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

• ChemBase ID: 4060
• Molecular Formular: C10H14N2O5
• Molecular Mass: 242.22856
• Monoisotopic Mass: 242.09027156
• SMILES: Cc1cn([C@H]2C[C@@H](O)[C@H](CO)O2)c(=O)[nH]c1=O
• Canonical SMILES: OC[C@@H]1O[C@H](C[C@H]1O)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8-/m1/s1
• InChIKey: IQFYYKKMVGJFEH-GJMOJQLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: deoxythymidine
• Synonyms: L-Thymidine; 2'-Deoxythymidine; Thymidine; deoxyribosylthymine; thymine deoxyriboside; Deoxythymidine

Database IDs

• CAS Number: 50-89-5; 3424-98-4
• PubChem SID: 160967494; 46507598
• PubChem CID: 3000346

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.960277
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.1190685
• LogD (pH = 7.4): -1.1202337
• Log P: -1.1190536
• Molar Refractivity: 55.412 cm^3
• Polarizability: 22.001661 Å^3
• Polar Surface Area: 99.1 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.32
• LOG S: -0.56
• Solubility (Water): 6.68e+01 g/l

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

DrugBank - DB04485

• Drug Groups: experimental
• Description: Deoxythymidine is a pyrimidine deoxynucleoside. Deoxythymidine is the DNA nucleoside T, which pairs with deoxyadenosine (A) in double-stranded DNA. In cell biology it is used to synchronize the cells in S phase.
• External Links: Wikipedia