(3R,4S,5S)-3-(18F)fluoro-6-(hydroxymethyl)oxane-2,4,5-triol

• ChemBase ID: 127441
• Molecular Formular: C6H11FO5
• Molecular Mass: 181.149478
• Monoisotopic Mass: 181.06158645
• SMILES: OCC1OC(O)[C@H]([18F])[C@@H](O)[C@@H]1O
• Canonical SMILES: OCC1OC(O)[C@@H]([C@H]([C@@H]1O)O)[18F]
• InChI: InChI=1S/C6H11FO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1H2/t2?,3-,4-,5-,6?/m1/s1/i7-1
• InChIKey: ZCXUVYAZINUVJD-LLSCIWEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,5S)-3-(^1^8F)fluoro-6-(hydroxymethyl)oxane-2,4,5-triol
• IUPAC Traditional name: fludeoxyglucose (18F)
• Synonyms: Fludeoxyglucose (18F)

Database IDs

• CAS Number: 105851-17-0
• Beilstein Number: 2047723
• PubChem SID: 162221762
• PubChem CID: 71308202
• CHEBI ID: 49130
• ATC CODE: V09IX04
• CHEMBL: 497613
• Chemspider ID: 396785
• KEGG ID: D01843
• Wikipedia Title: Fludeoxyglucose_(18F)

CALCULATED PROPERTIES

• Acid pKa: 11.021989
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.0414488
• LogD (pH = 7.4): -2.041551
• Log P: -2.0414474
• Molar Refractivity: 34.2313 cm^3
• Polarizability: 14.345064 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 170 - 176°C

Pharmacology Properties

• Admin Routes: Intravenous
• Excretion: 20% Radioactivity renally excreted in 2 hours
• Half Life: 110 min (at 70%); 16 min (at 20%)
• Metabolism: 6-Phosphorylation; Glycolysis
• Pregnancy Category: X (Australia); X (US)