(2Z,3R,4S,5R,6R)-2-(hydroxyimino)-6-(hydroxymethyl)piperidine-3,4,5-triol

• ChemBase ID: 2117
• Molecular Formular: C6H12N2O5
• Molecular Mass: 192.16988
• Monoisotopic Mass: 192.07462149
• SMILES: OC[C@H]1N/C(=N\O)/[C@@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@H]1N/C(=N\O)/[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C6H12N2O5/c9-1-2-3(10)4(11)5(12)6(7-2)8-13/h2-5,9-13H,1H2,(H,7,8)/t2-,3-,4+,5+/m1/s1
• InChIKey: VBXHGXTYZGYTQG-MBMOQRBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,3R,4S,5R,6R)-2-(hydroxyimino)-6-(hydroxymethyl)piperidine-3,4,5-triol
• IUPAC Traditional name: D-gluconhydroximo-1,5-lactam
• Synonyms: D-Gluconhydroximo-1,5-Lactam; D-Galactohydroximo-1,5-Lactam

Database IDs

• PubChem SID: 160965571; 46507942; 46508446
• PubChem CID: 10465168

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.566792
• H Acceptors: 7
• H Donor: 6
• LogD (pH = 5.5): -3.3538966
• LogD (pH = 7.4): -3.3567896
• Log P: -3.353854
• Molar Refractivity: 40.5503 cm^3
• Polarizability: 16.380857 Å^3
• Polar Surface Area: 125.54 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.62
• LOG S: -0.34
• Solubility (Water): 8.84e+01 g/l

DETAILS

DrugBank - DB02376

Drug information: experimental

DrugBank - DB02525

Drug information: experimental