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Key Documents

SML1787

Sigma-Aldrich

Sinensetin

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

Synonyma:

2-(3,4-Dimethoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one, 2-(3,4-Dimethoxyphenyl)-5,6,7-trimethoxychromen-4-one, 3′,4′,5,6,7-Pentamethoxyflavone, 6-Hydroxyluteolin 5,6,7,3′,4′-pentamethyl ether, Pedalitin permethyl ether

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C20H20O7
Číslo CAS:
Molekulová hmotnost:
372.37
Beilstein/REAXYS Number:
345748
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Sinensetin, ≥98% (HPLC)

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 3 mg/mL, clear (warmed)

storage temp.

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

InChI key

LKMNXYDUQXAUCZ-UHFFFAOYSA-N

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General description

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.

Application

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 Actions

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Sigma-Aldrich

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USP

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Quercetin

Quercetin ≥95% (HPLC), solid

Sigma-Aldrich

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Quercetin

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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