Eupalitin

Eupalitin
Chemical structure of eupalitin
Names
IUPAC name
3,4′,5-Trihydroxy-6,7-dimethoxyflavone
Systematic IUPAC name
3,5-Dihydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one
Other names
Betuletol
Identifiers
CAS Number
  • 29536-41-2 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL487184 checkY
ChemSpider
  • 4678044 ☒N
PubChem CID
  • 5748611
UNII
  • P5KF23690D checkY
CompTox Dashboard (EPA)
  • DTXSID20183723 Edit this at Wikidata
InChI
  • InChI=1S/C17H14O7/c1-22-11-7-10-12(14(20)17(11)23-2)13(19)15(21)16(24-10)8-3-5-9(18)6-4-8/h3-7,18,20-21H,1-2H3 ☒N
    Key: KWMAWXWUGIEVDG-UHFFFAOYSA-N ☒N
  • InChI=1/C17H14O7/c1-22-11-7-10-12(14(20)17(11)23-2)13(19)15(21)16(24-10)8-3-5-9(18)6-4-8/h3-7,18,20-21H,1-2H3
    Key: KWMAWXWUGIEVDG-UHFFFAOYAI
  • O=C1c3c(O)c(OC)c(OC)cc3O/C(=C1/O)c2ccc(O)cc2
Properties
Chemical formula
C17H14O7
Molar mass 330.292 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound

Eupalitin is an O-methylated flavonol. It can be found in Ipomopsis aggregata.[1]

Glycosides

Eupalitin 3-O-β-D-galactopyranoside can be isolated from Tephrosia spinosa.[2]

Eupalin is the eupalitin 30-rhamnoside.

References

  1. ^ Identification of eupalitin, eupatolitin and patuletin glycosides in Ipomopsis aggregata. D.M. Smith, C.W. Glennie and J.B. Harborne, Phytochemistry, Volume 10, Issue 12, December 1971, pp. 3115-3120, doi:10.1016/S0031-9422(00)97361-8
  2. ^ Eupalitin 3-O-β-D-galactopyranoside from Tephrosia spinosa. Vanangamudi A., Gandhidasan R. and Raman P. V., Fitoterapia, 1997, vol. 68, no6, p. 560, INIST 2113413
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Flavonols and their conjugates
Backbone
Aglycones
Flavonols
Aglycones
Conjugates
Glycosides of herbacetin
Glycosides of kaempferol
  • Afzelin (Kaempferol 3-rhamnoside)
  • Astragalin (kaempferol 3-O-glucoside)
  • Kaempferitrin (kaempferol 3,7-dirhamnoside)
  • Juglanin (Kaempferol 3-O-arabinoside)
  • Kaempferol 3-alpha-L-arabinopyranoside
  • Kaempferol 3-alpha-D-arabinopyranoside
  • Kaempferol 7-alpha-L-arabinoside
  • Kaempferol 7-O-glucoside
  • Kaempferol 3-lathyroside
  • Kaempferol 4'-rhamnoside
  • Kaempferol 5-rhamnoside
  • Kaempferol 7-rhamnoside
  • Kaempferol 7-O-alpha-L-rhamnofuranoside
  • Kaempferol 3-xyloside
  • Kaempferol 7-xyloside
  • Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
  • Kaempferol 3-O-rutinoside
  • Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
  • Trifolin (Kaempferol 3-O-beta-D-galactoside)
Glycosides of myricetin
Conjugates of quercetin
Sulfates
Glycosides
O-Methylated flavonols
Aglycones
Glycosides
of isorhamnetin
  • Narcissin (Isorhamnetin 3-O-rutinoside)
  • Isorhamnetin 3-O-glucoside
  • Tamarixetin 7-rutinoside
other
  • Azalein (Azaleatin 3-O-α-L-rhamnoside)
  • Centaurein (Centaureidin 7-O-glucoside)
  • Eupalin (Eupalitin 3-0-rhamnoside)
  • Eupatolin (Eupatolitin 3-O-rhamnoside)
  • Jacein (Jaceidin 7-O-glucoside)
  • Patulitrin (Patuletin 7-O-glucoside
  • Xanthorhamnin (Rhamnetin glycoside)
Derivative flavonols
Aglycones
  • Noricaritin
  • Dihydronoricaritin
Glycosides
  • Amurensin
  • Icariin
  • Phelloside
  • Dihydrophelloside
  • Rutin S
Pyranoflavonols
Aglycones
Furanoflavonols
Aglycones
Glycosides
  • Pongamoside A, B and C
Semisynthetic
Glycosides
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