2-(2-iminoimidazolidin-1-yl)acetic acid

• ChemBase编号: 92963
• 分子式: C5H9N3O2
• 平均质量: 143.14386
• 单一同位素质量: 143.06947654
• SMILES: N1CCN(C1=N)CC(=O)O
• Canonical SMILES: OC(=O)CN1CCNC1=N
• InChI: InChI=1S/C5H9N3O2/c6-5-7-1-2-8(5)3-4(9)10/h1-3H2,(H2,6,7)(H,9,10)
• InChIKey: AMHZIUVRYRVYBA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(2-iminoimidazolidin-1-yl)acetic acid
• IUPAC传统名: (2-iminoimidazolidin-1-yl)acetic acid
• 别名: 环肌酸; 2-亚氨基-1-咪唑啉乙酸; 2-Amino-4,5-dihydro-1H-Imidazole-1-acetic Acid; Cyclocreatine; 1-Carboxymethyl-2-iminoimidazolidine; 2-Imino-1-imidazolidineacetic acid; Cyclocreatine; 1-(Carboxymethyl)-2-iminoimidazolidine; (2-Iminoimidazolidin-1-yl)acetic acid

登记号

• CAS号: 35404-50-3
• MDL号: MFCD00134455
• PubChem SID: 24863514; 162079661
• PubChem CID: 2896

理论计算性质

• Acid pKa: 3.3714743
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -2.760783
• LogD (pH = 7.4): -2.7581584
• Log P: -2.758171
• 摩尔折射率: 44.8183 cm^3
• 极化性: 12.861022 Å^3
• 极化表面积: 76.42 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Water
• 外观: White Solid
• 熔点: >300°C (dec.); 300(dec.)°C

安全信息

• 保存条件: -20°C Freezer
• 保存注意事项: Irritant/Store at -20°C
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 98%
• Empirical Formula (Hill Notation): C5H9N3O2

详细说明

Apollo Scientific Ltd - OR9822T

Regulates creatine biosynthesis by suppressing the level of arginine:glycine aminotransferase.

Sigma Aldrich - 377627

包装
1, 5 g in glass bottle
Application
Protectant against inhibition of cardiac mitochondrial respiration by methylglyoxal1Growth inhibition of Hodgkin disease-derived cell lines2Investigations into effects in rat hepatocarcinogenesis model3
Biochem/physiol Actions
可以保护组织免受缺血性损伤的肌酸类似物；通过肌酸激酶可以降低 ATP 的合成率，还可抑制肿瘤细胞系的增殖，特征就是高水平的肌酸激酶表达。

Toronto Research Chemicals - C982200

Can regulate creatine biosynthesis by suppressing the level of arginine:glycine amidinotransferase in chick liver.

参考文献

• McGilvery, R.W. et al.: J. Biol. Chem., 249, 1417 (1974)