trisodium dihydrate ({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(hydrogen phosphonatooxy)phosphinate

• ChemBase ID: 137639
• Molecular Formular: C9H16N2Na3O17P3
• Molecular Mass: 586.117133
• Monoisotopic Mass: 585.9354898
• SMILES: c1cn(c(=O)[nH]c1=O)[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])OP(=O)(O)[O-])O)O.O.O.[Na+].[Na+].[Na+]
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(O)[O-])[O-])[O-])O[C@H]([C@@H]1O)n1ccc(=O)[nH]c1=O.O.O.[Na+].[Na+].[Na+]
• InChI: InChI=1S/C9H15N2O15P3.3Na.2H2O/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18;;;;;/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18);;;;2*1H2/q;3*+1;;/p-3/t4-,6-,7-,8-;;;;;/m1...../s1
• InChIKey: KIYVKLDQLQZXKH-GTIFRNKBSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: trisodium dihydrate ({[(2R,3S,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)(hydrogen phosphonatooxy)phosphinate
• IUPAC Traditional name: trisodium dihydrate utp trianion
• Synonyms: UTP; Uridine 5′-triphosphate trisodium salt dihydrate; 尿苷-5′-三磷酸酯 三钠盐 二水合物

Database IDs

• CAS Number: 116295-90-0
• EC Number: 243-347-5
• MDL Number: MFCD00150714
• Beilstein Number: 3585234
• PubChem SID: 24889990; 162231901
• PubChem CID: 16218792

CALCULATED PROPERTIES

• Acid pKa: 0.8952817
• H Acceptors: 12
• H Donor: 4
• LogD (pH = 5.5): -10.059212
• LogD (pH = 7.4): -10.794819
• Log P: -3.382405
• Molar Refractivity: 81.8192 cm^3
• Polarizability: 34.772614 Å^3
• Polar Surface Area: 267.41 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: >140 °C (dec.)(lit.)
• Flash Point: 113 °C; 235 °F

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1; 3
• Risk Statements: 20/21/22-68/20/21/22
• Safety Statements: 36/37
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... P2RY2(5029)rat ... P2ry2(29597)

Product Information

• Purity: ≥80%
• Impurities: ≤15% UDP; ≤5% ethyl alcohol; ≤5% UMP
• Shipped in: wet ice
• Linear Formula: C9H12N2O15P3Na3

DETAILS

Sigma Aldrich - 94370

Biochem/physiol Actions
P2Y receptor agonist.
Application
Uridine 5′-diphosphate (UDP) and Uridine 5′-triphosphate (UTP) may be used in studies on nucleic acid (RNA) biosynthesis and cell signaling. UDP is a nucleotide that upon phosphorylation to UTP becomes a substrate for enzymes such as RNA polymerase(s) and GTPases. These enzymes are involved in a wide range of applications from the synthesis of RNA to the regulation of G-coupled Protein Receptors (GPCR) and cell signaling molecules such as Rho-signaling via Guanine Nucleotide Exchange Factors (GEF).

Sigma Aldrich - 852139

Biochem/physiol Actions
P2Y receptor agonist.
Other Notes
Contains methyl alcohol