1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 69886
• Molecular Formular: C9H12N2O6
• Molecular Mass: 244.20138
• Monoisotopic Mass: 244.06953611
• SMILES: OC[C@@H]1[C@@H](O)[C@@H](O)[C@@H](O1)n1c(=O)[nH]c(=O)cc1
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1
• InChIKey: DRTQHJPVMGBUCF-XVFCMESISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: uridine; 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• Synonyms: 1-β-D-Ribofuranosyluracil; Uracil-1-β-D-ribofuranoside; Uridine; 5′-Deoxyuridine; Uridine; Arabinosyl-Uracil; 1-β-D-Arabinofuranosyluracil; URACIL-β-D-ARABINOFURANOSIDE; uridine; 尿苷; 尿嘧啶-1-β-D-呋喃核糖苷; 尿嘧啶核苷; 5′-脱氧尿苷

Database IDs

• CAS Number: 58-96-8; 15958-99-3
• EC Number: 221-386-9; 200-407-5
• MDL Number: MFCD00006526
• Beilstein Number: 754902
• PubChem SID: 162035611; 24900638; 24900434; 24900640
• PubChem CID: 6029
• CHEMBL: 100259
• DrugBank ID: DB02745
• MeSH Name: Uridine
• Unique Ingredient Identifier: WHI7HQ7H85
• Wikipedia Title: Uridine

CALCULATED PROPERTIES

• Acid pKa: 9.700741
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.4152691
• LogD (pH = 7.4): -2.4173849
• Log P: -2.4152422
• Molar Refractivity: 52.5656 cm^3
• Polarizability: 20.901344 Å^3
• Polar Surface Area: 119.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M, clear, colorless; H2O: soluble50 mg/mL
• Apperance: powder; Powder
• Melting Point: 163-167 °C; 163-167 °C(lit.)
• Optical Rotation: [α]20/D +9.5±1°, c = 2% in H2O

Safety Information

• Storage Condition: 0°C; -20°C
• Storage Warning: IRRITANT
• RTECS: YQ8818000
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: DNA; RNA Synthesis
• Gene Information: mouse ... Uck1(22245)
• Mechanism of Action: Antimetabolite

Product Information

• Purity: ≥99%; ≥99.0% (HPLC); 95+%; 99%
• Salt Data: Free Base
• Suitability: suitable for cell culture
• Ignition Residue: ≤0.1%
• Impurities: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter
• Cation Traces: Al: ≤0.0005%; Ca: ≤0.01%; Cu: ≤0.0005%; Fe: ≤0.003%; K: ≤0.005%; Mg: ≤0.003%; Na: ≤0.02%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• Antion Traces: sulfate (SO42-): ≤0.05%
• Biological Source: Widely distributed in nature
• Application(s): Virucide
• Quality: crystallized
• Product Line: BioReagent; BioUltra
• Empirical Formula (Hill Notation): C9H12N2O5; C9H12N2O6

DETAILS

MP Biomedicals - 02100074

Crystalline

Selleck Chemicals - S202

Research Area: DNA/RNA
Biological Activity:

Sigma Aldrich - U3750

Packaging
1, 25, 100 g in poly bottle