5,14-dihydroxy-8,17-dioxatetracyclo[8.7.0.02,7.011,16]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one

• ChemBase编号: 126724
• 分子式: C15H8O5
• 平均质量: 268.22102
• 单一同位素质量: 268.03717336
• SMILES: O=c1oc2cc(O)ccc2c2oc3c(ccc(O)c3)c12
• Canonical SMILES: Oc1ccc2c(c1)oc(=O)c1c2oc2c1ccc(c2)O
• InChI: InChI=1S/C15H8O5/c16-7-1-3-9-11(5-7)19-14-10-4-2-8(17)6-12(10)20-15(18)13(9)14/h1-6,16-17H
• InChIKey: ZZIALNLLNHEQPJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5,14-dihydroxy-8,17-dioxatetracyclo[8.7.0.0^2,^7.0^1^1,^1^6]heptadeca-1(10),2,4,6,11(16),12,14-heptaen-9-one
• IUPAC传统名: coumestrol
• 别名: Coumestrol; 7,12-Dihydroxycoumestan; Coumestrol; 3,9-Dihydroxy-6H-benzofuro[3,2-c]-[1]benzopyran-6-one; 2-(2,4-Dihydroxyphenyl)-6-hydroxy-3-benzofurancarboxylic Acid δ-Lactone; Coumesterol; NSC 22842

登记号

• CAS号: 479-13-0
• EC号: 207-525-6
• MDL号: MFCD00016885
• Beilstein号: 266702
• PubChem SID: 24856835; 162221052; 24856836
• PubChem CID: 5281707
• CHEMBL: 30707
• Chemspider ID: 4445024
• KEGG ID: C10205
• 美国药典/FDA物质标识码: V7NW98OB34
• 维基百科标题: Coumestrol

理论计算性质

• Acid pKa: 7.1109495
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 2.3868842
• LogD (pH = 7.4): 1.9285021
• Log P: 2.3973212
• 摩尔折射率: 69.6195 cm^3
• 极化性: 28.706497 Å^3
• 极化表面积: 79.9 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO; DMSO: soluble; Ether; Slightly Sol. in Methanol; Water (pH 11-12)
• 外观: Pale Yellow Solid
• 熔点: >300°C; ≥350 °C(lit.); 385 °C (decomp)
• 荧光: λex 377 nm; λem 437 nm in 0.1 M Tris pH 8.0

安全信息

• 保存条件: Refrigerator
• RTECS编号: DF8077000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: human ... ESR1(2099), ESR2(2100)mouse ... Esr1(13982)rat ... Ar(24208)

产品相关信息

• 纯度: ≥95.0% (HPLC); ≥97.5% (HPLC)
• 适用性: suitable for fluorescence
• 杂质: ≤10.0% water
• 产品线: BioReagent
• Empirical Formula (Hill Notation): C15H8O5

详细说明

Sigma Aldrich - 27885

Biochem/physiol Actions
Coumestrol has anti-estrogenic actions in the brain and pituitary, mediated through estrogen receptor-α.1

Sigma Aldrich - 27883

Biochem/physiol Actions
Coumestrol has anti-estrogenic actions in the brain and pituitary, mediated through estrogen receptor-α.1

Toronto Research Chemicals - C781000

This compound has estrogenic activity. It exhibits bright blue fluorescence in neutral or acid solution, and greenish-yellow fluorescence in strong alkali solution.

参考文献

• Wolfbeis, O.S. & K. Schaffner: Photochem. Photobiol., 32, 143(1980)
• Bickoff et al.: J.Am. Chem Soc. 80, 3969 (1958)