Cirsilineol

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	41365-32-6^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:3718^Y
ChemSpider	142644
PubChem CID	162464
UNII	08DZZ529FE^Y
CompTox Dashboard (EPA)	DTXSID20194314
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,1-3H3 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
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⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

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

References

^ 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.
^ 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	3-Hydroxyflavone 6-Hydroxyflavone
Dihydroxyflavones	Chrysin 4',7-Dihydroxyflavone 7,8-Dihydroxyflavone
Trihydroxyflavones	Apigenin Baicalein Galangin Norwogonin 7,8,3'-Trihydroxyflavone 6,7,4'-Trihydroxyflavone
Tetrahydroxyflavones	Fisetin Kaempferol Isoscutellarein Luteolin Norartocarpetin Scutellarein
Pentahydroxyflavones	Herbacetin Morin Quercetin Nortangeretin 6-Hydroxyluteolin Norwightin Hypolaetin Tricetin
O-methylated flavones	4',7-Dihydroxy-6-methoxyflavone Acacetin Alnetin Artocarpetin Chrysoeriol Cirsilineol Cirsiliol Cirsimaritin Diosmetin Eupatilin Genkwanin Hispidulin Nepetin Nobiletin Oroxylin A Pratol Salvigenin Sinensetin Tangeretin Techtochrysin Tricin Wogonin Zapotin

of apigenin	Apiin Apigetrin Isovitexin Rhoifolin Saponarin Schaftoside Vicenin-2 Vitexin
of baicalein	Baicalin Tetuin
of hypolaetin	Hypolaetin 8-glucoside Hypolaetin 8-glucuronide
of luteolin	Cynaroside Isoorientin Orientin Veronicastroside Luteolin-7-O-glucuronide