disodium [(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate

• ChemBase ID: 155090
• Molecular Formular: C9H11N2Na2O9P
• Molecular Mass: 368.144941
• Monoisotopic Mass: 367.99975513
• SMILES: c1cn(c(=O)[nH]c1=O)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])[O-])O)O.[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1ccc(=O)[nH]c1=O)COP(=O)([O-])[O-].[Na+].[Na+]
• InChI: InChI=1S/C9H13N2O9P.2Na/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18;;/h1-2,4,6-8,13-14H,3H2,(H,10,12,15)(H2,16,17,18);;/q;2*+1/p-2/t4-,6-,7-,8-;;/m1../s1
• InChIKey: KURVIXMFFSNONZ-WFIJOQBCSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium [(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
• IUPAC Traditional name: disodium 5'-uridylate
• Synonyms: 5′-UMP-Na2; U 5′-P; UMP; Uridylic acid disodium salt; Uridine 5′-monophosphate disodium salt; 5'-Uridylic acid disodium salt; 5'-UMP Disodium Salt; Disodium 5'-UMP; Disodium 5'-Uridylate; Disodium UMP; Disodium Uridine 5'-Monophosphate; Disodium Uridine 5'-Phosphate; NSC 20257; Uridine 5'-(Dihydrogen Phosphate) Disodium Salt; Uridine 5'-Monophosphate Disodium Salt

Database IDs

• CAS Number: 3387-36-8
• EC Number: 222-211-9
• MDL Number: MFCD00006525
• Beilstein Number: 3582885
• PubChem SID: 162249228; 24900433
• PubChem CID: 169020

CALCULATED PROPERTIES

• Acid pKa: 1.2255025
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): -4.98036
• LogD (pH = 7.4): -6.070781
• Log P: -2.538808
• Molar Refractivity: 61.1951 cm^3
• Polarizability: 25.270445 Å^3
• Polar Surface Area: 171.52 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 97-100°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: YU7975000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99%; 98%
• Biological Source: from yeast
• Empirical Formula (Hill Notation): C9H11N2Na2O9P

DETAILS

Sigma Aldrich - U6375

Packaging
1 g in poly tube
5, 10 g in poly bottle

Toronto Research Chemicals - U830005

A nucleotide that is a major component of ribonucleic acid. It is found in dietary supplements as well as natural RNA rich foods and has been shown to increase cognitive function in animals.

REFERENCES

• Wang, L. et al.: J. Mol. Neurosci., 27, 137 (2005)