2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetic acid

• ChemBase编号: 10060
• 分子式: C11H8O5
• 平均质量: 220.17822
• 单一同位素质量: 220.03717336
• SMILES: C(C(=O)O)c1c2c(oc(=O)c1)cc(cc2)O
• Canonical SMILES: OC(=O)Cc1cc(=O)oc2c1ccc(c2)O
• InChI: InChI=1S/C11H8O5/c12-7-1-2-8-6(3-10(13)14)4-11(15)16-9(8)5-7/h1-2,4-5,12H,3H2,(H,13,14)
• InChIKey: BNHPMQBVNXMPDU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetic acid
• IUPAC传统名: (7-hydroxy-2-oxochromen-4-yl)acetic acid
• 别名: 伞形酮-4-乙酸; 7-羟基香豆素-4-乙酸; (7-Hydroxycoumarin-4-yl)acetic acid; 7-Hydroxycoumarin-4-acetic acid; 4-(Carboxymethyl)umbelliferone; 7-Hydroxy-4-coumarinylacetic acid; 7-Hydroxycoumarin-4-acetic acid; 7-Hydroxy-2-oxo-2H-1-benzopyran-4-acetic Acid; NSC 642907; NSC 65625; Umbelliferone-4-acetic acid; 7-Hydroxycoumarinyl-4-acetic acid

登记号

• CAS号: 6950-82-9
• MDL号: MFCD00037563
• Beilstein号: 204777
• PubChem SID: 24879227; 160973367; 24860338
• PubChem CID: 5338490

理论计算性质

• Acid pKa: 3.431163
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -1.1564078
• LogD (pH = 7.4): -2.638008
• Log P: 0.9035158
• 摩尔折射率: 54.0779 cm^3
• 极化性: 20.591148 Å^3
• 极化表面积: 83.83 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMF: soluble; DMSO: soluble; H2O: soluble (pH ≥ 6)
• 熔点: >195°C(dec); >195(dec.)°C; 194-196 °C(lit.); 212 °C (dec.)(lit.)
• pKa: 7.8
• 荧光: λex 367 nm; λem 455 nm in 0.1 M Tris pH 9.0

安全信息

• 保存注意事项: Irritant
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: 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

产品相关信息

• 纯度: ≥98.0% (TLC); 97%
• 级别: for fluorescence
• Empirical Formula (Hill Notation): C11H8O5
• 分类: Derivatives & analogs of Natural Compounds

详细说明

Sigma Aldrich - 335665

包装
1, 5 g in glass bottle

Sigma Aldrich - 55157

Application
suitable as pH indicator

Toronto Research Chemicals - H825135

Fluorogenic substrate

参考文献

• Manvar, A., et al.: Eur. J. Med. Chem., 43, 2395 (2008)
• Holmes, C., et al.: Bioorg. Med. Chem. Lett., 18, 3382 (2008)