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

• ChemBase ID: 3276
• Molecular Formular: C37H63NO26
• Molecular Mass: 937.88722
• Monoisotopic Mass: 937.36383114
• SMILES: C[C@@H]1O[C@H](O[C@H]2[C@@H](CO)O[C@H](O[C@@H]3[C@H](O)[C@@H](O)[C@H](N[C@H]4[C@H](C)O[C@H](O[C@H]5[C@@H](CO)O[C@H](O[C@@H]6[C@@H](C)O[C@@H](O)[C@H](O)[C@H]6O)[C@@H](O)[C@@H]5O)[C@@H](O)[C@@H]4O)C=C3CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OC[C@H]1O[C@H](O[C@@H]2[C@@H](C)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(CO)[C@@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@H](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)O)O
• InChI: InChI=1S/C37H63NO26/c1-8-15(18(44)25(51)34(57-8)63-31-13(6-40)59-36(27(53)22(31)48)61-29-10(3)56-33(55)24(50)21(29)47)38-12-4-11(5-39)30(20(46)17(12)43)62-37-28(54)23(49)32(14(7-41)60-37)64-35-26(52)19(45)16(42)9(2)58-35/h4,8-10,12-55H,5-7H2,1-3H3/t8-,9-,10+,12+,13+,14+,15-,16-,17-,18+,19+,20+,21+,22-,23-,24+,25-,26-,27-,28-,29+,30-,31-,32-,33+,34+,35+,36+,37+/m0/s1
• InChIKey: YXELUDMUQSCWQW-VCCNSJHSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,5R,6S)-2-{[(2R,3R,4S,5S,6S)-6-{[(1S,4R,5S,6R)-4-{[(2S,3R,4R,5S,6R)-6-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-methyloxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl]amino}-5,6-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
• IUPAC Traditional name: (2R,3S,4R,5R,6S)-2-{[(2R,3R,4S,5S,6S)-6-{[(1S,4R,5S,6R)-4-{[(2S,3R,4R,5S,6R)-6-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-methyloxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-methyloxan-3-yl]amino}-5,6-dihydroxy-2-(hydroxymethyl)cyclohex-2-en-1-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol
• Synonyms: Modified Acarbose Hexasaccharide

Database IDs

• PubChem SID: 160966718; 46506685
• PubChem CID: 46936734

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.181603
• H Acceptors: 27
• H Donor: 18
• LogD (pH = 5.5): -10.883813
• LogD (pH = 7.4): -9.330449
• Log P: -9.06241
• Molar Refractivity: 199.3416 cm^3
• Polarizability: 83.59634 Å^3
• Polar Surface Area: 439.01 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.22
• LOG S: -1.12
• Solubility (Water): 7.11e+01 g/l

DETAILS

DrugBank - DB03617

Drug information: experimental