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

• ChemBase ID: 133699
• Molecular Formular: C10H14N5Na2O9P
• Molecular Mass: 425.199561
• Monoisotopic Mass: 425.03245225
• SMILES: c1nc2c(=O)[nH]c(nc2n1[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])[O-])O)O)N.O.[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1nc(N)[nH]c2=O)COP(=O)([O-])[O-].O.[Na+].[Na+]
• InChI: InChI=1S/C10H14N5O8P.2Na.H2O/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);;;1H2/q;2*+1;/p-2/t3-,5-,6-,9-;;;/m1.../s1
• InChIKey: MEKWJTZTMVQYSU-CYCLDIHTSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium hydrate [(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
• IUPAC Traditional name: disodium hydrate guanosine 5' monophosphate
• Synonyms: 5′-Guanylic acid disodium salt hydrate; 5′-GMP-Na2; Guanosine 5′-monophosphate disodium salt hydrate; 5′-鸟苷酸 二钠盐 水合物; 鸟苷-5′-单磷酸 二钠盐 水合物

Database IDs

• CAS Number: 5550-12-9
• EC Number: 226-914-1
• MDL Number: MFCD00151238
• Beilstein Number: 3586801
• PubChem SID: 162227976; 24895338
• PubChem CID: 16219450

CALCULATED PROPERTIES

• Acid pKa: 1.0546672
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): -5.2467523
• LogD (pH = 7.4): -6.360609
• Log P: -2.9361746
• Molar Refractivity: 73.2506 cm^3
• Polarizability: 28.688873 Å^3
• Polar Surface Area: 207.41 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: MF9290000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%
• Biological Source: from yeast
• Empirical Formula (Hill Notation): C10H12N5Na2O8P · xH2O

DETAILS

Sigma Aldrich - G8377

Biochem/physiol Actions
Guanosine 5′-monophosphate (GMP) is a ribonucleoside monophospate which upon phosphorylation to GTP becomes incorporated into ribonucleic acids (RNAs) by various RNA polymerase(s). Guanosine-5′-monophosphate (GMP) can be used to study modulation of glutamatergic neurotransmission.