dihydroxy-9,10-dihydro(2H6)anthracene-9,10-dione

• ChemBase ID: 167767
• Molecular Formular: C14H8O4
• Molecular Mass: 240.21092
• Monoisotopic Mass: 240.04225874
• SMILES: c1ccc2c(c1O)C(=O)c1c(C2=O)cccc1O
• Canonical SMILES: Oc1cccc2c1C(=O)c1c(C2=O)cccc1O
• InChI: InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16H
• InChIKey: QBPFLULOKWLNNW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dihydroxy-9,10-dihydro(^2H₆)anthracene-9,10-dione
• IUPAC Traditional name: dihydroxy(^2H₆)anthracene-9,10-dione
• Synonyms: 1,8-Dihydroxy-9,10-anthracenedione-d6; 1,8-Dihydroxy-9,10-anthraquinone-d6; Altan-d6; Antrapurol-d6; Chrysazin-d6; Danthron-d6; Danthrone-d6; Dantron-d6; Diaquone-d6; Dionone-d6; Dorbane-d6; Istin-d6; Istizin-d6; Laxanorm-d6; Laxanthreen-d6; Laxipur-d6; Laxipurin-d6; Modane-d6; NSC 38626-d6; NSC 646568-d6; NSC 7210-d6; Zwitsalax-d6; 1,8-Dihydroxyanthraquinone-d6

Database IDs

• PubChem SID: 162261900
• PubChem CID: 71316217

CALCULATED PROPERTIES

• Acid pKa: 9.090132
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.6114647
• LogD (pH = 7.4): 3.6028302
• Log P: 3.6115754
• Molar Refractivity: 65.1128 cm^3
• Polarizability: 24.557676 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D450152

Labelled analog of a stimulant laxative, though due to its carcinogenic properties, is not widely prescribed.

REFERENCES

• Liu, Y., et al.: J. Med. Chem., 52, 6523 (2009)
• Grocholski, T., et al.: Biochem., 49, 934 (2009)
• Fourches, D., et al.: Chem. Res. Toxicol., 23, 171 (2009)