2,3 -Anhydro-Quinic Acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as cyclitols and derivatives. These are compounds containing a cycloalkane moiety with one hydroxyl group on each of three or more ring atoms.

Cyclitols and derivatives

Organic compounds

Organooxygen compounds

Alcohols and polyols

Cyclic alcohols and derivatives

Calculated Property

kind Value Source
logP -1.7 ALOGPS
logS 0.24 ALOGPS
Water Solubility 3.03e+02 g/l ALOGPS
logP -1.6 ChemAxon
IUPAC Name (1S,4S,5S)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid ChemAxon
Traditional IUPAC Name 2,3 -anhydro-quinic acid ChemAxon
Molecular Weight 174.1513 ChemAxon
Monoisotopic Weight 174.05282343 ChemAxon
SMILES O[C@H]1C[C@](O)(C=C[C@@H]1O)C(O)=O ChemAxon
Molecular Formula C7H10O5 ChemAxon
InChI InChI=1S/C7H10O5/c8-4-1-2-7(12,6(10)11)3-5(4)9/h1-2,4-5,8-9,12H,3H2,(H,10,11)/t4-,5-,7+/m0/s1 ChemAxon
InChIKey InChIKey=VTEDVYGIJPLVFF-KZLJYQGOSA-N ChemAxon
Polar Surface Area (PSA) 97.99 ChemAxon
Refractivity 39.2 ChemAxon
Polarizability 15.35 ChemAxon
Rotatable Bond Count 1 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest acidic) 3.49 ChemAxon
pKa (strongest basic) -3.2 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)
  • 3-dehydroquinate dehydratase : in Mycobacterium tuberculosis