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90081

Sigma-Aldrich

3O-Methylquercetin

≥97% (HPLC)

Synonym(e):

5,7,3′ ,4′ -Tetrahydroxy-3-methoxy-flavon, Quercetin-3-O-methylether

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1 MG
191,00 €
5 MG
702,00 €

191,00 €

Versandbereit am31. März 2025Details

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1 MG
191,00 €
5 MG
702,00 €

About This Item

Empirische Formel (Hill-System):
C16H12O7
CAS-Nummer:
1486-70-0
Molekulargewicht:
316.26
Beilstein:
324509
MDL-Nummer:
MFCD00210588
UNSPSC-Code:
12352202
PubChem Substanz-ID:
329769845
NACRES:
NA.32

191,00 €

Versandbereit am31. März 2025Details

Assay

≥97% (HPLC)

Form

powder

SMILES String

COC1=C(Oc2cc(O)cc(O)c2C1=O)c3ccc(O)c(O)c3

InChI

1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3

InChIKey

WEPBGSIAWZTEJR-UHFFFAOYSA-N

Biochem./physiol. Wirkung

3-O-Methylquercetin significantly inhibits cyclic adenosine monophosphate- (cAMP-) and cyclic guanosine monophosphate- (cGMP-) phosphodiesterase activity.[1] It possess anti-inflammatory, bronchodilating properties and used in treatment of asthma. It suppresses the total inflammatory cells, tumor necrosis factor-α (TNF-α) and attenuates the production of interleukins.[2]
3-O-Methylquercetin is a metabolite in flavone and flavonol biosynthesis. It is a naturally occurring compound present in various plants, and was shown to have potent anticancer-promoting[3], antioxidant[4], antiallergy[5], and antimicrobial activity[6], and showed strong anti-viral activity inhibition of tomato ringspot virus[7].

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301

P-Sätze

P301 + P310

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCL8030
BCCH2859
BCBW5668
BCBV1478
BCBP5687V

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Die Dokumentenbibliothek aufrufen

Clement K Ameho et al.
The Journal of nutritional biochemistry, 19(7), 467-474 (2007-10-02)
Dietary antioxidants interact in a dynamic fashion, including recycling and sparing one another, to decrease oxidative stress. Limited information is available regarding the interrelationships in vivo between quercetin and vitamin E. We investigated the antioxidant activity and metabolism of quercetin
C Angeloni et al.
Biochimie, 89(1), 73-82 (2006-10-19)
The aim of this study was to investigate the potential of quercetin and two of its "in vivo" metabolites, 3'-O-methyl quercetin and 4'-O-methyl quercetin, to protect H9c2 cardiomyoblasts against H(2)O(2)-induced oxidative stress. As limited data are available regarding the potential
L Van Puyvelde et al.
Journal of natural products, 52(3), 629-633 (1989-05-01)
3,5-Dihydroxy-6,7,8-trimethoxyflavone, 3-O-methylquercetin, and helichrysetin were isolated from the flowers of the Rwandese medicinal plant, Helichrysum odoratissimum. Because of inconsistencies of the mp of the latter chalcone, a synthesis of helichrysetin was developed. 3-O-Methylquercetin was shown to be an active principle
Hyang Dok-Go et al.
Brain research, 965(1-2), 130-136 (2003-02-20)
The flavonoids quercetin, (+)-dihydroquercetin, and quercetin 3-methyl ether were isolated from the ethyl acetate fractions of the fruits and stems of Opuntia ficus-indica var. saboten. In the present study, we evaluated their protective effects against oxidative neuronal injuries induced in
Mechanisms of suppression of nitric oxide production by 3-O-methylquercetin in RAW 264.7 cells
Jiang JS, et al.
Journal of Ethnopharmacology, 103(2), 281-287 (2006)
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Fragen

  1. is this product also called Isorhamnetin?

    1 Antwort

    1. Isorhamnetin shares structural similarities with 3-O-methylquercetin. They are structural isomers, sharing similar chemical compositions but differing in the arrangement of atoms. Both compounds belong to the flavonoid family and have various dietary sources.

      For Item 90081, the structure and properties (SMILES string, InChI, InChI key) are of 3-O-methylquercetin per PubChem: https://pubchem.ncbi.nlm.nih.gov/compound/5280681.

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