(2S,3R,4S,5S,6R)-2-methoxy-6-[(triphenylmethoxy)methyl]oxane-3,4,5-triol

• ChemBase ID: 179840
• Molecular Formular: C26H28O6
• Molecular Mass: 436.49692
• Monoisotopic Mass: 436.18858862
• SMILES: [C@H]1([C@H]([C@@H]([C@H](O[C@@H]1OC)COC(c1ccccc1)(c1ccccc1)c1ccccc1)O)O)O
• Canonical SMILES: CO[C@H]1O[C@H](COC(c2ccccc2)(c2ccccc2)c2ccccc2)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C26H28O6/c1-30-25-24(29)23(28)22(27)21(32-25)17-31-26(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-16,21-25,27-29H,17H2,1H3/t21-,22-,23+,24-,25+/m1/s1
• InChIKey: WYAMNJUPQNEGOI-RXFVIIJJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-methoxy-6-[(triphenylmethoxy)methyl]oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-2-methoxy-6-[(triphenylmethoxy)methyl]oxane-3,4,5-triol
• Synonyms: TK-44

Database IDs

• PubChem SID: 164235750
• PubChem CID: 11743741

CALCULATED PROPERTIES

• Acid pKa: 12.213152
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.5106688
• LogD (pH = 7.4): 3.5106623
• Log P: 3.510669
• Molar Refractivity: 120.476 cm^3
• Polarizability: 47.436752 Å^3
• Polar Surface Area: 88.38 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Cell Adhesion Inhibitor

Product Information

• Application(s): Antiinflammatory

REFERENCES

• 2nd World Congress on Inflammation, Brighton, U.K., 17 - 22 September 1995. Poster, 158, Abstract W07/20