2-Anhydro-3-Fluoro-Quinic Acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as quinic acids and derivatives. These are compounds containing a quinic acid moiety (or a derivative thereof), whis is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1.

Quinic acids and derivatives

Organic compounds

Organooxygen compounds

Alcohols and polyols

Cyclic alcohols and derivatives

Calculated Property

kind Value Source
logP -1.2 ALOGPS
logS -0.24 ALOGPS
Water Solubility 1.09e+02 g/l ALOGPS
logP -1.8 ChemAxon
IUPAC Name (1S,4R,5S)-3-fluoro-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid ChemAxon
Traditional IUPAC Name 2-anhydro-3-fluoro-quinic acid ChemAxon
Molecular Weight 192.1418 ChemAxon
Monoisotopic Weight 192.043401603 ChemAxon
SMILES O[C@H]1C[C@](O)(C=C(F)[C@@H]1O)C(O)=O ChemAxon
Molecular Formula C7H9FO5 ChemAxon
InChI InChI=1S/C7H9FO5/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h1,4-5,9-10,13H,2H2,(H,11,12)/t4-,5-,7+/m0/s1 ChemAxon
InChIKey InChIKey=DGZQZSSRYAJDAX-KZLJYQGOSA-N ChemAxon
Polar Surface Area (PSA) 97.99 ChemAxon
Refractivity 39.32 ChemAxon
Polarizability 15.43 ChemAxon
Rotatable Bond Count 1 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest acidic) 3.39 ChemAxon
pKa (strongest basic) -3.3 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • 3-dehydroquinate dehydratase : in Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)