2,6-anhydro-3-deoxy-3-fluoronononic acid

Synonyms :
2-keto-3-deoxy-d-glycero-d-galacto-3-fluoronononic acid, 2,6-anhydro-3-deoxy-3-fluoro-l-arabino-d-galacto-nononic acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as c-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a C-glycosidic bond.

C-glucuronides

Organic compounds

Organooxygen compounds

Carbohydrates and carbohydrate conjugates

Sugar acids and derivatives

Chemical Name

2-keto-3-deoxy-d-glycero-d-galacto-3-fluoronononic acid

Calculated Property

kind Value Source
logP -2 ALOGPS
logS -0.26 ALOGPS
Water Solubility 1.48e+02 g/l ALOGPS
logP -3.2 ChemAxon
IUPAC Name (2R,3R,4R,5R,6S)-3-fluoro-4,5-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon
Traditional IUPAC Name (2R,3R,4R,5R,6S)-3-fluoro-4,5-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid ChemAxon
Molecular Weight 270.209 ChemAxon
Monoisotopic Weight 270.075095661 ChemAxon
SMILES OC[C@@H](O)[C@@H](O)[C@@H]1O[C@@H]([C@H](F)[C@H](O)[C@H]1O)C(O)=O ChemAxon
Molecular Formula C9H15FO8 ChemAxon
InChI InChI=1S/C9H15FO8/c10-3-5(14)6(15)8(4(13)2(12)1-11)18-7(3)9(16)17/h2-8,11-15H,1H2,(H,16,17)/t2-,3-,4-,5+,6-,7+,8+/m1/s1 ChemAxon
InChIKey InChIKey=LYONSLFAVFDWPW-KVCYNOHXSA-N ChemAxon
Polar Surface Area (PSA) 147.68 ChemAxon
Refractivity 50.96 ChemAxon
Polarizability 22.6 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 8 ChemAxon
H Bond Donor Count 6 ChemAxon
pKa (strongest acidic) 3.57 ChemAxon
pKa (strongest basic) -3 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon