{[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid amine

• ChemBase ID: 131707
• Molecular Formular: C15H27N3O17P2
• Molecular Mass: 583.332302
• Monoisotopic Mass: 583.08156968
• SMILES: c1cn(c(=O)[nH]c1=O)C1C(C(C(O1)COP(=O)(O)OP(=O)(O)OC1C(C(C(C(O1)CO)O)O)O)O)O.N
• Canonical SMILES: OCC1OC(OP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2ccc(=O)[nH]c2=O)O)O)C(C(C1O)O)O.N
• InChI: InChI=1S/C15H24N2O17P2.H3N/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25;/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25);1H3
• InChIKey: DEKOCPKYUWNOGT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid amine
• IUPAC Traditional name: [5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy({hydroxy[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphoryl}oxy)phosphinic acid amine
• Synonyms: UDP-Glucose; UDP-glc; UDPG; Uridine 5′-diphosphoglucose-[glucose-6-3H] ammonium salt

Database IDs

• CAS Number: 152585-42-7
• MDL Number: MFCD00214404
• PubChem SID: 162225984; 24900629
• PubChem CID: 16220069

CALCULATED PROPERTIES

• Acid pKa: 1.7326003
• H Acceptors: 14
• H Donor: 9
• LogD (pH = 5.5): -9.414037
• LogD (pH = 7.4): -9.745448
• Log P: -4.9966083
• Molar Refractivity: 106.4558 cm^3
• Polarizability: 44.259937 Å^3
• Polar Surface Area: 291.54 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 2910
• German water hazard class: -
• Hazard Class: 7
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• RID/ADR: UN 2910 7
• Storage Temperature: -20°C

Product Information

• Extent of Labeling: 3-10 Ci/mmol
• Shipped in: dry ice

DETAILS

Sigma Aldrich - U1881

Physical form
Ethanol: water (1:1) solution