(2R,3R,4R,5S,6S)-5-{[(2S,3R,4R,5S,6S)-5-{[(2S,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-{[(1S,2R,3R,4S,5S)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]amino}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol

• ChemBase ID: 3839
• Molecular Formular: C25H45NO18
• Molecular Mass: 647.6207
• Monoisotopic Mass: 647.26366361
• SMILES: C[C@H]1O[C@@H](O[C@@H]2[C@H](CO)O[C@@H](O[C@@H]3[C@H](CO)O[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1N[C@H]1C[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]1O[C@@H](O[C@@H]2[C@H](CO)O[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O)N[C@H]1C[C@@H](CO)[C@@H]([C@H]([C@@H]1O)O)O)O)O
• InChI: InChI=1S/C25H45NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h6-39H,2-5H2,1H3/t6-,7+,8+,9+,10+,11-,12+,13-,14+,15-,16-,17-,18-,19-,20-,21-,22-,23-,24+,25+/m1/s1
• InChIKey: CUAQESWNTOXZJZ-OCVIJKKMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S,6S)-5-{[(2S,3R,4R,5S,6S)-5-{[(2S,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-{[(1S,2R,3R,4S,5S)-2,3,4-trihydroxy-5-(hydroxymethyl)cyclohexyl]amino}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• IUPAC Traditional name: @dihydro-acarbose
• Synonyms: Dihydro-Acarbose

Database IDs

• PubChem SID: 46506996; 160967276
• PubChem CID: 46936925

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.226602
• H Acceptors: 19
• H Donor: 14
• LogD (pH = 5.5): -9.8830385
• LogD (pH = 7.4): -8.160686
• Log P: -7.5571914
• Molar Refractivity: 137.0386 cm^3
• Polarizability: 57.64715 Å^3
• Polar Surface Area: 321.17 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.83
• LOG S: -0.54
• Solubility (Water): 1.87e+02 g/l

DETAILS

DrugBank - DB04226

Drug information: experimental