Isorhamnetin
Names | |
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IUPAC name
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
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Other names
3-methylquercetin
3-Methylquercetin Isorhamnetol isorhamentin isorhamnetine iso-rhamnetin 3'-Methoxyquercetin | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.006.860 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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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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Isorhamnetin is an O-methylated flavonol, a type of flavonoid. It can be found in Tagetes lucida,[1] a psychedelic plant from Mexico and Central America.
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
- Isorhamnetin-3-O-rutinoside-7-O-glucoside
- Isorhamnetin-3-O-rutinoside-4'-O-glucoside
- Narcissin (Isorhamnetin-3-O-rutinoside)
See also
- Tamarixetin, the 4'-methyl analog
References
- ^ Bohm, Bruce A.; Tod F. Stuessy (2007). Flavonoids of the sunflower family (Asteraceae). Springer. p. 597. ISBN 978-3-211-83479-4.