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

• ChemBase ID: 133416
• Molecular Formular: C16H25N5NaO16P2
• Molecular Mass: 628.330892
• Monoisotopic Mass: 628.06692229
• SMILES: c1nc2c(n1C1C(C(C(O1)COP(=O)(O)OP(=O)(O)OC1C(C(C(C(O1)CO)O)O)O)O)O)[nH]c(nc2=O)N.[Na]
• Canonical SMILES: OCC1OC(OP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2cnc3c2[nH]c(N)nc3=O)O)O)C(C(C1O)O)O.[Na]
• InChI: InChI=1S/C16H25N5O16P2.Na/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15;/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)
• InChIKey: XHHMWQPKNONDQU-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({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid sodium
• IUPAC Traditional name: guanosine diphosphate mannose sodium
• Synonyms: GDP-Glc; GDP-Glucose; GDPG; Guanosine 5′-diphosphoglucose sodium salt; GDP-Man; GDP-mannose; Guanosine 5′-diphospho-D-mannose sodium salt from Saccharomyces cerevisiae

Database IDs

• CAS Number: 103301-73-1; 103301-72-0
• MDL Number: MFCD00070118; MFCD00070120
• PubChem SID: 162227693; 24895308
• PubChem CID: 16219419

CALCULATED PROPERTIES

• Acid pKa: 1.7325996
• H Acceptors: 17
• H Donor: 10
• LogD (pH = 5.5): -9.188681
• LogD (pH = 7.4): -9.612205
• Log P: -4.7699733
• Molar Refractivity: 118.0779 cm^3
• Polarizability: 47.852863 Å^3
• Polar Surface Area: 327.43 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~98%
• Type: Type III
• Linear Formula: C16H23N5O16P2Na2

DETAILS

Sigma Aldrich - G7502

包装
10 mg in autosmp vl
Application
Guanosine 5′-diphosphoglucose (GDP-Glucose) is a nucleotide sugar donor substrate for glucosylation reactions mediated by enzymes called glucosyltransferases. GDP-Glucose provides a source of enzyme-available glucose residues for attachment to a wide range of polysaccharide structures.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. G7502.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.