(1S,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5,9-tetraen-14-one

• ChemBase编号: 1943
• 分子式: C18H20O2
• 平均质量: 268.3502
• 单一同位素质量: 268.14632988
• SMILES: c1(cc2c(cc1)[C@@H]1C(=CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)O
• Canonical SMILES: Oc1ccc2c(c1)CC=C1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
• InChI: InChI=1S/C18H20O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3-5,10,14,16,19H,2,6-9H2,1H3/t14-,16+,18+/m1/s1
• InChIKey: WKRLQDKEXYKHJB-HFTRVMKXSA-N

名称和登记号

名称

• IUPAC标准名: (1S,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5,9-tetraen-14-one; (1S,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,9-tetraen-14-one
• IUPAC传统名: equilin
• 别名: 1,3,5(10),7-雌甾四烯-3-醇-17-酮; 3-羟基-1,3,5(10),7-雌甾四烯-17-酮; 7-脱氢雌酮; 马烯雌甾酮; 1,3,5,7-Estratetraen-3-ol-17-one; 3-Hydroxyestra-1,3,5(10),7-tetraen-17-one; NSC 10971; Equilin; 1,3,5(10),7-Estratetraen-3-ol-17-one; 3-Hydroxy-1,3,5(10),7-estratetraen-17-one; 7-Dehydroestrone; Equilin

登记号

• CAS号: 474-86-2
• EC号: 207-488-6
• MDL号: MFCD00046223
• Beilstein号: 2624302
• PubChem SID: 46506633; 24869978; 24894666; 160965398
• PubChem CID: 223368

理论计算性质

JChem

• Acid pKa: 9.414163
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.9033968
• LogD (pH = 7.4): 3.8992908
• Log P: 3.9034495
• 摩尔折射率: 79.9324 cm^3
• 极化性: 30.675314 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.8
• LOG S: -4.3
• 溶解度: 1.33e-02 g/l

分子性质

理化性质

• 溶解度: 0.00141 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; Chloroform; Dioxane; Methanol
• 外观: White to Off-White Solid
• 熔点: 233-235°C; 238-240 °C(lit.)

安全信息

• 保存条件: Refrigerator
• RTECS编号: KG6650000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 63-40-62
• 安全公开号: 36/37
• GHS危险品标识: GHS08
• GHS警示词: Warning
• GHS危险声明: H351-H361
• GHS警示性声明: P281
• 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

• 级别: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C18H20O2

详细说明

DrugBank - DB02187

• Drug Groups: experimental
• Description: An estrogenic steroid produced by horses. It has a total of four double bonds in the A- and B-ring. High concentration of euilin is found in the urine of pregnant mares. [PubChem]
• External Links: Wikipedia

Sigma Aldrich - 46247

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - E592800

An estrogen found in Premarin, which is a mixture of conjugated estrogens widely used in hormone replacement therapy.

参考文献

• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2009)
• Okamoto, Y., et al.: Toxicol. Lett., 193, 224 (2009)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)
• Suri, R., et al.: Environ. Sci. Technol., 44, 1373 (2009)