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90081

Sigma-Aldrich

3-O-Methylquercetin

≥97% (HPLC)

Sinonimo/i:

5,7,3′ ,4′ -Tetrahydroxy-3-methoxyflavone, Quercetin 3-O-methyl ether

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1 MG
CHF 184.00
5 MG
CHF 713.00

CHF 184.00

Spedizione prevista il28 maggio 2025

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1 MG
CHF 184.00
5 MG
CHF 713.00

About This Item

Formula empirica (notazione di Hill):
C16H12O7
Numero CAS:
1486-70-0
Peso molecolare:
316.26
Beilstein:
324509
Numero MDL:
MFCD00210588
Codice UNSPSC:
12352202
ID PubChem:
329769845
NACRES:
NA.32

CHF 184.00

Spedizione prevista il28 maggio 2025

Saggio

≥97% (HPLC)

Stato

powder

Stringa SMILE

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
WEPBGSIAWZTEJR-UHFFFAOYSA-N

Azioni biochim/fisiol

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].

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301

Consigli di prudenza

P301 + P310

Classi di pericolo

Acute Tox. 3 Oral

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
BCCL8030
BCCH2859
BCBW5668
BCBV1478
BCBP5687V

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Sigma-Aldrich

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Ana Paula Preczenhak et al.
Food chemistry, 286, 600-607 (2019-03-05)
This study investigated the effectiveness of cysteine in conservation of bioactive compounds and the antioxidant capacity of minimally processed red beet. After red beet minimal processing increasing cysteine concentrations were applied, corresponding to control, 2 mM, 4 mM, 8 mM and 16 mM. Assay
Jixia Li et al.
Carcinogenesis, 33(2), 459-465 (2011-12-06)
Chemoprevention has been acknowledged as an important and practical strategy for the management of skin cancer. Quercetin-3-methyl ether, a naturally occurring compound present in various plants, has potent anticancer-promoting activity. We identified this compound by in silico virtual screening of
3-O-methylquercetin more selectively inhibits phosphodiesterase subtype 3
Ko WC, et al.
Planta Medica, 69(04), 310-315 (2003)
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
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
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Questions

  1. is this product also called Isorhamnetin?

    1 answer

    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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