2-(1,8-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)acetic acid

• ChemBase ID: 2741
• Molecular Formular: C16H10O6
• Molecular Mass: 298.247
• Monoisotopic Mass: 298.04773804
• SMILES: c1cc2c(c(c1)O)C(=O)c1c(C2=O)ccc(c1O)CC(=O)O
• Canonical SMILES: OC(=O)Cc1ccc2c(c1O)C(=O)c1c(C2=O)cccc1O
• InChI: InChI=1S/C16H10O6/c17-10-3-1-2-8-12(10)16(22)13-9(15(8)21)5-4-7(14(13)20)6-11(18)19/h1-5,17,20H,6H2,(H,18,19)
• InChIKey: IKFRFGXQHSBCQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1,8-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)acetic acid
• IUPAC Traditional name: @oxidized acetyl dithranol
• Synonyms: Oxidized Acetyl Dithranol

Database IDs

• PubChem SID: 46507378; 160966189
• PubChem CID: 3266379

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9524474
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.7434775
• LogD (pH = 7.4): -0.24115676
• Log P: 3.2493236
• Molar Refractivity: 76.4204 cm^3
• Polarizability: 28.77859 Å^3
• Polar Surface Area: 111.9 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.17
• LOG S: -3.31
• Solubility (Water): 1.47e-01 g/l

DETAILS

DrugBank - DB03037

Drug information: experimental