[4,5-bis(acetyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl]methyl acetate

• ChemBase ID: 178848
• Molecular Formular: C21H16O8
• Molecular Mass: 396.34694
• Monoisotopic Mass: 396.08451747
• SMILES: c1(cccc2c1C(=O)c1c(C2=O)cc(cc1OC(=O)C)COC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OCc1cc(OC(=O)C)c2c(c1)C(=O)c1c(C2=O)c(ccc1)OC(=O)C
• InChI: InChI=1S/C21H16O8/c1-10(22)27-9-13-7-15-19(17(8-13)29-12(3)24)21(26)18-14(20(15)25)5-4-6-16(18)28-11(2)23/h4-8H,9H2,1-3H3
• InChIKey: XWXLCJZCCDHZGN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [4,5-bis(acetyloxy)-9,10-dioxo-9,10-dihydroanthracen-2-yl]methyl acetate
• IUPAC Traditional name: [4,5-bis(acetyloxy)-9,10-dioxoanthracen-2-yl]methyl acetate
• Synonyms: 1,8-Bis(acetyloxy)-3-[(acetyloxy)methyl]-9,10-anthracenedione; 1,8-Dihydroxy-3-(hydroxymethyl)anthraquinone Triacetate; Aloe-emodin Impurity A; Triacetyl Aloe-emodin (Impurity A)

Database IDs

• CAS Number: 25395-11-3
• PubChem SID: 164234758
• PubChem CID: 4427958

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.8070036
• LogD (pH = 7.4): 1.8070036
• Log P: 1.8070036
• Molar Refractivity: 99.3832 cm^3
• Polarizability: 38.54052 Å^3
• Polar Surface Area: 113.04 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: 173-175°C

Safety Information

• Storage Condition: -20°C Freezer

REFERENCES

• Rao, R. V.., et al.: J. Nat. Prod., 42, 299 (1979)
• Zembower, D., et al.: J. Med. Chem., 35, 1597 (1979)