[(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(5,8-dihydroxy-6,7-dimethyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)oxy]oxan-2-yl]methyl acetate

• ChemBase ID: 184440
• Molecular Formular: C26H28O14
• Molecular Mass: 564.49212
• Monoisotopic Mass: 564.14790558
• SMILES: c12c(c(c(c(c2O)C)C)O)C(=O)C(=CC1=O)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=CC(=O)c3c(C2=O)c(O)c(c(c3O)C)C)[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C26H28O14/c1-9-10(2)21(33)19-18(20(9)32)15(31)7-16(22(19)34)39-26-25(38-14(6)30)24(37-13(5)29)23(36-12(4)28)17(40-26)8-35-11(3)27/h7,17,23-26,32-33H,8H2,1-6H3/t17-,23-,24+,25-,26-/m1/s1
• InChIKey: WISNRTZWEVQXKX-ICYCJRDVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-[(5,8-dihydroxy-6,7-dimethyl-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-6,7-dimethyl-1,4-dioxonaphthalen-2-yl)oxy]oxan-2-yl]methyl acetate

Database IDs

• PubChem SID: 164240350
• PubChem CID: 16395975

CALCULATED PROPERTIES

• Acid pKa: 10.0557785
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): 2.1587274
• LogD (pH = 7.4): 2.157788
• Log P: 2.1587393
• Molar Refractivity: 131.2141 cm^3
• Polarizability: 51.48494 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