(1R,3S,5S,8R)-8-HYDROXY-2-OXABICYCLO[3.3.1]NON-6-ENE-3,5-DICARBOXYLIC ACID

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyran carboxylic acids. These are compounds containing a pyran ring which bears a carboxylic acid group.

Pyran carboxylic acids

Organic compounds

Organoheterocyclic compounds

Pyrans

Pyran carboxylic acids and derivatives

Calculated Property

kind Value Source
logP -0.14 ALOGPS
logS -0.47 ALOGPS
Water Solubility 7.81e+01 g/l ALOGPS
logP -0.36 ChemAxon
IUPAC Name (1R,3S,5S,8R)-8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid ChemAxon
Traditional IUPAC Name (1R,3S,5S,8R)-8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid ChemAxon
Molecular Weight 228.1987 ChemAxon
Monoisotopic Weight 228.063388116 ChemAxon
SMILES [H][C@@]1(O)C=C[C@]2(C[C@]([H])(O[C@]1([H])C2)C(O)=O)C(O)=O ChemAxon
Molecular Formula C10H12O6 ChemAxon
InChI InChI=1S/C10H12O6/c11-5-1-2-10(9(14)15)3-6(5)16-7(4-10)8(12)13/h1-2,5-7,11H,3-4H2,(H,12,13)(H,14,15)/t5-,6-,7+,10+/m1/s1 ChemAxon
InChIKey InChIKey=KRZHNRULRHECRF-JQCUSGDOSA-N ChemAxon
Polar Surface Area (PSA) 104.06 ChemAxon
Refractivity 51.19 ChemAxon
Polarizability 20.43 ChemAxon
Rotatable Bond Count 2 ChemAxon
H Bond Acceptor Count 6 ChemAxon
H Bond Donor Count 3 ChemAxon
pKa (strongest acidic) 3.31 ChemAxon
pKa (strongest basic) -3.3 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Intracellular chorismate mutase : in Mycobacterium tuberculosis
  • Phospho-2-dehydro-3-deoxyheptonate aldolase AroG : in Mycobacterium tuberculosis