sodium 2-amino-9-[(2R,3R,4S,5R)-5-{[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-7-methyl-6,9-dihydro-1H-purin-7-ium-6-olate

• ChemBase ID: 133422
• Molecular Formular: C11H19N5NaO14P3
• Molecular Mass: 561.204713
• Monoisotopic Mass: 561.00390448
• SMILES: C[n+]1cn(c2c1C(NC(=N2)N)[O-])[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)(O)OP(=O)(O)OP(=O)(O)[O-])O)O.[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(O)[O-])O)O)O[C@H]([C@@H]1O)n1c[n+](c2c1N=C(N)NC2[O-])C.[Na+]
• InChI: InChI=1S/C11H20N5O14P3.Na/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(28-10)2-27-32(23,24)30-33(25,26)29-31(20,21)22;/h3-4,6-7,9-10,17-18H,2H2,1H3,(H,23,24)(H,25,26)(H3,12,13,14)(H2,20,21,22);/q;+1/p-1/t4-,6-,7-,9?,10-;/m1./s1
• InChIKey: FSMRTZAMTMQMEF-OCMBMSOASA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-amino-9-[(2R,3R,4S,5R)-5-{[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-7-methyl-6,9-dihydro-1H-purin-7-ium-6-olate
• IUPAC Traditional name: sodium 2-amino-9-[(2R,3R,4S,5R)-5-[({[hydrogen phosphonatooxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-7-methyl-1,6-dihydropurin-7-ium-6-olate
• Synonyms: m7GTP; 7-Methylguanosine 5′-triphosphate sodium salt; 5′-三磷酸 7-甲基鸟苷 钠盐

Database IDs

• CAS Number: 104809-18-9
• MDL Number: MFCD00063376
• PubChem SID: 24897079; 162227699
• PubChem CID: 16219680

CALCULATED PROPERTIES

• Acid pKa: 0.89477396
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): -14.846643
• LogD (pH = 7.4): -14.603527
• Log P: -10.700578
• Molar Refractivity: 112.1822 cm^3
• Polarizability: 40.772488 Å^3
• Polar Surface Area: 294.62 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥85% (HPLC)

DETAILS

Sigma Aldrich - M6133

Application
7-Methylguanosine 5′-triphosphate (m7GTP) is use to study the structures and mechanisms of eukaryotic cellular mRNA caps in the context of mRNA involvement in protein synthesis. m7GTP may be used to create affinity media for capture and purification of molecules such as eukaryotic initiation factor eIF4E.