(2S)-azetidine-2-carboxylic acid

• ChemBase编号: 63597
• 分子式: C4H7NO2
• 平均质量: 101.10388
• 单一同位素质量: 101.04767847
• SMILES: [C@H]1(C(=O)O)NCC1
• Canonical SMILES: OC(=O)[C@@H]1CCN1
• InChI: InChI=1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1
• InChIKey: IADUEWIQBXOCDZ-VKHMYHEASA-N

名称和登记号

名称

• IUPAC标准名: (2S)-azetidine-2-carboxylic acid
• IUPAC传统名: L-azetidine 2-carboxylic acid
• 别名: (S)-(-)-氮杂环丁烷-2-甲酸; (S)-(-) Azetidine-2-carboxylic acid; L-Azetidine-2-carboxylic acid; (S)-Azetidine-2-carboxylic acid; L-Azetidine-2-carboxylic acid; H-Aze-OH; (S)-(-)-Azetidine-2-carboxylic acid; Azetidine-2-carboxylic acid

登记号

• CAS号: 2133-34-8
• EC号: 218-362-5
• MDL号: MFCD00005166
• Beilstein号: 80680; 80678
• 默克索引号: 14908
• PubChem SID: 162029336; 24847213; 24278205
• PubChem CID: 16486
• CHEBI ID: 6198
• CHEMBL: 1165239
• Chemspider ID: 15628
• 维基百科标题: Azetidine-2-carboxylic_acid

理论计算性质

• Acid pKa: 1.7564697
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -3.0860164
• LogD (pH = 7.4): -3.0861597
• Log P: -3.0859778
• 摩尔折射率: 23.4197 cm^3
• 极化性: 9.473591 Å^3
• 极化表面积: 49.33 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 5.0 g/100 ml in water
• 外观: crystalline solid
• 熔点: ~215 °C (dec.); 215°C; ca 217°C dec.
• 沸点: 242°C
• 闪点: 100.1 °C
• 密度: 1.275 g/cm3
• 比旋光度: [α]20/D -123±2°, c = 4% in H2O; -123 (c=4 in H2O)

安全信息

• 保存注意事项: IRRITANT; Irritant
• RTECS编号: CM4310500
• 德国WGK号: 3
• TSCA收录: false; 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: >95%; ≥98.0% (NT); ≥99%; 99%
• 级别: purum
• Empirical Formula (Hill Notation): C4H7NO2

详细说明

Apollo Scientific Ltd - OR1250T

A four-membered ring analog of L-Proline used as an intermediate in the synthesis of polypeptides.

Sigma Aldrich - A0760

包装
1 g in poly bottle
50, 100, 250 mg in poly bottle
Biochem/physiol Actions
L-Azetidine-2-carboxylic acid is an inhibitor of collagen synthesis that is anti-angiogenic. It is a four-membered ring analog of L-proline that causes protein misconstruction when incorporated instead of proline.

Sigma Aldrich - 11542

Other Notes
Preparation of mugineic acid1; 4-Oxidation to the corresponding lactam2
Biochem/physiol Actions
L-Azetidine-2-carboxylic acid is an inhibitor of collagen synthesis that is anti-angiogenic. It is a four-membered ring analog of L-proline that causes protein misconstruction when incorporated instead of proline.