tetrasodium (2R,3R,4R,5R)-2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl phosphate (2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphate

• ChemBase ID: 179402
• Molecular Formular: C18H22N4Na4O18P2
• Molecular Mass: 736.289882
• Monoisotopic Mass: 735.99951027
• SMILES: n1([C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)OP(=O)([O-])[O-])ccc(=O)[nH]c1=O.n1([C@H]2[C@@H]([C@@H]([C@H](O2)CO)OP(=O)([O-])[O-])O)ccc(=O)[nH]c1=O.[Na+].[Na+].[Na+].[Na+]
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)([O-])[O-])O)n1ccc(=O)[nH]c1=O.OC[C@H]1O[C@H]([C@@H]([C@@H]1O)OP(=O)([O-])[O-])n1ccc(=O)[nH]c1=O.[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/2C9H13N2O9P.4Na/c12-3-4-7(20-21(16,17)18)6(14)8(19-4)11-2-1-5(13)10-9(11)15;12-3-4-6(14)7(20-21(16,17)18)8(19-4)11-2-1-5(13)10-9(11)15;;;;/h2*1-2,4,6-8,12,14H,3H2,(H,10,13,15)(H2,16,17,18);;;;/q;;4*+1/p-4/t2*4-,6-,7-,8-;;;;/m11..../s1
• InChIKey: ZWEIKCWBRXOCJB-CCMOYPJMSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrasodium (2R,3R,4R,5R)-2-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl phosphate (2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphate
• IUPAC Traditional name: tetrasodium (2R,3R,4R,5R)-2-(2,4-dioxo-3H-pyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl phosphate uridine 3'-monophosphate
• Synonyms: Uridylic Acid Disodium Salt; (2’/3’)-UMP Na; Disodium (2’/3’)-UMP; Uridine Monophosphate Disodium Salt (2'- and 3'- mixture)

Database IDs

• PubChem SID: 164235312
• PubChem CID: 71752894

CALCULATED PROPERTIES

• Acid pKa: 0.7244867
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -5.1036525
• LogD (pH = 7.4): -6.4961867
• Log P: -2.538808
• Molar Refractivity: 61.1951 cm^3
• Polarizability: 25.270445 Å^3
• Polar Surface Area: 171.52 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - U830010

A mixture of 2’- and 3’-uridylic acid; used in studies of nucleotides/nucleosides-containing product for treating memory decline and cognitive dysfunction.