(1S,10R,11S,14R,15S)-5-(cyclopentyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol

• ChemBase编号: 4143
• 分子式: C25H32O2
• 平均质量: 364.52038
• 单一同位素质量: 364.24023026
• SMILES: O[C@@]1([C@@]2([C@H]([C@H]3[C@H](CC2)c2c(CC3)cc(OC3CCCC3)cc2)CC1)C)C#C
• Canonical SMILES: C#C[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OC1CCCC1
• InChI: InChI=1S/C25H32O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,9,11,16,18,21-23,26H,4-8,10,12-15H2,2H3/t21-,22-,23+,24+,25+/m1/s1
• InChIKey: PWZUUYSISTUNDW-VAFBSOEGSA-N

名称和登记号

名称

• IUPAC标准名: (1S,10R,11S,14R,15S)-5-(cyclopentyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol; (1S,10R,11S,14R,15S)-5-(cyclopentyloxy)-14-ethynyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-ol
• IUPAC传统名: quinestrol
• 商标名: Estrovis; Plestrovis; Qui-lea; Estrovister; Estrovis 4000; Eston
• 别名: Quinestrolo [dcit]; Quinestrolum [inn-latin]; Estradiol-17-beta 3-cyclopentyl ether; 17-alpha-Ethinylestradiol 3-cyclopentyl ether; 17alpha-Ethynylestradiol 3-cyclopentyl ether; Quinestrol; 17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol 3-cyclopentyl ether; Quinestrol; 17α-Ethynylestradiol 3-cyclopentyl ether

登记号

• CAS号: 152-43-2
• EC号: 205-803-1
• MDL号: MFCD00079189
• PubChem SID: 46508939; 24894659; 160967575
• PubChem CID: 9046

理论计算性质

JChem

• Acid pKa: 17.59492
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 5.397949
• LogD (pH = 7.4): 5.397949
• Log P: 5.397949
• 摩尔折射率: 108.27 cm^3
• 极化性: 42.456947 Å^3
• 极化表面积: 29.46 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 5.19
• LOG S: -5.37
• 溶解度: 1.57e-03 g/l

分子性质

安全信息

• RTECS编号: RC8948000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 45-61-20/21/22
• 安全公开号: 53-22-36/37/39-45
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H302-H312-H332-H350-H360
• GHS警示性声明: P201-P280-P308 + P313
• 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

产品相关信息

• Empirical Formula (Hill Notation): C25H32O2

详细说明

DrugBank - DB04575

• Drug Groups: approved
• Description: The 3-cyclopentyl ether of ethinyl estradiol.
• Indication: Used in hormone replacement therapy, treating symptoms of menopause such as hot flashes. Also used to treat breast and prostate cancer.
• Pharmacology: Quinestrol is the 3-cyclopentyl ether of ethinyl estradiol (the active metabolite). After gastrointestinal absorption, it is stored in adipose tissue where it is slowly released and metabolized principally to the parent compound, ethinyl estradiol. Ethinyl estradiol is a synthetic derivative of the natural estrogen estradiol.
• Toxicity: Symptoms of overdose include nausea and vomiting, and withdrawal bleeding may occur in females.
• Affected Organisms: Humans and other mammals
• Biotransformation: Metabolized principally to the parent compound, ethinyl estradiol. Ethinyl estradiol is metabolized in the liver. Quantitatively, the major metabolic pathway for ethinyl estradiol, both in rats and in humans, is aromatic hydroxylation, as it is for the natural estrogens.
• Absorption: Absorbed following oral administration.
• External Links: Wikipedia