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Merck

SML1787

Sigma-Aldrich

Sinensetin

≥98% (HPLC), powder, anti-inflammatory agent

Synonym(e):

2-(3,4-Dimethoxy-phenyl)-5,6,7-trimethoxy-chromen-4-on, 2-(3,4-Dimethoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-on, 3′,4′,5,6,7-Pentamethoxy-flavon, 6-Hydroxyluteolin-5,6,7,3′,4′-pentamethylether, Pedalitinpermethylether

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About This Item

Empirische Formel (Hill-System):
C20H20O7
CAS-Nummer:
Molekulargewicht:
372.37
Beilstein:
345748
UNSPSC-Code:
12352200
NACRES:
NA.77

Produktbezeichnung

Sinensetin, ≥98% (HPLC)

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 3 mg/mL, clear (warmed)

Lagertemp.

2-8°C

SMILES String

O=C1C=C(C2=CC(OC)=C(OC)C=C2)OC3=C1C(OC)=C(OC)C(OC)=C3

InChI

1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(27-14)10-17(24-3)19(25-4)20(18)26-5/h6-10H,1-5H3

InChIKey

LKMNXYDUQXAUCZ-UHFFFAOYSA-N

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Allgemeine Beschreibung

Sinensetin is a polymethoxylated flavonoid derived from plants. It is mainly seen in Orthosiphon aristatus var. aristatus and various citrus fruits. Sinensetin is abundantly present in the peel than in other parts of the citrus fruits.

Anwendung

Sinensetin may be used as a citrus flavonoid to study its anti-adipogenic effects on AMP-activated protein kinase (AMPK) activation in palmitate (PA)-treated HepG2 cells. It may also be used as a standard to quantify polyphenol content in Orthosiphon stamineus extracts using ultra-performance liquid chromatography (UPLC).

Biochem./physiol. Wirkung

Sinensetin is a citrus flavonoid with anti-inflammatory and anti-proliferative activity. It has also been shown to enhance adipogenesis and lipolysis. It exhibits anticancer, antimicrobial, anti-dementia, antioxidant, anti-obesity, anti-trypanosomal, and vasorelaxant activities. It is capable of inhibiting P-glycoprotein (P-gp), efflux transporter, and breast cancer resistance protein (BCRP). Sinensetin has the potential to serve as a flavonoid chemosensitizer.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Kunden haben sich ebenfalls angesehen

Vasilis P Androutsopoulos et al.
Pharmacology & therapeutics, 126(1), 9-20 (2010-02-16)
Flavonoids are polyphenolic compounds that have attracted the attention of the scientific community as the hallmark molecules responsible for cancer prevention by a plethora of different mechanisms. One of their most important characteristics, responsible for their cancer preventive properties, is
Mirka Laavola et al.
Planta medica, 78(8), 779-786 (2012-04-21)
Cytokines and other inflammatory mediators, such as prostaglandin E₂ (PGE₂) and nitric oxide (NO) produced by cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS), respectively, activate and drive inflammation and therefore serve as targets for anti-inflammatory drug development. Orthosiphon stamineus
Seong-Il Kang et al.
Biological & pharmaceutical bulletin, 38(4), 552-558 (2015-03-05)
Sinensetin is a rare polymethoxylated flavone (PMF) found in certain citrus fruits. In this study, we investigated the effects of sinensetin on lipid metabolism in 3T3-L1 cells. Sinensetin promoted adipogenesis in 3T3-L1 preadipocytes growing in incomplete differentiation medium, which did

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