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

• ChemBase ID: 132168
• Molecular Formular: C10H14N2O6
• Molecular Mass: 258.22796
• Monoisotopic Mass: 258.08518618
• SMILES: Cc1cn(c(=O)[nH]c1=O)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H14N2O6/c1-4-2-12(10(17)11-8(4)16)9-7(15)6(14)5(3-13)18-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,17)/t5-,6-,7-,9-/m1/s1
• InChIKey: DWRXFEITVBNRMK-JXOAFFINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: thymidin
• Synonyms: Ribothymidine; 5-Methyluridine; 胸腺嘧啶核糖核苷; 5-甲基尿嘧啶核苷

Database IDs

• CAS Number: 1463-10-1
• EC Number: 215-973-9
• MDL Number: MFCD00006535
• PubChem SID: 24878114; 24897297; 162226445
• PubChem CID: 445408

CALCULATED PROPERTIES

• Acid pKa: 9.954823
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.0197067
• LogD (pH = 7.4): -2.0208867
• Log P: -2.0196917
• Molar Refractivity: 56.9227 cm^3
• Polarizability: 22.704432 Å^3
• Polar Surface Area: 119.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white powder
• Melting Point: 183-184 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C10H14N2O6

DETAILS

Sigma Aldrich - 535893

Packaging
25, 100 g in glass bottle