Myricitrin
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| Names | |
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| IUPAC name
3′,4′,5,5′,7-Pentahydroxy-3-(α-L-rhamnopyranosyloxy)flavone
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| Systematic IUPAC name
5,7-Dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one | |
| Other names
Myricitroside
Myricitrine Myricetrin Myricetol 3-rhamnoside Myricetin 3-O-rhamnoside Myricetin 3-rhamnoside | |
| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.038.036 |
| KEGG | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C21H20O12 | |
| Molar mass | 464.37 g/mol |
| Density | 1.882 g/mL |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Myricitrin is a plant compound, the 3-O-α-L-rhamnopyranoside of myricetin.[1]
Occurrences
[edit]It can be isolated from the root bark of Myrica cerifera (Bayberry, a small tree native to North America), in Myrica esculenta, in Nymphaea lotus[2] and N. odorata, in Chrysobalanus icaco[3] and in Polygonum aviculare.[4]
Myricitrin is used by several beetle species in their communication system.[5] These include Plagioderma versicolora, Agelastica coerulea, Atrachya menetrisi, Altica nipponica, Altica oleracea, Gastrolina depressa.
Health effect
[edit]Myricitrin is a nitric oxide and protein kinase C inhibitor and exhibits antipsychotic-like and anxiolytic-like effects in animal models of psychosis and anxiety respectively.[6]
References
[edit]- ^ "Myricetin 3-rhamnoside".
- ^ Elegami, AA; Bates, C; Gray, AI; MacKay, SP; Skellern, GG; Waigh, RD (2003). "Two very unusual macrocyclic flavonoids from the water lily Nymphaea lotus". Phytochemistry. 63 (6): 727–31. doi:10.1016/S0031-9422(03)00238-3. PMID 12842147.
- ^ Barbosa, Wagner Luiz R.; Peres, Amiraldo; Gallori, Sandra; Vincieri, Franco F. (2006). "Determination of myricetin derivatives in Chrysobalanus icaco L. (Chrysobalanaceae)". Revista Brasileira de Farmacognosia. 16 (3): 333. doi:10.1590/S0102-695X2006000300009.
- ^ LC Method for Analysis of Three Flavonols in Rat Plasma and Urine after Oral Administration of Polygonum aviculare Extract. Fuquan Xu, Huashi Guan, Guoqiang Li and Hongbing Liu, Chromatographia, June 2009, Volume 69, Issue 11-12, pages 1251-1258, doi:10.1365/s10337-009-1088-x
- ^ Myricitrin on pherobase.com
- ^ Pereira, M; Siba, IP; Chioca, LR; Correia, D; Vital, MA; Pizzolatti, MG; Santos, AR; Andreatini, R (August 2011). "Myricitrin, a nitric oxide and protein kinase C inhibitor, exerts antipsychotic-like effects in animal models". Progress in Neuro-Psychopharmacology & Biological Psychiatry. 35 (7): 1636–44. doi:10.1016/j.pnpbp.2011.06.002. PMID 21689712.