1,2,3-trihydroxy-9,10-dihydroanthracene-9,10-dione

• ChemBase ID: 109295
• Molecular Formular: C14H8O5
• Molecular Mass: 256.21032
• Monoisotopic Mass: 256.03717336
• SMILES: Oc1c(O)c(O)c2C(=O)c3ccccc3C(=O)c2c1
• Canonical SMILES: O=C1c2ccccc2C(=O)c2c1c(O)c(c(c2)O)O
• InChI: InChI=1S/C14H8O5/c15-9-5-8-10(14(19)13(9)18)12(17)7-4-2-1-3-6(7)11(8)16/h1-5,15,18-19H
• InChIKey: AHKDJQYHVWSRLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,3-trihydroxy-9,10-dihydroanthracene-9,10-dione
• IUPAC Traditional name: anthragallol
• Synonyms: ACID BROWN; 1,2,3-Trihydroxy-9,10-anthracenedione; 1,2,3-Trihydroxy-9,10-anthraquinone; 1,2,3-Trihydroxyanthraquinone; Alizarine Brown HD; Anthracene Brown FD; Anthracene; Antracromo Brown D; Antragallol; C.I. 58200; Mitsui Anthracene Brown; NSC 31754; Anthragallol

Database IDs

• CAS Number: 602-64-2
• PubChem SID: 162096111
• PubChem CID: 11768

CALCULATED PROPERTIES

• Acid pKa: 6.958719
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.6432903
• LogD (pH = 7.4): 2.092134
• Log P: 2.65801
• Molar Refractivity: 67.0937 cm^3
• Polarizability: 25.160336 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 05210493

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - A678700

Anthragallol is the most active inhibitor against xanthine oxidase.

REFERENCES

• Friedlander, A., et al.: J. Biol. Chem., 261, 7123 (1986)
• Abrami, L., et al.: J. Cell Biol., 160, 295 (1986)
• Chopra, A., et al.: J. Biol. Chem., 278, 9402 (1986)