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Cirsilineol

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Cirsilineol
Names
IUPAC name 4′,5-Dihydroxy-3′,6,7-trimethoxyflavone
Systematic IUPAC name 5-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one
Other names Eupatrin
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C18H16O7/c1-22-13-6-9(4-5-10(13)19)12-7-11(20)16-14(25-12)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3Key: VKOSQMWSWLZQPA-UHFFFAOYSA-N
  • InChI=1S/C18H16O7/c1-22-13-6-9(4-5-10(13)19)12-7-11(20)16-14(25-12)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3Key: VKOSQMWSWLZQPA-UHFFFAOYSA-N
SMILES
  • COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O)O
Properties
Chemical formula C18H16O7
Molar mass 344.319 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Cirsilineol is a bioactive flavone isolated from Artemisia and from Teucrium gnaphalodes.

References

  1. Sheng, X; Sun, Y; Yin, Y; Chen, T; Xu, Q (2008). "Cirsilineol inhibits proliferation of cancer cells by inducing apoptosis via mitochondrial pathway". The Journal of Pharmacy and Pharmacology. 60 (11): 1523–9. doi:10.1211/jpp/60.11.0014. PMID 18957174.
  2. Flavonoid Aglycones and Glycosides from Teucrium gnaphalodes. F. A. T. Barberán, M. I. Gil, F. Tomás, F. Ferreres and A. Arques, J. Nat. Prod., 1985, 48 (5), pages 859–860, doi:10.1021/np50041a040
Flavones and their conjugates
Aglycones
Monohydroxyflavone
Dihydroxyflavones
Trihydroxyflavones
Tetrahydroxyflavones
Pentahydroxyflavones
O-methylated flavones
Glycosides
of apigenin
of baicalein
of hypolaetin
of luteolin
Acetylated
  • Artocarpetin A
  • Artoindonesianin P
  • Sulfated glycosidesTheograndin I and II
    Polymers
    Drugs


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