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

• ChemBase ID: 172519
• Molecular Formular: C48H82O41
• Molecular Mass: 1315.14008
• Monoisotopic Mass: 1314.43315204
• SMILES: [C@@H]1([C@@H](C([C@H](OC1CO)O[C@H]1[C@@H](C([C@H](OC1CO)O[C@H]1[C@@H](C([C@H](OC1CO)O[C@H]1[C@@H](C([C@H](OC1CO)O[C@H]1[C@@H](C([C@H](OC1CO)O[C@H]1[C@@H](C([C@H](OC1CO)O[C@H]1[C@@H](C([C@H](OC1CO)OC1C(C(C(OC1CO)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O)O
• Canonical SMILES: OCC1O[C@H](O[C@@H]2C(CO)O[C@@H](C([C@H]2O)O)O[C@@H]2C(CO)O[C@@H](C([C@H]2O)O)OC2C(CO)OC(C(C2O)O)O)C([C@H]([C@@H]1O[C@H]1OC(CO)[C@H]([C@@H](C1O)O)O[C@H]1OC(CO)[C@H]([C@@H](C1O)O)O[C@H]1OC(CO)[C@H]([C@@H](C1O)O)O[C@H]1OC(CO)[C@H]([C@@H](C1O)O)O)O)O
• InChI: InChI=1S/C48H82O41/c49-1-9-17(57)18(58)27(67)42(76-9)84-35-11(3-51)78-44(29(69)20(35)60)86-37-13(5-53)80-46(31(71)22(37)62)88-39-15(7-55)82-48(33(73)24(39)64)89-40-16(8-56)81-47(32(72)25(40)65)87-38-14(6-54)79-45(30(70)23(38)63)85-36-12(4-52)77-43(28(68)21(36)61)83-34-10(2-50)75-41(74)26(66)19(34)59/h9-74H,1-8H2/t9?,10?,11?,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-,38-,39-,40-,41?,42-,43-,44-,45-,46-,47-,48-/m1/s1
• InChIKey: RUJILUJOOCOSRO-DWOZXDTNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S,5S)-2-{[(3S,4R,6R)-6-{[(3S,4R,6R)-6-{[(3S,4R,6R)-6-{[(3S,4R,6R)-6-{[(3S,4R,6R)-6-{[(3S,4R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,4S,5S)-2-{[(3S,4R,6R)-6-{[(3S,4R,6R)-6-{[(3S,4R,6R)-6-{[(3S,4R,6R)-6-{[(3S,4R,6R)-6-{[(3S,4R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Maltooctaose; O-α-D-Glucopyranosyl-(1-4)-O-α-D-glucopyranosyl-(1-4)-O-α-D-glucopyranosyl-(1-4)-O-α-D-glucopyranosyl-(1-4)-O-α-D-glucopyranosyl-(1-4)-O-α-D-glucopyranosyl-(1-4)-O-α-D-glucopyranosyl-(1-6)-D-glucose

Database IDs

• CAS Number: 6156-84-9
• PubChem SID: 164228429
• PubChem CID: 71749892

CALCULATED PROPERTIES

• Acid pKa: 11.131198
• H Acceptors: 41
• H Donor: 26
• LogD (pH = 5.5): -15.32839
• LogD (pH = 7.4): -15.328469
• Log P: -15.328389
• Molar Refractivity: 262.8165 cm^3
• Polarizability: 111.85607 Å^3
• Polar Surface Area: 664.43 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 225-228°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M160150

A novel glucosylation enzyme.

REFERENCES

• Kuriki, T., et al.: J. Biosci. Bioeng., 87, 557 (1999)
• Meulenbeld, G., et al.: Biotechnol. Bioeng., 70, 363 (1999)
• Moon, Y., et al.: J. Agric. Food Chem., 54, 1230 (1999)