4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

• ChemBase ID: 44452
• Molecular Formular: C9H13N3O5
• Molecular Mass: 243.21662
• Monoisotopic Mass: 243.08552053
• SMILES: n1(C2C(C(C(O2)CO)O)O)c(=O)nc(cc1)N
• Canonical SMILES: OCC1OC(C(C1O)O)n1ccc(nc1=O)N
• InChI: InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)
• InChIKey: UHDGCWIWMRVCDJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: cytarabine hydrochloride; cytidine
• Synonyms: Cytarabine; Cytosine-β-D-riboside; Cytosine-1-β-D-ribofuranoside; CYTIDINE FREE BASE

Database IDs

• CAS Number: 65-46-3; 69-74-9
• EC Number: 200-610-9
• MDL Number: MFCD00066487
• PubChem SID: 162049215
• PubChem CID: 596

CALCULATED PROPERTIES

• Acid pKa: 12.553241
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.7975256
• LogD (pH = 7.4): -2.7975204
• Log P: -2.7975173
• Molar Refractivity: 54.5448 cm^3
• Polarizability: 21.48729 Å^3
• Polar Surface Area: 128.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 215-216°C

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• Storage Warning: IRRITANT
• RTECS: UW7370000
• TSCA Listed: false

Product Information

• Purity: >95%

DETAILS

MP Biomedicals - 02101459

Free Base
Crystalline