7-(acetyloxy)-2-oxo-2H-chromene-3-carboxylic acid

• ChemBase编号: 156751
• 分子式: C12H8O6
• 平均质量: 248.18832
• 单一同位素质量: 248.03208798
• SMILES: CC(=O)Oc1ccc2cc(c(=O)oc2c1)C(=O)O
• Canonical SMILES: CC(=O)Oc1ccc2c(c1)oc(=O)c(c2)C(=O)O
• InChI: InChI=1S/C12H8O6/c1-6(13)17-8-3-2-7-4-9(11(14)15)12(16)18-10(7)5-8/h2-5H,1H3,(H,14,15)
• InChIKey: JPSXXVSPZSKYBA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7-(acetyloxy)-2-oxo-2H-chromene-3-carboxylic acid
• IUPAC传统名: 7-(acetyloxy)-2-oxochromene-3-carboxylic acid
• 别名: 2H-1-Benzopyran-3-carboxylic acid; 3-Carboxyumbelliferyl acetate; 7-Acetoxycoumarin-3-carboxylic acid

登记号

• CAS号: 81017-23-4
• MDL号: MFCD00037371
• Beilstein号: 241040
• PubChem SID: 162250888
• PubChem CID: 688599

理论计算性质

• Acid pKa: 2.6758358
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -1.768819
• LogD (pH = 7.4): -2.524723
• Log P: 0.97786367
• 摩尔折射率: 58.7553 cm^3
• 极化性: 22.62125 Å^3
• 极化表面积: 89.9 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: dioxane: soluble; DMF: soluble; DMSO: soluble; ethanol: soluble
• 熔点: 208 °C(lit.)
• 荧光: λex 332 nm; λem 447 nm in 0.1 M potassium phosphate pH 8.0 (after enzyme digest)

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (HPLC)
• 级别: for fluorescence
• Empirical Formula (Hill Notation): C12H8O6

详细说明

Sigma Aldrich - 00835

Application
suitable as fluorogenic substrate for acetylcholine esterase
7-Acetoxycoumarin-3-carboxylic acid is a fluorogenic substrate to measure catalytic actvity of peptide dendrimers (speicifically, esterolytic activity)1.
Other Notes
Fluorogenic substrate for carbonic anhydrase2