(5R)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one

• ChemBase ID: 297116
• Molecular Formular: C9H10N2O5
• Molecular Mass: 226.1861
• Monoisotopic Mass: 226.05897143
• SMILES: c1cn2c(nc1=O)OC1C2OC([C@H]1O)CO
• Canonical SMILES: OCC1OC2C([C@@H]1O)Oc1n2ccc(=O)n1
• InChI: InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4?,6-,7?,8?/m1/s1
• InChIKey: UUGITDASWNOAGG-CFKDFELQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo[6.4.0.0^2,^6]dodeca-8,11-dien-10-one
• IUPAC Traditional name: (5R)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo[6.4.0.0^2,^6]dodeca-8,11-dien-10-one
• Synonyms: 2,2'-O-Anhydro-(1-beta-D-arabofuranosyl)uracil; 2,2'-O-Cyclouridine

Database IDs

• CAS Number: 3736-77-4
• EC Number: 223-107-6
• MDL Number: MFCD00004945
• Beilstein Number: 27348885
• PubChem SID: 180682647
• PubChem CID: 24208761

CALCULATED PROPERTIES

• Acid pKa: 12.978741
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.2669369
• LogD (pH = 7.4): -1.266938
• Log P: -1.2669369
• Molar Refractivity: 49.7752 cm^3
• Polarizability: 19.688475 Å^3
• Polar Surface Area: 91.59 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 248-251°C
• Optical Rotation: -20 (c-4 in water)

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 98%