(1R,3R,4S)-1,3,4-trihydroxy-5-oxocyclohexane-1-carboxylic acid

• ChemBase ID: 125372
• Molecular Formular: C7H10O6
• Molecular Mass: 190.1507
• Monoisotopic Mass: 190.04773804
• SMILES: O=C1C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]1O
• Canonical SMILES: O[C@@H]1C[C@@](O)(CC(=O)[C@H]1O)C(=O)O
• InChI: InChI=1S/C7H10O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3,5,8,10,13H,1-2H2,(H,11,12)/t3-,5+,7-/m1/s1
• InChIKey: WVMWZWGZRAXUBK-SYTVJDICSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,4S)-1,3,4-trihydroxy-5-oxocyclohexane-1-carboxylic acid
• IUPAC Traditional name: 3-dehydroquinic acid
• Synonyms: 3-Dehydroquinic acid

Database IDs

• CAS Number: 10534-44-8
• PubChem SID: 162219722
• PubChem CID: 439351
• CHEBI ID: 17947
• Chemspider ID: 388474
• Wikipedia Title: 3-Dehydroquinic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.3044891
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.233844
• LogD (pH = 7.4): -5.4804006
• Log P: -2.05525
• Molar Refractivity: 38.6974 cm^3
• Polarizability: 15.678432 Å^3
• Polar Surface Area: 115.06 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true