9-{2,7-dihydroxy-2-oxo-hexahydro-1,3,5,2λ5-furo[3,2-d][1,3,2λ5]dioxaphosphinin-6-yl}-6,9-dihydro-3H-purin-6-one sodium

• ChemBase ID: 134329
• Molecular Formular: C10H11N4NaO7P
• Molecular Mass: 353.180471
• Monoisotopic Mass: 353.02630462
• SMILES: c1[nH]c2c(c(=O)n1)ncn2C1C(C2C(O1)COP(=O)(O2)O)O.[Na]
• Canonical SMILES: OC1C2OP(=O)(O)OCC2OC1n1cnc2c1[nH]cnc2=O.[Na]
• InChI: InChI=1S/C10H11N4O7P.Na/c15-6-7-4(1-19-22(17,18)21-7)20-10(6)14-3-13-5-8(14)11-2-12-9(5)16;/h2-4,6-7,10,15H,1H2,(H,17,18)(H,11,12,16)
• InChIKey: RNHIWGFBHBSWFZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-{2,7-dihydroxy-2-oxo-hexahydro-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl}-6,9-dihydro-3H-purin-6-one sodium
• IUPAC Traditional name: 9-{2,7-dihydroxy-2-oxo-tetrahydro-4H-1,3,5,2λ^5-furo[3,2-d][1,3,2λ^5]dioxaphosphinin-6-yl}-3H-purin-6-one sodium
• Synonyms: cIMP; Inosine 3′:5′-cyclic monophosphate sodium salt

Database IDs

• CAS Number: 41092-64-2
• MDL Number: MFCD00057137
• PubChem SID: 24896007; 162228606
• PubChem CID: 16219511

CALCULATED PROPERTIES

• Acid pKa: 1.7815524
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -3.5584266
• LogD (pH = 7.4): -4.0950575
• Log P: -2.2054996
• Molar Refractivity: 67.9923 cm^3
• Polarizability: 26.745035 Å^3
• Polar Surface Area: 144.5 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%

DETAILS

Sigma Aldrich - I2753

Application
Inosine 3′:5′-cyclic monophosphate (cIMP) is used in studies that compare the substrate specificity and activity of cyclic purines, including the 3′,5′-cyclic monophosphates cAMP and cGMP.