(2S,3R,4S,5R)-2,3-dihydroxy-6-oxo-4,5-bis(phosphonatooxy)hexanoic acid; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 130101
• Molecular Formular: C15H20N2O19P2----
• Molecular Mass: 594.268822
• Monoisotopic Mass: 594.01354969
• SMILES: OC(=O)[C@@H](O)[C@@H](O)[C@H](OP(=O)([O-])[O-])[C@H](C=O)OP(=O)([O-])[O-].O=c1[nH]c(=O)n(cc1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
• Canonical SMILES: O=C[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)OP(=O)([O-])[O-])OP(=O)([O-])[O-].OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C9H12N2O6.C6H12O13P2/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16;7-1-2(18-20(12,13)14)5(19-21(15,16)17)3(8)4(9)6(10)11/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16);1-5,8-9H,(H,10,11)(H2,12,13,14)(H2,15,16,17)/p-4/t4-,6-,7-,8-;2-,3+,4-,5+/m10/s1
• InChIKey: GIFKDHYZEJQSDD-BZYIUNRFSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5R)-2,3-dihydroxy-6-oxo-4,5-bis(phosphonatooxy)hexanoic acid; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: (2S,3R,4S,5R)-2,3-dihydroxy-6-oxo-4,5-bis(phosphonatooxy)hexanoic acid; uridine
• Synonyms: Uridine diphosphate glucuronic acid

Database IDs

• CAS Number: 2616-64-0
• PubChem SID: 162224386
• PubChem CID: 23615287; 17473
• Chemspider ID: 19951236
• IUPHAR ligand ID: 1784
• MeSH Name: UDP+glucuronic+acid
• Wikipedia Title: Uridine_diphosphate_glucuronic_acid

CALCULATED PROPERTIES

• Acid pKa: 0.3253053
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): -10.717948
• LogD (pH = 7.4): -14.725883
• Log P: -3.495218
• Molar Refractivity: 54.472 cm^3
• Polarizability: 24.173231 Å^3
• Polar Surface Area: 239.67 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false