2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase编号: 133569
• 分子式: C12H17NO6
• 平均质量: 271.26648
• 单一同位素质量: 271.10558727
• SMILES: c1cc(ccc1N)OC1C(C(C(C(O1)CO)O)O)O
• Canonical SMILES: OCC1OC(Oc2ccc(cc2)N)C(C(C1O)O)O
• InChI: InChI=1S/C12H17NO6/c13-6-1-3-7(4-2-6)18-12-11(17)10(16)9(15)8(5-14)19-12/h1-4,8-12,14-17H,5,13H2
• InChIKey: MIAKOEWBCMPCQR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC传统名: glucopyranoside,4-aminophenyl
• 别名: 4-Aminophenyl α-D-mannopyranoside; 4-Aminophenyl β-D-galactopyranoside; 4-Aminophenyl β-D-glucopyranoside

登记号

• CAS号: 5094-33-7; 34213-86-0; 20818-25-1
• MDL号: MFCD00067362; MFCD00067365; MFCD00067366
• PubChem SID: 24891470; 162227846; 24890539; 24890520
• PubChem CID: 1685

理论计算性质

• Acid pKa: 12.200142
• 质子受体: 7
• 质子供体: 5
• LogD (pH = 5.5): -1.4968417
• LogD (pH = 7.4): -1.4282696
• Log P: -1.4273136
• 摩尔折射率: 64.8837 cm^3
• 极化性: 25.775139 Å^3
• 极化表面积: 125.4 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

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; 2-8°C

产品相关信息

• 纯度: ≥98%
• Empirical Formula (Hill Notation): C12H17NO6

详细说明

Sigma Aldrich - A1269

Application
P-Aminophenyl β-D-glucopyranoside is used to create derivitized agarose beads useful for the analysis of the surfaces of cancer cells. 4-Aminophenyl β-D-glucopyranoside is used to derivatize biocompatible single-crystalline gold tabular nanoparticles, nanoprisms (NPRs) to improve their stability and cellular uptake.

Sigma Aldrich - A9545

Application
4-Aminophenyl β-D-galactopyranoside (PAPG) is used as a substrate for the detection, identification, differentiation and characterization of β-galactosidase(s) using electrochemical detection methods..

Sigma Aldrich - A1394

Application
4-Aminophenyl α-D-mannopyranoside is used to modify the surface of liposomes to increase uptake kinetics.