{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 108990
• Molecular Formular: C10H14N5O8P
• Molecular Mass: 363.220621
• Monoisotopic Mass: 363.05799906
• SMILES: Nc1nc(=O)c2c([nH]1)n(cn2)[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1[nH]c(N)nc2=O)COP(=O)(O)O
• InChI: InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
• InChIKey: RQFCJASXJCIDSX-UUOKFMHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: guanosine monophosphate
• Synonyms: GUANOSINE-5'-MONOPHOSPHATE NA; 5'-Guanidylic acid; 5'-Guanylic acid; E number E626; Guanosine monophosphate

Database IDs

• CAS Number: 85-32-5
• PubChem SID: 162094481
• PubChem CID: 6804
• CHEMBL: 604603
• MeSH Name: Guanosine+monophosphate
• Wikipedia Title: Guanosine_monophosphate

CALCULATED PROPERTIES

• Acid pKa: 1.2071996
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -4.75513
• LogD (pH = 7.4): -5.938243
• Log P: -3.664426
• Molar Refractivity: 75.0606 cm^3
• Polarizability: 29.105438 Å^3
• Polar Surface Area: 201.75 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• pKa: 0.7, 2.4, 6.1, 9.4

DETAILS

MP Biomedicals - 05209447

MP Biomedicals Rare Chemical collection