[(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(5,8-dihydroxy-3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)oxy]oxan-2-yl]methyl acetate

• ChemBase ID: 183137
• Molecular Formular: C25H26O14
• Molecular Mass: 550.46554
• Monoisotopic Mass: 550.13225551
• SMILES: C1(=C(C(=O)c2c(C1=O)c(ccc2O)O)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@H]1O[C@@H](OC2=C(C)C(=O)c3c(C2=O)c(O)ccc3O)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C25H26O14/c1-9-19(32)17-14(30)6-7-15(31)18(17)20(33)21(9)39-25-24(37-13(5)29)23(36-12(4)28)22(35-11(3)27)16(38-25)8-34-10(2)26/h6-7,16,22-25,30-31H,8H2,1-5H3/t16-,22-,23+,24-,25+/m1/s1
• InChIKey: MCRNXFBUNYEMLM-KQBTZKKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(5,8-dihydroxy-3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)oxy]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(5,8-dihydroxy-3-methyl-1,4-dioxonaphthalen-2-yl)oxy]oxan-2-yl]methyl acetate

Database IDs

• PubChem SID: 164239047
• PubChem CID: 10769008

CALCULATED PROPERTIES

• Acid pKa: 9.56008
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): 1.5274094
• LogD (pH = 7.4): 1.524475
• Log P: 1.527447
• Molar Refractivity: 125.4888 cm^3
• Polarizability: 49.809795 Å^3
• Polar Surface Area: 198.26 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds