9-{2,7-dihydroxy-2-oxo-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-6-yl}-2,3,6,9-tetrahydro-1H-purine-2,6-dione

• ChemBase编号: 155711
• 分子式: C10H11N4O8P
• 平均质量: 346.190101
• 单一同位素质量: 346.03144996
• SMILES: c1nc2c(n1C1C(C3C(O1)COP(=O)(O3)O)O)[nH]c(=O)[nH]c2=O
• Canonical SMILES: O=c1[nH]c(=O)c2c([nH]1)n(cn2)C1OC2C(C1O)OP(=O)(OC2)O
• InChI: InChI=1S/C10H11N4O8P/c15-5-6-3(1-20-23(18,19)22-6)21-9(5)14-2-11-4-7(14)12-10(17)13-8(4)16/h2-3,5-6,9,15H,1H2,(H,18,19)(H2,12,13,16,17)
• InChIKey: AAUQFLOPCIXUSK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 9-{2,7-dihydroxy-2-oxo-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl}-2,3,6,9-tetrahydro-1H-purine-2,6-dione
• IUPAC传统名: 9-{2,7-dihydroxy-2-oxo-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl}-1,3-dihydropurine-2,6-dione
• 别名: cXMP; Xanthosine 3′,5′-cyclic monophosphate

登记号

• CAS号: 31319-70-7
• MDL号: MFCD03453038
• PubChem SID: 162249849; 24902139
• PubChem CID: 4139017

理论计算性质

• Acid pKa: 1.8406738
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -3.3883023
• LogD (pH = 7.4): -3.4195073
• Log P: -1.1393197
• 摩尔折射率: 69.3024 cm^3
• 极化性: 27.178978 Å^3
• 极化表面积: 161.24 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

• 外观: 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: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• 包装: vial of 2 mg
• Mol. Weight: apparent mol wt 367.2

详细说明

Sigma Aldrich - X3003

Biochem/physiol Actions
cXMP is a an analog of cyclic GMP that is used to evaluate phosphodiesterase activity.