Eupatolitin

Last updated
Eupatolitin
Eupatolitin.svg
Names
IUPAC name
3,3′,4′,5-Tetrahydroxy-6,7-dimethoxyflavone
Systematic IUPAC name
2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-6,7-dimethoxy-4H-1-benzopyran-4-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
UNII
  • InChI=1S/C17H14O8/c1-23-11-6-10-12(14(21)17(11)24-2)13(20)15(22)16(25-10)7-3-4-8(18)9(19)5-7/h3-6,18-19,21-22H,1-2H3 X mark.svgN
    Key: WYKWHSPRHPZRCR-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C17H14O8/c1-23-11-6-10-12(14(21)17(11)24-2)13(20)15(22)16(25-10)7-3-4-8(18)9(19)5-7/h3-6,18-19,21-22H,1-2H3
    Key: WYKWHSPRHPZRCR-UHFFFAOYAP
  • O=C1c3c(O)c(OC)c(OC)cc3O/C(=C1/O)c2ccc(O)c(O)c2
Properties
C17H14O8
Molar mass 346.291 g·mol−1
Density 1.592 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Eupatolitin is a chemical compound. It is an O-methylated flavonol, a type of flavonoid. Eupatolitin can be found in Brickellia veronicaefolia [1] and in Ipomopsis aggregata . [2]

Contents

Glycoside

Eupatolin is a eupatolitin glycoside containing a rhamnose attached at the 3 position. It can be found in Eupatorium ligustrinum . [3]

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<i>Ipomopsis aggregata</i> Species of flowering plant

Ipomopsis aggregata is a species of biennial flowering plant in the phlox family (Polemoniaceae), commonly known as scarlet trumpet, scarlet gilia, or skyrocket because of its scarlet red flowers with lobes curving back as if blown back by rocketing through the air.

<span class="mw-page-title-main">Phenanthrenoid</span>

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<i>Erysimum cheiranthoides</i> Species of flowering plant

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<span class="mw-page-title-main">Catalpol</span> Chemical compound

Catalpol is an iridoid glucoside. This natural product falls in the class of iridoid glycosides, which are simply monoterpenes with a glucose molecule attached.

<span class="mw-page-title-main">Ononin</span> Chemical compound

Ononin is an isoflavone glycoside, the 7-O-β-D-glucopyranoside of formononetin, which in turn is the 4'-O-methoxy derivative of the parent isoflavone daidzein.

<span class="mw-page-title-main">Eupatolin</span> Chemical compound

Eupatolin is a chemical compound. It is a flavonol rhamnoside attached at the 3 position to an eupatolitin molecule. It can be found in Eupatorium ligustrinum.

Flavonolignans are natural phenols composed of a part flavonoid and a part phenylpropane.

<span class="mw-page-title-main">Ombuin</span> Chemical compound

Ombuin is an O-methylated flavonol, a type of flavonoid. It is the 4',7-O-methyl derivative of quercetin.

<span class="mw-page-title-main">Syringetin</span> Chemical compound

Syringetin is an O-methylated flavonol, a type of flavonoid. It is found in red grape, in Lysimachia congestiflora and in Vaccinium uliginosum. It is one of the phenolic compounds present in wine.

<span class="mw-page-title-main">Brickellin</span> Chemical compound

Brickellin is an O-methylated flavonol. It can be found in Brickellia veronicifolia.

<span class="mw-page-title-main">Quercetagetin</span> Chemical compound

Quercetagetin is a flavonol, a type of flavonoid. It can be found in the genus Eriocaulon.

<span class="mw-page-title-main">Eupalitin</span> Chemical compound

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

<span class="mw-page-title-main">Patuletin</span> Chemical compound

Patuletin is an O-methylated flavonol. It can be found in the genus Eriocaulon.

<span class="mw-page-title-main">Axillarin</span> Chemical compound

Axillarin is an O-methylated flavonol. It can be found in Pulicaria crispa, Filifolium sibiricum, Inula britannica, Wyethia bolanderi in Balsamorhiza macrophylla and in Tanacetum vulgare. It can also be synthesized.

<span class="mw-page-title-main">Mearnsetin</span> Chemical compound

Mearnsetin is an O-methylated flavonol. It can be found in Eucalyptus globulus and in Elaeocarpus lanceofolius. The compound has antioxidative properties.

<span class="mw-page-title-main">Rotenoid</span>

Rotenoids are naturally occurring substances containing a cis-fused tetrahydrochromeno[3,4-b]chromene nucleus. Many have insecticidal activity, such as the prototypical member of the family, rotenone. Rotenoids are related to the isoflavones.

Kaempferol 3-<i>O</i>-rutinoside Chemical compound

Kaempferol-3-O-rutinoside is a bitter-tasting flavonol glycoside. It can be isolated from the rhizomes of the fern Selliguea feei.

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References

  1. Roberts, Margaret F.; Timmermann, Barbara N.; Mabry, Tom J. (1980). "6-Methoxyflavonols from Brickellia veronicaefolia (compositae)". Phytochemistry. 19: 127–129. doi:10.1016/0031-9422(80)85028-X.
  2. Smith, D.M.; Glennie, C.W.; Harborne, J.B. (1971). "Identification of eupalitin, eupatolitin and patuletin glycosides in Ipomopsis aggregata". Phytochemistry. 10 (12): 3115–3120. doi:10.1016/S0031-9422(00)97361-8.
  3. Quijano, L.; Malanco, F.; Ríos, Tirso (1970). "The structures of eupalin and eupatolin. Two new flavonol rhamnosides isolated from Eupatorium ligustrinum D.C". Tetrahedron. 26 (12): 2851–2859. doi:10.1016/S0040-4020(01)92863-7.