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Merck

91255

Sigma-Aldrich

Myricitrin

≥99.0% (HPLC)

Synonym(e):

3,3′,4′,5,5′,7-Hexahydroxyflavon-3-O-rhamnosid, Myricetin-3-O-α-L-rhamnopyranosid, Myricetin-3-O-rhamnosid, Myricitrosid

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About This Item

Empirische Formel (Hill-System):
C21H20O12
CAS-Nummer:
Molekulargewicht:
464.38
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352201
PubChem Substanz-ID:
NACRES:
NA.25

Assay

≥99.0% (HPLC)

Form

powder

Methode(n)

HPLC: suitable

Farbe

light yellow

Lagertemp.

2-8°C

SMILES String

C[C@@H]1O[C@@H](OC2=C(Oc3cc(O)cc(O)c3C2=O)c4cc(O)c(O)c(O)c4)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C21H20O12/c1-6-14(26)17(29)18(30)21(31-6)33-20-16(28)13-9(23)4-8(22)5-12(13)32-19(20)7-2-10(24)15(27)11(25)3-7/h2-6,14,17-18,21-27,29-30H,1H3/t6-,14-,17+,18+,21-/m0/s1

InChIKey

DCYOADKBABEMIQ-OWMUPTOHSA-N

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Biochem./physiol. Wirkung

The metabolite myricitrin, 3-O-rhamnoside of myricetin, is found in plants, e.g. in the bark of Myrica esculenta (Myricaceae) and in the leaves of Myrica gale and in Chrysobalanus icaco. It is a feeding stimulant for some leaf beetles; and shown to have strong antioxidant activity against DPPH. Myricitrin may be of potential interest in the management of inflammatory conditions, and could constitute an attractive molecule of interest for the development of new analgesic drugs. Myricitrin is a nitric oxide (NO) and protein kinase C (PKC) inhibitor that has central nervous system activity, including anxiolytic-like action.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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Lalith Jayasinghe et al.
Natural product research, 26(8), 717-721 (2011-09-20)
Chemical investigation of the leaves of Elaeocarpus serratus yielded myricitrin (1), mearnsetin 3-O-β-D-glucopyranoside (2), mearnsitrin (3), tamarixetin 3-O-α-L-rhamnopyranoside (4) and the fruits of Filicium decipiens yielded three flavonol glycosides, kaempferol 3-O-rutinoside (5), kaempferol 3-O-robinobioside (6) and trifolin (7). Compound 1
Feeding stimulation of flavonoids for various leaf beetles (Coleoptera: Chrysomelidae).
Matsuda, K.
Appl. Entomol. Zool, 13, 228-230 (1978)
Flavia Carla Meotti et al.
Biochemical pharmacology, 72(12), 1707-1713 (2006-10-31)
The aim of the present study was to investigate the effects of myricitrin, a flavonoid with anti-inflammatory and antinociceptive action, upon persistent neuropathic and inflammatory pain. The neuropathic pain was caused by a partial ligation (2/3) of the sciatic nerve
Flavia Carla Meotti et al.
European journal of pharmacology, 567(3), 198-205 (2007-05-01)
The present study was designed to investigate the mechanisms involved in the antinociception afforded by myricitrin in chemical models of nociception in mice. Myricitrin given by intrathecal (i.t.) or intracerebroventricular (i.c.v.) route produced dose-related antinociception when evaluated against acetic acid-induced
Dawood Hattas et al.
Phytochemistry, 72(14-15), 1796-1803 (2011-05-31)
Low molecular weight phenolics are suggested to have a role in mediating diet selection in mammalian herbivores. However, very little is known about low molecular weight phenolic profiles of African savanna woody species. We determined low molecular weight phenolic profiles

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