disodium (3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl ({[(2R,3S,4R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate

• ChemBase ID: 132466
• Molecular Formular: C17H25N3Na2O17P2
• Molecular Mass: 651.317362
• Monoisotopic Mass: 651.04545818
• SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](OC1OP(=O)([O-])OP(=O)([O-])OC[C@@H]1[C@H]([C@H](C(O1)n1ccc(=O)[nH]c1=O)O)O)CO)O)O.[Na+].[Na+]
• Canonical SMILES: OC[C@H]1OC(OP(=O)(OP(=O)(OC[C@H]2OC([C@@H]([C@@H]2O)O)n2ccc(=O)[nH]c2=O)[O-])[O-])[C@@H]([C@H]([C@H]1O)O)NC(=O)C.[Na+].[Na+]
• InChI: InChI=1S/C17H27N3O17P2.2Na/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28;;/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28);;/q;2*+1/p-2/t7-,8-,10-,11+,12-,13-,14-,15?,16?;;/m1../s1
• InChIKey: HXWKMJZFIJNGES-QCVFHWOISA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl ({[(2R,3S,4R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphonate
• IUPAC Traditional name: disodium (3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl {[(2R,3S,4R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxyphosphonate
• Synonyms: UDP-N-acetylgalactosamine; UDP-GalNAc; Uridine[5′]diphospho[1](2-acetamino-2-deoxy-α-D-galactopyranose) disodium salt; Uridine 5′-diphospho-N-acetylgalactosamine disodium salt

Database IDs

• CAS Number: 108320-87-2
• MDL Number: MFCD00077894
• Beilstein Number: 5375867
• PubChem SID: 24900653; 162226743
• PubChem CID: 16220073

CALCULATED PROPERTIES

• Acid pKa: 1.7372135
• H Acceptors: 14
• H Donor: 7
• LogD (pH = 5.5): -9.700449
• LogD (pH = 7.4): -10.033443
• Log P: -5.284643
• Molar Refractivity: 115.3137 cm^3
• Polarizability: 48.24109 Å^3
• Polar Surface Area: 306.07 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear, colorless

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
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%; ≥99.0% (HPLC)
• Impurities: ≤3 mol/mol water; ≤6% solvent (ethanol)
• Empirical Formula (Hill Notation): C17H25N3Na2O17P2