(2R,3S,4S,5R,6S)-6-(hydroxymethyl)-5-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}piperidine-2,3,4-triol

• ChemBase ID: 3718
• Molecular Formular: C12H23NO10
• Molecular Mass: 341.31172
• Monoisotopic Mass: 341.13219594
• SMILES: OC[C@@H]1N[C@H](O)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]1N[C@H](O)[C@H]([C@@H]([C@@H]1O[C@H]1O[C@@H](CO)[C@@H]([C@H]([C@@H]1O)O)O)O)O
• InChI: InChI=1S/C12H23NO10/c14-1-3-10(7(18)8(19)11(21)13-3)23-12-9(20)6(17)5(16)4(2-15)22-12/h3-21H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10+,11+,12+/m0/s1
• InChIKey: ABKILQNIPWRUHO-IHLXQJDHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-6-(hydroxymethyl)-5-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}piperidine-2,3,4-triol
• IUPAC Traditional name: (2R,3S,4S,5R,6S)-6-(hydroxymethyl)-5-{[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}piperidine-2,3,4-triol
• Synonyms: 5-Amino-5-Deoxy-Cellobiono-1,5-Lactam

Database IDs

• PubChem SID: 46508417; 160967156
• PubChem CID: 46936886

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.98175
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -6.5582786
• LogD (pH = 7.4): -5.1760287
• Log P: -5.020803
• Molar Refractivity: 70.0176 cm^3
• Polarizability: 29.706928 Å^3
• Polar Surface Area: 192.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.93
• LOG S: 0.03
• Solubility (Water): 3.66e+02 g/l

DETAILS

DrugBank - DB04096

Drug information: experimental