This is an old revision of this page, as edited by The chemistds (talk | contribs) at 21:52, 3 August 2011 (Added CSID, stdInChI, and stdInChIkey). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.
Revision as of 21:52, 3 August 2011 by The chemistds (talk | contribs) (Added CSID, stdInChI, and stdInChIkey)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff)
| |
| Names | |
|---|---|
| IUPAC name 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)- 4-chromenone | |
| Other names
Cannabiscetin Myricetol Myricitin | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.007.695 
|
| PubChem CID | |
| CompTox Dashboard (EPA) | |
InChI
| |
SMILES
| |
| Properties | |
| Chemical formula | C15H10O8 |
| Molar mass | 318.2351 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
 N verify (what is ?)
Infobox references
| |
Myricetin is a naturally occurring flavonol, a flavonoid found in many grapes, berries, fruits, vegetables, herbs, as well as other plants. Walnuts are a rich dietary source. Trace amounts can be found as glycosides. It is one of the phenolic compounds present in red wine.
Myricetin has antioxidant properties. In vitro research suggests that myricetin in high concentrations can modify LDL cholesterol such that uptake by white blood cells is increased. A Finnish study correlated high myricetin consumption with lowered rates of prostate cancer.
Another 8-year study found that three flavonols (kaempferol, quercetin, and myricetin) reduced the risk of pancreatic cancer by 23 percent.
Metabolism
Glycosides
- Myricitrin is a rhamnoside of myricetin.
- Myricetin 3-O-rutinoside
O-méthylations
Laricitrin is formed from myricetin by the action of the enzyme myricetin O-methyltransferase.
References
- Flavonoid (Myricetin, Quercetin, Kaempferol, Luteolin, and Apigenin) Content of Edible Tropical Plants. Koo Hui Miean and Suhaila Mohamed, Faculty of Food Science and Biotechnology, University Putra Malaysia, 43400 Serdang Selangor, Malaysia
- The red wine phenolics piceatannol and myricetin act as agonists for estrogen receptor in human breast cancer cells. M Maggiolini, A G Recchia, D Bonofiglio, S Catalano, A Vivacqua, A Carpino, V Rago, R Rossi and S Andò, Journal of Molecular Endocrinology (2005) 35 269-281
- Knekt P, Kumpulainen J, Järvinen R; et al. (2002). "Flavonoid intake and risk of chronic diseases". Am. J. Clin. Nutr. 76 (3): 560–8. PMID 12198000.
{{cite journal}}: Explicit use of et al. in:|author=(help); Unknown parameter|month=ignored (help)CS1 maint: multiple names: authors list (link) - Nöthlings U, Murphy SP, Wilkens LR, Henderson BE, Kolonel LN (2007). "Flavonols and pancreatic cancer risk: the multiethnic cohort study". Am. J. Epidemiol. 166 (8): 924–31. doi:10.1093/aje/kwm172. PMID 17690219.
{{cite journal}}: Unknown parameter|month=ignored (help)CS1 maint: multiple names: authors list (link) - Syringetin biosynthetis pathway on metacyc.org