(2S,3S,4R,5S,6S)-2-{[(2R,3R,4S,5R,6R)-2-{[(2R,3R,4R,5S,6R)-2,5-dihydroxy-3-{[(1S)-1-hydroxyethyl]amino}-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

• ChemBase ID: 4234
• Molecular Formular: C20H37NO15
• Molecular Mass: 531.50548
• Monoisotopic Mass: 531.21631949
• SMILES: C[C@H](O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2[C@@H](N[C@@H](O)C)[C@H](O)O[C@@H]([C@H]2O)CO)[C@@H]([C@H]([C@H]1O)O)O[C@@H]1O[C@@H](C)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C20H37NO15/c1-5-10(25)13(28)15(30)19(32-5)36-17-14(29)11(26)7(3-22)34-20(17)35-16-9(21-6(2)24)18(31)33-8(4-23)12(16)27/h5-31H,3-4H2,1-2H3/t5-,6-,7+,8+,9+,10+,11-,12+,13+,14-,15-,16+,17+,18+,19-,20-/m0/s1
• InChIKey: XWHQMQWQSYEMJS-WLZYAXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5S,6S)-2-{[(2R,3R,4S,5R,6R)-2-{[(2R,3R,4R,5S,6R)-2,5-dihydroxy-3-{[(1S)-1-hydroxyethyl]amino}-6-(hydroxymethyl)oxan-4-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
• IUPAC Traditional name: h type i trisaccharide
• Synonyms: H TYPE I TRISACCHARIDE

Database IDs

• PubChem SID: 160967666; 46507840
• PubChem CID: 5459363

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.572078
• H Acceptors: 16
• H Donor: 11
• LogD (pH = 5.5): -7.163897
• LogD (pH = 7.4): -5.6709223
• Log P: -5.45207
• Molar Refractivity: 111.5825 cm^3
• Polarizability: 47.18932 Å^3
• Polar Surface Area: 260.48 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.62
• LOG S: -0.3
• Solubility (Water): 2.68e+02 g/l

DETAILS

DrugBank - DB04679

Drug information: experimental