1,8-dihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydroanthracen-9-one

• ChemBase ID: 120083
• Molecular Formular: C21H22O9
• Molecular Mass: 418.39398
• Monoisotopic Mass: 418.12638228
• SMILES: c12C(=O)c3c(C(C4OC(C(C(C4O)O)O)CO)c1cc(cc2O)CO)cccc3O
• Canonical SMILES: OCc1cc(O)c2c(c1)C(C1OC(CO)C(C(C1O)O)O)c1c(C2=O)c(O)ccc1
• InChI: InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2
• InChIKey: AFHJQYHRLPMKHU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,8-dihydroxy-3-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydroanthracen-9-one
• IUPAC Traditional name: aloin
• Synonyms: 1,8-dihydroxy-3-(hydroxymethyl)-10-(3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)anthracen-9(10H)-one

Database IDs

• PubChem SID: 162214436
• PubChem CID: 313325

CALCULATED PROPERTIES

• Acid pKa: 9.505504
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): 0.41494715
• LogD (pH = 7.4): 0.4116161
• Log P: 0.41498974
• Molar Refractivity: 103.7931 cm^3
• Polarizability: 40.31564 Å^3
• Polar Surface Area: 167.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false