Nepetin

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Nepetin
Chemical structure of nepetin
Ball-and-stick model of nepetin
Names
IUPAC name
3′,4′,5,7-Tetrahydroxy-6-methoxyflavone
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-4H-1-benzopyran-4-one
Other names
6-Methoxyluteolin
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C16H12O7/c1-22-16-11(20)6-13-14(15(16)21)10(19)5-12(23-13)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3 ☒N
    Key: FHHSEFRSDKWJKJ-UHFFFAOYSA-N ☒N
  • InChI=1/C16H12O7/c1-22-16-11(20)6-13-14(15(16)21)10(19)5-12(23-13)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3
    Key: FHHSEFRSDKWJKJ-UHFFFAOYAR
  • COC1=C(C2=C(C=C1O)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O
Properties
C16H12O7
Molar mass 316.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Nepetin is the 6-methoxy derivative of the pentahydroxyflavone 6-hydroxyluteolin, an O-methylated flavone. It can be found in Eupatorium ballotaefolium.[1]

Glycosides

Nepitrin is the 7-glucoside of nepetin.

References

  1. ^ Cytotoxic activity of nepetin, a flavonoid from Eupatorium ballotaefolium HBK. Militao G. C. G., Albuquerque M. R. J. R., Pessoa O. D. L., Pessoa C., Moraes M. E. A., De Moraes M. O., Costa-Lotufo L. V., Pharmazie, 2004, vol. 59, no12, pp. 965-966
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