(2R)-1-[(3S)-3-carboxy-3-{[(3S)-3-carboxy-3-hydroxypropyl]amino}propyl]azetidine-2-carboxylic acid

• ChemBase编号: 165995
• 分子式: C12H20N2O7
• 平均质量: 304.2964
• 单一同位素质量: 304.12705099
• SMILES: [C@@H]1(CCN1CC[C@H](NCC[C@H](O)C(=O)O)C(=O)O)C(=O)O
• Canonical SMILES: O[C@H](C(=O)O)CCN[C@H](C(=O)O)CCN1CC[C@@H]1C(=O)O
• InChI: InChI=1S/C12H20N2O7/c15-9(12(20)21)1-4-13-7(10(16)17)2-5-14-6-3-8(14)11(18)19/h7-9,13,15H,1-6H2,(H,16,17)(H,18,19)(H,20,21)/t7-,8+,9-/m0/s1
• InChIKey: CUZKLRTTYZOCSD-YIZRAAEISA-N

名称和登记号

名称

• IUPAC标准名: (2R)-1-[(3S)-3-carboxy-3-{[(3S)-3-carboxy-3-hydroxypropyl]amino}propyl]azetidine-2-carboxylic acid
• IUPAC传统名: (2R)-1-[(3S)-3-carboxy-3-{[(3S)-3-carboxy-3-hydroxypropyl]amino}propyl]azetidine-2-carboxylic acid
• 别名: (αS,2S)-2-Carboxy-α-[[(3S)-3-carboxy-3-hydroxypropyl]amino]-1-azetidinebutanoic Acid; 2'-Dehydroxymugineic Acid; DMA; 2'-Deoxymugineic Acid

登记号

• CAS号: 74235-24-8
• PubChem SID: 162260128
• PubChem CID: 13071820

理论计算性质

• Acid pKa: 1.0490516
• 质子受体: 9
• 质子供体: 5
• LogD (pH = 5.5): -8.813163
• LogD (pH = 7.4): -10.370452
• Log P: -7.064278
• 摩尔折射率: 69.1217 cm^3
• 极化性: 27.590893 Å^3
• 极化表面积: 147.4 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Pale Yellow Solid
• 熔点: >165°C (dec.)

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - D243250

Phytosiderophores are produced in higher plants as iron chelating amino acids that promote uptake of iron from soil.

参考文献

• Klair, S., et al.: J. Plant Nutr., 19, 1295 (1996)