(1S,3S,4S,5E)-1,3,4-trihydroxy-5-(hydroxyimino)cyclohexane-1-carboxylic acid

• ChemBase ID: 3391
• Molecular Formular: C7H11NO6
• Molecular Mass: 205.16534
• Monoisotopic Mass: 205.05863708
• SMILES: O/N=C/1\C[C@](O)(C[C@H](O)[C@H]1O)C(=O)O
• Canonical SMILES: O/N=C/1\C[C@](O)(C[C@@H]([C@H]1O)O)C(=O)O
• InChI: InChI=1S/C7H11NO6/c9-4-2-7(13,6(11)12)1-3(8-14)5(4)10/h4-5,9-10,13-14H,1-2H2,(H,11,12)/b8-3+/t4-,5-,7-/m0/s1
• InChIKey: WASIBXJFRXJWAR-MZXFJGNXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3S,4S,5E)-1,3,4-trihydroxy-5-(hydroxyimino)cyclohexane-1-carboxylic acid
• IUPAC Traditional name: @3-hydroxyimino quinic acid
• Synonyms: 3-Hydroxyimino Quinic Acid

Database IDs

• PubChem SID: 160966832; 46505177
• PubChem CID: 46936778

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3253238
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.204632
• LogD (pH = 7.4): -5.4715743
• Log P: -2.0457702
• Molar Refractivity: 42.5191 cm^3
• Polarizability: 17.037655 Å^3
• Polar Surface Area: 130.58 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.21
• LOG S: -0.33
• Solubility (Water): 9.56e+01 g/l

DETAILS

DrugBank - DB03739

Drug information: experimental