Cirsilineol

Last updated
Cirsilineol
Cirsilineol.svg
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
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
  • 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,1-3H3
    Key: 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,1-3H3
    Key: VKOSQMWSWLZQPA-UHFFFAOYSA-N
  • COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O)O
Properties
C18H16O7
Molar mass 344.319 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cirsilineol is a bioactive flavone isolated from Artemisia [1] and from Teucrium gnaphalodes . [2]

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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