trisodium (2S,3S,4S,5R,6R)-6-{[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 132992
• Molecular Formular: C15H19N2Na3O18P2
• Molecular Mass: 646.230792
• Monoisotopic Mass: 645.98011788
• SMILES: c1cn(c(=O)[nH]c1=O)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])O[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)[O-])O)O)O)O)O.[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(O[C@H]2O[C@H](C(=O)[O-])[C@H]([C@@H]([C@H]2O)O)O)[O-])[O-])O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C15H22N2O18P2.3Na/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25;;;/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26);;;/q;3*+1/p-3/t4-,6-,7+,8+,9-,10-,11+,12-,14-;;;/m1.../s1
• InChIKey: XXXUNWUNTOMVIG-QWGSIYABSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium (2S,3S,4S,5R,6R)-6-{[({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: trisodium udp-α-D-glucuronate
• Synonyms: UDP-GlcA; UDPGA; Uridine 5′-diphosphoglucuronic acid trisodium salt; Uridine-diphosphate-glucuronic acid trisodium salt; Uridine[5′]diphospho[1]-α-D-glucopyranosuronic acid trisodium salt; Uridine[5′]diphospho[1]-α-D-glucopyranosuronic acid 三钠盐; 尿苷-二磷酸-葡萄糖醛酸 三钠盐; 尿苷-5′-二磷酸葡糖醛酸 三钠盐

Database IDs

• CAS Number: 63700-19-6
• MDL Number: MFCD03452710
• PubChem SID: 24900659; 162227269
• PubChem CID: 16220076

CALCULATED PROPERTIES

• Acid pKa: 1.716401
• H Acceptors: 15
• H Donor: 6
• LogD (pH = 5.5): -11.289436
• LogD (pH = 7.4): -12.853641
• Log P: -4.6763334
• Molar Refractivity: 114.9169 cm^3
• Polarizability: 43.966633 Å^3
• Polar Surface Area: 317.1 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL, clear, colorless

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: ≥99.0% (HPLC); 98-100%
• Impurities: ≤10% water; ≤4% solvent (ethanol)
• Empirical Formula (Hill Notation): C15H19N2Na3O18P2

DETAILS

Sigma Aldrich - U6751

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. U6751.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.