1,3,8-trihydroxy-6-methyl-9,10-dihydro(2H4)anthracene-9,10-dione

• ChemBase ID: 167983
• Molecular Formular: C15H10O5
• Molecular Mass: 270.2369
• Monoisotopic Mass: 270.05282342
• SMILES: c1(cc(cc2c1C(=O)c1c(C2=O)cc(cc1O)O)C)O
• Canonical SMILES: Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)O
• InChI: InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3
• InChIKey: RHMXXJGYXNZAPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3,8-trihydroxy-6-methyl-9,10-dihydro(^2H₄)anthracene-9,10-dione
• IUPAC Traditional name: 1,3,8-trihydroxy-6-methyl(^2H₄)anthracene-9,10-dione
• Synonyms: 1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione-d4; 1,6,8-Trihydroxy-3-methylanthraquinone-d4; 4,5,7-Trihydroxy-2-methyl-anthraquinone-d4; Archin-d4; Emodin-d4; Emodol-d4; Frangula Emodin-d4; Frangulic Acid-d4; NSC 622947-d4; Rheum Emodin-d4; Schuttgelb-d4; Emodin-d4

Database IDs

• CAS Number: 132796-52-2
• PubChem SID: 162262115
• PubChem CID: 71316319

CALCULATED PROPERTIES

• Acid pKa: 7.3883924
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.8158932
• LogD (pH = 7.4): 3.5158565
• Log P: 3.8214314
• Molar Refractivity: 72.1349 cm^3
• Polarizability: 26.945717 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate
• Apperance: Brownish Solid
• Melting Point: 243-246°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E523002

Labelled Emodin. Occurs mostly as the rhamnoside (see Frangulin) in rhubarb root. Cathartic.

REFERENCES

• Mokhtarani, B., et al.: Biochem. Eng. J., 38, 241 (2000)
• Pan, X., et al.: Biochem. Eng. J., 5, 173 (2000)
• Srinivas, G., et al.: Eur. J. Pharmacol., 473, 117 (2000)
• Xiang, H., et al.: Chin. Pharm. J., 40, 96 (2000)