{[5-(5-amino-4-carbamoyl-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase编号: 133113
• 分子式: C9H15N4O8P
• 平均质量: 338.211161
• 单一同位素质量: 338.06275009
• SMILES: c1nc(c(n1C1C(C(C(O1)COP(=O)(O)O)O)O)N)C(=O)N
• Canonical SMILES: OC1C(O)C(OC1n1cnc(c1N)C(=O)N)COP(=O)(O)O
• InChI: InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)
• InChIKey: NOTGFIUVDGNKRI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: {[5-(5-amino-4-carbamoyl-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: aicar
• 别名: AICAR monophosphate; N1-(β-D-5′-Phosphoribofuranosyl)-5-aminoimidazole-4-carboxamide; NSC 283955; NSC 292227; ZMP; 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate

登记号

• CAS号: 3031-94-5
• EC号: 221-212-1
• MDL号: MFCD00057264
• PubChem SID: 162227390; 24890538
• PubChem CID: 200

理论计算性质

• Acid pKa: 1.224594
• 质子受体: 9
• 质子供体: 6
• LogD (pH = 5.5): -5.096153
• LogD (pH = 7.4): -6.211966
• Log P: -4.8124127
• 摩尔折射率: 69.1421 cm^3
• 极化性: 27.062012 Å^3
• 极化表面积: 203.38 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: false

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

产品相关信息

• 纯度: ≥93%

详细说明

Sigma Aldrich - A1393

Biochem/physiol Actions
A 5′-phosphorylated analog of cell permeable AICAR that mimics AMP. AMPK (AMP-activated protein kinase) activator.
Application
AICAR monophosphate is a 5′′-phosphorylated analog of cell permeable AICAR that mimics AMP. AICAR is an adenosine monophophate (AMP)-activated protein kinase (AMPK) activator/agonist.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A1393.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.