(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxane-2-carboxylic acid hydrate

• ChemBase编号: 133665
• 分子式: C16H18O10
• 平均质量: 370.30812
• 单一同位素质量: 370.08999678
• SMILES: Cc1cc(=O)oc2c1ccc(c2)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O.O
• Canonical SMILES: OC(=O)[C@H]1O[C@@H](Oc2ccc3c(c2)oc(=O)cc3C)[C@@H]([C@H]([C@@H]1O)O)O.O
• InChI: InChI=1S/C16H16O9.H2O/c1-6-4-10(17)24-9-5-7(2-3-8(6)9)23-16-13(20)11(18)12(19)14(25-16)15(21)22;/h2-5,11-14,16,18-20H,1H3,(H,21,22);1H2/t11-,12-,13+,14-,16+;/m0./s1
• InChIKey: URVSQZMOFUEQAW-YYHOVTOASA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxane-2-carboxylic acid hydrate
• IUPAC传统名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(4-methyl-2-oxochromen-7-yl)oxy]oxane-2-carboxylic acid hydrate
• 别名: 4-Methylumbelliferyl-β-D-glucopyranosiduronic acid; MUG; 4-Methylumbelliferyl-β-D-glucuronide hydrate

登记号

• CAS号: 881005-91-0
• EC号: 228-186-0
• MDL号: MFCD09039280
• PubChem SID: 24885956; 162227942; 24897034
• PubChem CID: 16218413

理论计算性质

• Acid pKa: 2.9729717
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -2.6557503
• LogD (pH = 7.4): -3.6463246
• Log P: -0.16860466
• 摩尔折射率: 79.8233 cm^3
• 极化性: 31.865303 Å^3
• 极化表面积: 142.75 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: DMSO: soluble50 mg/mL, clear, colorless to very faintly yellow; pyridine: soluble0.1 M at 20 °C, clear, colorless
• 荧光: λex 365 nm; λem 445 nm in 0.1 M phosphate pH 6.5

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: -20°C

产品相关信息

• 纯度: ≥98% (HPLC); ≥99.0% (HPLC)
• 适用性: suitable for fluorescence
• 杂质: ≤0.005% Phosphorus (P); ≤0.1% free 4-Methylumbelliferone; ≤15% water
• 痕量阳离子: Al: ≤0.001%; Ca: ≤0.005%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.005%; Mg: ≤0.001%; Na: ≤0.005%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.001%
• 痕量阴离子: chloride (Cl-): ≤0.05%
• Empirical Formula (Hill Notation): C16H16O9 · xH2O

详细说明

Sigma Aldrich - 69602

Application
suitable as fluorogenic substrate for β-glucuronidase
Other Notes
Substrate for β-D-glucuronidase assay. Has been used in a method to measure liposome lysis by n-octylglucoside1

Sigma Aldrich - M9130

Application
Fluorescent substrate for β-glucuronidase. ≥98% (HPLC)