(1R,3S,5S,8R)-8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid

• ChemBase ID: 6252
• Molecular Formular: C10H12O6
• Molecular Mass: 228.19868
• Monoisotopic Mass: 228.0633881
• SMILES: [C@]12(C=C[C@@H](O)[C@@H](C1)O[C@@H](C2)C(=O)O)C(=O)O
• Canonical SMILES: O[C@@H]1C=C[C@@]2(C[C@H]1O[C@@H](C2)C(=O)O)C(=O)O
• 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
• InChIKey: KRZHNRULRHECRF-JQCUSGDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,5S,8R)-8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid
• IUPAC Traditional name: (1R,3S,5S,8R)-8-hydroxy-2-oxabicyclo[3.3.1]non-6-ene-3,5-dicarboxylic acid
• Synonyms: (1R,3S,5S,8R)-8-HYDROXY-2-OXABICYCLO[3.3.1]NON-6-ENE-3,5-DICARBOXYLIC ACID; 8-HYDROXY-2-OXA-BICYCLO[3.3.1]NON-6-ENE-3,5-DICARBOXYLIC ACID

Database IDs

• PubChem SID: 99445121; 99445119; 160969677
• PubChem CID: 445314

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3138766
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.9734926
• LogD (pH = 7.4): -6.9399743
• Log P: -0.3619323
• Molar Refractivity: 51.19 cm^3
• Polarizability: 20.034475 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.14
• LOG S: -0.47
• Solubility (Water): 7.81e+01 g/l

DETAILS

DrugBank - DB08648

Drug information: experimental

DrugBank - DB08650

Drug information: experimental