率: 106.6249 cm^3
• 极化性: 42.21005 Å^3
• 极化表面积: 52.6 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.99
• LOG S: -4.99
• 溶解度: 3.97e-03 g/l

分子性质

理化性质

• 疏水性(logP): 5

安全信息

• RTECS编号: RC8963000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-40
• 安全公开号: 22-36
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H302-H312-H332-H351
• GHS警示性声明: P280
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

药理学性质

• 给药途径: Oral
• 法定药品分级: Rx-only

详细说明

DrugBank - DB00823

• Drug Groups: approved
• Description: A synthetic progestational hormone used alone or in combination with estrogens as an oral contraceptive. [PubChem]
• Indication: For the prevention of pregnancy in women who elect to use this product as a method of contraception.
• Pharmacology: 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.
• Affected Organisms: Humans and other mammals
• Protein Binding: 50-85%
• External Links: Wikipedia; RxList