Mearnsetin

Mearnsetin
Chemical structure of mearnsetin
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
CAS Number
  • 16805-10-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 8534833
PubChem CID
  • 10359384
UNII
  • 8NQ5Q3Q5ES checkY
CompTox Dashboard (EPA)
  • DTXSID20438720 Edit this at Wikidata
InChI
  • 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
Chemical formula
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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Infobox references
Chemical compound

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]

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.
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Flavonols and their conjugates
Backbone
Aglycones
  • 3-Hydroxyflavone (synthetic) and derivatives
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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