2-[3-hydroxy-4-(2H3)methoxyphenyl]-5,6,7-trimethoxy-4H-chromen-4-one

• ChemBase ID: 168832
• Molecular Formular: C19H18O7
• Molecular Mass: 358.34202
• Monoisotopic Mass: 358.10525292
• SMILES: c1(c(c(c2c(c1)oc(cc2=O)c1cc(c(cc1)OC)O)OC)OC)OC
• Canonical SMILES: COc1cc2oc(cc(=O)c2c(c1OC)OC)c1ccc(c(c1)O)OC
• InChI: InChI=1S/C19H18O7/c1-22-13-6-5-10(7-11(13)20)14-8-12(21)17-15(26-14)9-16(23-2)18(24-3)19(17)25-4/h5-9,20H,1-4H3
• InChIKey: LYLDPYNWDVVPIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-hydroxy-4-(^2H₃)methoxyphenyl]-5,6,7-trimethoxy-4H-chromen-4-one
• IUPAC Traditional name: 2-[3-hydroxy-4-(^2H₃)methoxyphenyl]-5,6,7-trimethoxychromen-4-one
• Synonyms: 2-[3-Hydroxy-4-(methoxy-d3)phenyl]-5,6,7-trimethoxy-4H-1-benzopyran-4-one; 3'-Hydroxy-4',5,6,7-tetramethoxyflavone-d3; 3'-Hydroxy-5,6,7,4'-tetramethoxyflavone-d3; DR 33-d3; Eupatorin-d3 5-Methyl Ether

Database IDs

• PubChem SID: 162262964
• PubChem CID: 71316699

CALCULATED PROPERTIES

• Acid pKa: 9.54791
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.033096
• LogD (pH = 7.4): 2.030078
• Log P: 2.0331347
• Molar Refractivity: 94.8049 cm^3
• Polarizability: 36.000336 Å^3
• Polar Surface Area: 83.45 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E938852

Labelled Eupatorin 5-Methyl Ether (E938850). Sinensetin, eupatorin, 3'-hydroxy-5,6,7,4'-tetramethoxyflavone and rosmarinic acid contents and antioxidative effect of Orthosiphon stamineus from Malaysia.

REFERENCES

• Elliott, A., et al.: Biochem. Pharmacol., 44, 1603 (1992)
• Furuta, S., et al.: J. Food Sci., 62, 526 (1992)