Myricitrin

Myricitrin
Names
	IUPAC name 3′,4′,5,5′,7-Pentahydroxy-3-(α-L-rhamnopyranosyloxy)flavone
	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
CAS Number	17912-87-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:70082 ;
ChEMBL	ChEMBL454576 ;
ChemSpider	4444992 ;
ECHA InfoCard	100.038.036
KEGG	C10108 ;
PubChem CID	5281673;
UNII	5Z0ZO61WPJ ;
CompTox Dashboard (EPA)	DTXSID40170771 ;
	SMILES CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)O)O;
Properties
Chemical formula	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). verify (what is ?) Infobox references

Myricitrin is a plant compound, the 3-O-α-L-rhamnopyranoside of myricetin.^[1]

Occurrences

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

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

[1]

[2]

[3]

[4]

[5]

[6]

Names

IUPAC name 3′,4′,5,5′,7-Pentahydroxy-3-(α-L-rhamnopyranosyloxy)flavone
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
CAS Number	17912-87-7^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:70082^N
ChEMBL	ChEMBL454576^N
ChemSpider	4444992^N
ECHA InfoCard	100.038.036
KEGG	C10108^Y
PubChem CID	5281673
UNII	5Z0ZO61WPJ^Y
CompTox Dashboard (EPA)	DTXSID40170771
SMILES CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)O)O
Properties
Chemical formula	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). N verify (what is ^YN ?) Infobox references