2-amino-4-(2-amino-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4-oxobutanoic acid

• ChemBase编号: 170685
• 分子式: C16H22N2O9
• 平均质量: 386.35388
• 单一同位素质量: 386.13253029
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1CO)Oc1c(c(ccc1)C(=O)CC(N)C(=O)O)N)O)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H](Oc2cccc(c2N)C(=O)CC(C(=O)O)N)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H22N2O9/c17-7(15(24)25)4-8(20)6-2-1-3-9(11(6)18)26-16-14(23)13(22)12(21)10(5-19)27-16/h1-3,7,10,12-14,16,19,21-23H,4-5,17-18H2,(H,24,25)/t7?,10-,12-,13+,14-,16-/m1/s1
• InChIKey: SYBDIVKHFDAAJV-IIGCVACPSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-4-(2-amino-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4-oxobutanoic acid
• IUPAC传统名: 2-amino-4-(2-amino-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4-oxobutanoic acid
• 别名: rac-3OHKG; α,2-Diamino-3-(β-D-glucopyranosyloxy)-γ-oxo-benzenebutanoic Acid; 3-[3-(β-D-Glucosyloxy)anthraniloyl]alanine; 3-Hydroxykynurenine-O-β-glucoside (Mixture of Diastereomers)

登记号

• CAS号: 23224-46-6
• PubChem SID: 164226595
• PubChem CID: 10960012

理论计算性质

• Acid pKa: 0.91227376
• 质子受体: 11
• 质子供体: 7
• LogD (pH = 5.5): -4.4805164
• LogD (pH = 7.4): -4.4902287
• Log P: -4.479995
• 摩尔折射率: 89.1755 cm^3
• 极化性: 35.38676 Å^3
• 极化表面积: 205.79 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol (Sparingly); Water
• 外观: Yellow Solid
• 熔点: 203-209°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - H943660

The most abundant of the UV filters in human lens.

参考文献

• Bova, L.M., et al.: Inv. Iphthalmology & Visual Science, 40, 13, 3237 (1999)