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

• ChemBase ID: 132762
• Molecular Formular: C10H15N5NaO11P2
• Molecular Mass: 466.190292
• Monoisotopic Mass: 466.01409887
• SMILES: c1nc2c(n1C1C(C(C(O1)COP(=O)(O)OP(=O)(O)O)O)O)[nH]c(nc2=O)N.[Na]
• Canonical SMILES: OC1C(COP(=O)(OP(=O)(O)O)O)OC(C1O)n1cnc2c1[nH]c(N)nc2=O.[Na]
• InChI: InChI=1S/C10H15N5O11P2.Na/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21;/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)
• InChIKey: RIVKOZCPUDVJCY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [({[5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid sodium
• IUPAC Traditional name: guanosine diphosphate sodium
• Synonyms: GDP; Guanosine 5′-diphosphate sodium salt

Database IDs

• CAS Number: 43139-22-6
• MDL Number: MFCD00070121
• PubChem SID: 24895291; 162227039
• PubChem CID: 16072214

CALCULATED PROPERTIES

• Acid pKa: 1.7097812
• H Acceptors: 13
• H Donor: 7
• LogD (pH = 5.5): -7.138331
• LogD (pH = 7.4): -7.863508
• Log P: -3.7245595
• Molar Refractivity: 85.9335 cm^3
• Polarizability: 33.896835 Å^3
• Polar Surface Area: 248.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

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: ≥96% (HPLC)
• Biological Source: from Saccharomyces cerevisiae
• Type: Type I
• Shipped in: dry ice

DETAILS

Sigma Aldrich - G7127

Biochem/physiol Actions
Guanosine 5′-diphosphate (GDP) is the diphosphate nucleoside of the purine guanine. GDP and GTP are involved in and may be used to study cell signaling via G-coupled protein receptors (GCPR) and guanine nucleotide exchange factors (GEF) and a variety of GTPases.