sodium (4aR,6R,7R,7aS)-7-hydroxy-2-oxo-6-{9-oxo-6-phenyl-3H,5H,9H-imidazo[1,2-a]purin-3-yl}-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-2-olate

• ChemBase编号: 154239
• 分子式: C18H15N5NaO7P
• 平均质量: 467.304531
• 单一同位素质量: 467.06067876
• SMILES: c1ccc(cc1)c1cn2c(=O)c3c(nc2[nH]1)n(cn3)[C@H]1[C@@H]([C@H]2[C@H](O1)COP(=O)(O2)[O-])O.[Na+]
• Canonical SMILES: O[C@@H]1[C@@H]2OP(=O)([O-])OC[C@H]2O[C@H]1n1cnc2c1nc1[nH]c(cn1c2=O)c1ccccc1.[Na+]
• InChI: InChI=1S/C18H16N5O7P.Na/c24-13-14-11(7-28-31(26,27)30-14)29-17(13)23-8-19-12-15(23)21-18-20-10(6-22(18)16(12)25)9-4-2-1-3-5-9;/h1-6,8,11,13-14,17,24H,7H2,(H,20,21)(H,26,27);/q;+1/p-1/t11-,13-,14-,17-;/m1./s1
• InChIKey: IGIOCJJIGJLGKR-TZNCIMHNSA-M

名称和登记号

名称

• IUPAC标准名: sodium (4aR,6R,7R,7aS)-7-hydroxy-2-oxo-6-{9-oxo-6-phenyl-3H,5H,9H-imidazo[1,2-a]purin-3-yl}-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-olate
• IUPAC传统名: sodium (4aR,6R,7R,7aS)-7-hydroxy-2-oxo-6-{9-oxo-6-phenyl-5H-imidazo[1,2-a]purin-3-yl}-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-2-olate
• 别名: β-Phenyl-1,N2-ethenoguanosine 3′,5′-monophosphate sodium salt; PET-cGMP

登记号

• CAS号: 78080-27-0
• MDL号: MFCD04118064
• PubChem SID: 162248378; 24724570
• PubChem CID: 23672701

理论计算性质

• Acid pKa: 1.9713365
• 质子受体: 8
• 质子供体: 2
• LogD (pH = 5.5): -2.3018181
• LogD (pH = 7.4): -2.3236842
• Log P: -0.4197941
• 摩尔折射率: 103.3563 cm^3
• 极化性: 39.703735 Å^3
• 极化表面积: 150.57 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: H2O: ~10 mmol
• 外观: white solid

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: -70°C

产品相关信息

• 纯度: ≥98% (HPLC)
• 包装: pkg of 10 μmol
• 运输包装: dry ice
• Empirical Formula (Hill Notation): C18H15N5O7PNa

详细说明

Sigma Aldrich - P0622

Biochem/physiol Actions
cGMP-dependent protein kinase (PKG I and PKG II) activator. Potent membrane permeant activator of both isozymes I α and I β of cGMP-dependent protein kinase. Common stimulators such as 8-Br-cGMP or 8-pCPT-cGMP mainly activate kinase subtype Iα.