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Mearnsetin - Wikipedia

From Wikipedia, the free encyclopedia

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^Y
3D model (JSmol)	Interactive image
ChemSpider	8534833
PubChem CID	10359384
UNII	8NQ5Q3Q5ES^Y
CompTox Dashboard (EPA)	DTXSID20438720
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
SMILES 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). Y verify (what is ^YN ?) Infobox references

Mearnsetin is an O-methylated flavonol. It can be found in Eucalyptus globulus and in Elaeocarpus lanceofolius.^[1] The compound has antioxidative properties.^[2]

References

^ 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.
^ 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.
^ 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.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Aglycones

Conjugates

Glycosides of herbacetin

Glycosides of kaempferol

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	Karanjachromene

Furanoflavonols

Aglycones	Karanjin
Glycosides	Pongamoside A, B and C

Semisynthetic

Glycosides	Hydroxyethylrutosides Monoxerutin Troxerutin

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