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

• ChemBase ID: 100942
• Molecular Formular: C9H12FN3O5
• Molecular Mass: 261.2070832
• Monoisotopic Mass: 261.07609872
• SMILES: n1([C@H]2[C@@H]([C@H](O)[C@H](O2)CO)O)c(=O)nc(N)c(c1)F
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(F)c(nc1=O)N
• InChI: InChI=1S/C9H12FN3O5/c10-3-1-13(9(17)12-7(3)11)8-6(16)5(15)4(2-14)18-8/h1,4-6,8,14-16H,2H2,(H2,11,12,17)/t4-,5-,6-,8-/m1/s1
• InChIKey: STRZQWQNZQMHQR-UAKXSSHOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 5-fluorocytidine
• Synonyms: 5-Fluorocytidine 98%; 5-Fluorocytidine; 5-Fluorocytidine; 5-氟胞嘧啶核苷

Database IDs

• CAS Number: 2341-22-2
• MDL Number: MFCD00210953
• PubChem SID: 24878655; 162087546
• PubChem CID: 16861

CALCULATED PROPERTIES

• Acid pKa: 12.553133
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.5980744
• LogD (pH = 7.4): -2.5980775
• Log P: -2.5980744
• Molar Refractivity: 54.7477 cm^3
• Polarizability: 21.37676 Å^3
• Polar Surface Area: 128.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 196-197°C; 196-200 °C(lit.)
• Optical Rotation: [α]20/D +55°, c = 1% in methanol

Safety Information

• Storage Warning: Irritant
• RTECS: HA3890000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C9H12FN3O5

DETAILS

Sigma Aldrich - 543020

Packaging
1 g in glass bottle
100 mg in glass bottle