Isorhamnetin

Isorhamnetin
Names
IUPAC name
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
Other names
3-methylquercetin
3-Methylquercetin
Isorhamnetol
isorhamentin
isorhamnetine
iso-rhamnetin
3'-Methoxyquercetin
Identifiers
480-19-3 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:6052 N
ChEMBL ChEMBL379064 N
ChemSpider 4444973 N
ECHA InfoCard 100.006.860
PubChem 5281654
UNII 07X3IB4R4Z N
Properties
C16H12O7
Molar mass 316.26 g/mol
Melting point 307 °C (585 °F; 580 K)
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

Isorhamnetin is an O-methylated flavon-ol from the class of flavonoids. A common food source of this 3'-methoxylated derivative of quercetin and its glucoside conjugates are pungent yellow or red onions, in which it is a minor pigment, quercetin-3,4'-diglucoside and quercetin-4'-glucoside and the aglucon quercetin being the major pigments.[1] An other source [2] is the spice, herbal medicinal [3] and psychedelic Mexican terragon (Tagetes lucida), which is described as accumulating isorhamnetin and its 7-O-glucoside derivate.[4]

Metabolism

The enzyme quercetin 3-O-methyltransferase uses S-adenosyl methionine and quercetin to produce S-adenosylhomocysteine and isorhamnetin.

The enzyme 3-methylquercetin 7-O-methyltransferase uses S-adenosyl methionine and 5,7,3',4'-tetrahydroxy-3-methoxyflavone (isorhamnetin) to produce S-adenosylhomocysteine and 5,3',4'-trihydroxy-3,7-dimethoxyflavone (rhamnazin).

Glycosides

See also

References

  1. ↑ PMID 17997520
  2. ↑ Bohm, Bruce A.; Tod F. Stuessy (2007). Flavonoids of the sunflower family (Asteraceae). Springer. p. 597. ISBN 978-3-211-83479-4.
  3. ↑ http://pubs.acs.org/doi/full/10.1021/jf053071w?src=recsys
  4. ↑ Abdala, 1999

See also

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