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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
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

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[1]; and shown to have strong antioxidant activity against DPPH.[2] Myricitrin may be of potential interest in the management of inflammatory conditions[3], and could constitute an attractive molecule of interest for the development of new analgesic drugs.[4] Myricitrin is a nitric oxide (NO) and protein kinase C (PKC) inhibitor that has central nervous system activity, including anxiolytic-like action.[5]

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


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Feeding stimulation of flavonoids for various leaf beetles (Coleoptera: Chrysomelidae).
Matsuda, K.
Appl. Entomol. Zool, 13, 228-230 (1978)
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
M Pereira et al.
Progress in neuro-psychopharmacology & biological psychiatry, 35(7), 1636-1644 (2011-06-22)
Myricitrin is a nitric oxide (NO) and protein kinase C (PKC) inhibitor that has central nervous system activity, including anxiolytic-like action. Nitric oxide inhibitors blocked the behavioral effects of apomorphine, suggesting an antipsychotic-like effect. Furthermore, PKC inhibition reduced psychotic symptoms
Marina Machado Córdova et al.
Neuroscience letters, 495(3), 173-177 (2011-02-15)
The present work explored the antinociceptive effects of the flavonoid myricitrin in models of overt nociception triggered by intraplantar injection of chemical algogens into the hind paw of mice. The nociception induced by bradykinin (3 nmol/paw i.pl.) was abolished by
Ching-Huai Ko et al.
Molecular cancer therapeutics, 4(2), 281-290 (2005-02-17)
Colorectal carcinoma is a leading cause of human mortality due to its high metastatic ability. Because the activation of matrix metalloproteinases (MMP) is a key factor in the metastatic process, agents with the ability to inhibit MMP activity have potential

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