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

• ChemBase ID: 1785
• Molecular Formular: C16H12O5
• Molecular Mass: 284.26348
• Monoisotopic Mass: 284.06847348
• SMILES: c1cc2c(c(c1)O)C(=O)c1c(C2)ccc(c1O)CC(=O)O
• Canonical SMILES: OC(=O)Cc1ccc2c(c1O)C(=O)c1c(C2)cccc1O
• InChI: InChI=1S/C16H12O5/c17-11-3-1-2-8-6-9-4-5-10(7-12(18)19)15(20)14(9)16(21)13(8)11/h1-5,17,20H,6-7H2,(H,18,19)
• InChIKey: IXLRLZOYKJERRA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 46504623; 160965241
• PubChem CID: 4471188

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.4083364
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.8021297
• LogD (pH = 7.4): 0.47818792
• Log P: 3.8817647
• Molar Refractivity: 75.5821 cm^3
• Polarizability: 28.44727 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.81
• LOG S: -3.48
• Solubility (Water): 9.48e-02 g/l

DETAILS

DrugBank - DB02019

Drug information: experimental