(1R,2S,3s,4R,5S,6r)-6-{[(2R,3S,4S,5R,6S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol

• ChemBase ID: 3428
• Molecular Formular: C12H23NO10
• Molecular Mass: 341.31172
• Monoisotopic Mass: 341.13219594
• SMILES: N[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@@H]1O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@@H]1O[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)N
• InChI: InChI=1S/C12H23NO10/c13-3-5(16)4(15)2(1-14)22-12(3)23-11-9(20)7(18)6(17)8(19)10(11)21/h2-12,14-21H,1,13H2/t2-,3-,4-,5-,6-,7-,8+,9+,10-,11-,12+/m0/s1
• InChIKey: HEPUIGACZYVUCD-JPGQGNGZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3s,4R,5S,6r)-6-{[(2R,3S,4S,5R,6S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol
• IUPAC Traditional name: (1R,2S,3s,4R,5S,6r)-6-{[(2R,3S,4S,5R,6S)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclohexane-1,2,3,4,5-pentol
• Synonyms: Glucosaminyl-(Alpha-6)-D-Myo-Inositol

Database IDs

• PubChem SID: 160966867; 46508584
• PubChem CID: 46936790

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.250868
• H Acceptors: 11
• H Donor: 9
• LogD (pH = 5.5): -8.143088
• LogD (pH = 7.4): -6.4582324
• Log P: -5.659727
• Molar Refractivity: 69.8458 cm^3
• Polarizability: 29.706928 Å^3
• Polar Surface Area: 206.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.81
• LOG S: 0.05
• Solubility (Water): 3.87e+02 g/l

DETAILS

DrugBank - DB03779

Drug information: experimental