1,8-dihydroxy-3-(2H3)methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione

• ChemBase ID: 176711
• Molecular Formular: C16H12O5
• Molecular Mass: 284.26348
• Monoisotopic Mass: 284.06847348
• SMILES: c1(cc(c2c(c1)C(=O)c1c(C2=O)c(cc(c1)C)O)O)OC
• Canonical SMILES: COc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C
• InChI: InChI=1S/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3
• InChIKey: FFWOKTFYGVYKIR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,8-dihydroxy-3-(^2H₃)methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione
• IUPAC Traditional name: 1,8-dihydroxy-3-(^2H₃)methoxy-6-methylanthracene-9,10-dione
• Synonyms: 1,8-Dihydroxy-3-(methoxy-d3)-6-methyl-9,10-anthracenedione; 6-(Methoxy-d3)chrysophanic Acid; 1,8-Dihydroxy-3-methyl-6-(methoxy-d3)anthraquinone; 6-O-Methylemodin-d3; Emodin 3-(Methyl-d3) Ether; NSC 251670-d3; Parietin-d3; Rheochrysidin-d3; Physcion-d3

Database IDs

• CAS Number: 1215751-27-1
• PubChem SID: 164232621
• PubChem CID: 46782753

CALCULATED PROPERTIES

• Acid pKa: 9.0940895
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.9672158
• LogD (pH = 7.4): 3.9586632
• Log P: 3.9673254
• Molar Refractivity: 76.6172 cm^3
• Polarizability: 28.821491 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Dark Yellow Solid
• Melting Point: 198-202°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P398002

Labelled Physcion. A natural anthraquinone derivative, on the infection process of Blumeria graminis on wheat. Physcion is one of the important active ingredients of ethanol extract from the roots of Chinese rhubarb (Rheum officinale) for controlling powd

REFERENCES

• Thiericke, R., et al.: Nat. Prod. Rep.,10, 265 (1993)
• Lin, C., et al.: J. Nat. Prod., 58, 1934 (1993)
• Julia, S., et al.: J. Biotechnol., 124, 690 (1993)
• Wang, W., et al.: J. Antibiot., 60, 603 (1993)