disodium hydrate [(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methyl phosphate

• ChemBase ID: 155967
• Molecular Formular: C10H13N4Na2O9P
• Molecular Mass: 410.184921
• Monoisotopic Mass: 410.02155321
• SMILES: c1[nH]c(=O)c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])[O-])O)O.O.[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1nc[nH]c2=O)COP(=O)([O-])[O-].O.[Na+].[Na+]
• InChI: InChI=1S/C10H13N4O8P.2Na.H2O/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17;;;/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20);;;1H2/q;2*+1;/p-2/t4-,6-,7-,10-;;;/m1.../s1
• InChIKey: KQCIGEIXDXQSGM-MSQVLRTGSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate [(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methyl phosphate
• IUPAC Traditional name: disodium hydrate inosine 5'-phosphate
• Synonyms: 5′-IMP-Na2; 5′-Inosinic acid disodium salt hydrate; I-5′-P; IMP; Inosinic Acid; Inosine 5′-monophosphate disodium salt hydrate

Database IDs

• CAS Number: 352195-40-5
• MDL Number: MFCD00150372
• PubChem SID: 162250105; 24880778
• PubChem CID: 71312249

CALCULATED PROPERTIES

• Acid pKa: 1.3175141
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -5.0437717
• LogD (pH = 7.4): -6.1437054
• Log P: -2.925758
• Molar Refractivity: 69.9613 cm^3
• Polarizability: 27.51385 Å^3
• Polar Surface Area: 181.39 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -32±2°, c = 1% in H2O

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥99.0% (HPLC)
• Impurities: ~25% water
• Empirical Formula (Hill Notation): C10H11N4O8PNa2 · xH2O

DETAILS

Sigma Aldrich - 57510

Biochem/physiol Actions
Inosine monophosphate, or inosinic acid, is the ribonucleotide of hypoxanthine and the first nucleotide formed during purine synthesis.
Application
Inosine-5′-monophosphate (5′-IMP) may be used as a substrate to study the activity, specificity and kinetics of inosine 5′-monophosphate dehydrogenase (IMPDH) EC 1.1.1.205, the rate limiting enzyme for the formation of GMP and the guanine nucleotide pool.