Mearnsetin

Last updated
Mearnsetin
Mearnsetin structure.svg
Names
IUPAC name
3,3′,5,5′,7-Pentahydroxy-4′-methoxyflavone
Systematic IUPAC name
2-(3,5-Dihydroxy-4-methoxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
Other names
4'-Methylmyricetin
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C16H12O8/c1-23-16-9(19)2-6(3-10(16)20)15-14(22)13(21)12-8(18)4-7(17)5-11(12)24-15/h2-5,17-20,22H,1H3
    Key: HKEQVXVLTOSXLQ-UHFFFAOYSA-N
  • InChI=1/C16H12O8/c1-23-16-9(19)2-6(3-10(16)20)15-14(22)13(21)12-8(18)4-7(17)5-11(12)24-15/h2-5,17-20,22H,1H3
    Key: HKEQVXVLTOSXLQ-UHFFFAOYAX
  • COC1=C(C=C(C=C1O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O
Properties
C16H12O8
Molar mass 332.264 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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Mearnsetin is an O-methylated flavonol. It can be found in Eucalyptus globulus and in Elaeocarpus lanceofolius . [1] The compound has antioxidative properties. [2]

Mearnsetin 3,7-dirhamnoside can be found in the fern Asplenium antiquum . [3]

Related Research Articles

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

Myricitrin is a plant compound, the 3-O-α-L-rhamnopyranoside of myricetin.

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

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

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

Aromadendrin is a flavanonol, a type of flavonoid. It can be found in the wood of Pinus sibirica.

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

Caftaric acid is a non-flavonoid phenolic compound.

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

Iridin is an isoflavone, a type of flavonoid. It is the 7-glucoside of irigenin and can be isolated from several species of irises like orris root, Iris florentina or Iris versicolor, also commonly known as the larger blue flag. It can also be found in Iris kemaonensis.

The O-methylated flavonoids or methoxyflavonoids are flavonoids with methylations on hydroxyl groups. O-methylation has an effect on the solubility of flavonoids.

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

Epicatechin gallate (ECG) is a flavan-3-ol, a type of flavonoid, present in green tea. It is also reported in buckwheat and in grape.

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

Prenylated flavonoids or prenylflavonoids are a sub-class of flavonoids. They are widely distributed throughout the plant kingdom. Some are known to have phytoestrogenic or antioxidant properties. They are given in the list of adaptogens in herbalism. Chemically they have a prenyl group attached to their flavonoid backbone. It is usually assumed that the addition of hydrophobic prenyl groups facilitate attachment to cell membranes. Prenylation may increase the potential activity of its original flavonoid.

<i>Asplenium antiquum</i> Species of fern in the family Aspleniaceae

Asplenium antiquum is a fern of the group known as bird's-nest ferns. In Japanese it is known by ō-tani-watari and tani-watari.

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

Eupatolitin is a chemical compound. It is an O-methylated flavonol, a type of flavonoid. Eupatolitin can be found in Brickellia veronicaefolia and in Ipomopsis aggregata.

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

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

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<span class="mw-page-title-main">Luteone (isoflavone)</span> Chemical compound

Luteone is a prenylated isoflavone, a type of flavonoid. It can be found in the pods of Laburnum anagyroides and can be synthesized.

<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.

<i>Elaeocarpus lanceifolius</i> Species of flowering plant in the family Elaeocarpaceae

Elaeocarpus lanceifolius is a tree species in the family Elaeocarpaceae. It is found across tropical Asia from Thailand to Yunnan to Nepal to Karnataka, India. It is used for its wood, fruit, and nuts.

<span class="mw-page-title-main">Pomegranate ellagitannin</span> Ellagitannins found in the pomegranate fruit

The pomegranate ellagitannins, which include punicalagin isomers, are ellagitannins found in the sarcotestas, rind (peel), bark or heartwood of pomegranates.

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

Hypolaetin is a flavone. It is the aglycone of hypolaetin 8-glucuronide, a compound found in the liverwort Marchantia berteroana. Hypolaetin 8-glucoside can be found in Sideritis leucantha.

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

Persicarin is a sulfated flavonoid naturally found in the cells of several plant species, including the water dropwort. It was first isolated from water pepper in 1937 by Jeffrey Harborne. The name of persicarin is derived from the Latin name of the plant: Persicaria hydropiper. It is also found in dill and because it is then excreted into urine, that makes persicarin a potential biomarker for the consumption of this food. Persicarin has been reported to show some promising results in protecting against and treating type 1 diabetes-induced liver inflammation and damage in mice models.

References

  1. Ray, A.B.; Dutta, S.C.; Dasgupta, S. (1976). "Flavonoids of Elaeocarpus lanceofolius". Phytochemistry. 15 (11): 1797–1798. doi:10.1016/S0031-9422(00)97498-3.
  2. Sadasivam, K.; Kumaresan, R. (2011). "Antioxidant behavior of mearnsetin and myricetin flavonoid compounds--a DFT study". Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 79 (1): 282–93. Bibcode:2011AcSpA..79..282S. doi:10.1016/j.saa.2011.02.042. PMID   21420896.
  3. Mizuno, Mizuo; Kyotani, Yosuke; Iinuma, Munekazu; Tanaka, Toshiyuki; Kojima, Hiroyuki; Iwatsuki, Kunio (1991). "Mearnsetin 3,7-dirhamnoside from Asplenium antiquum". Phytochemistry. 30 (8): 2817–2818. doi:10.1016/0031-9422(91)85158-V.