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Documentos Principais

SML1787

Sigma-Aldrich

Sinensetin

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

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C20H20O7
Número CAS:
Peso molecular:
372.37
Beilstein:
345748
Código UNSPSC:
12352200
NACRES:
NA.77

Nome do produto

Sinensetin, ≥98% (HPLC)

Nível de qualidade

Ensaio

≥98% (HPLC)

Formulário

powder

cor

white to beige

solubilidade

DMSO: 3 mg/mL, clear (warmed)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

LKMNXYDUQXAUCZ-UHFFFAOYSA-N

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Descrição geral

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.

Aplicação

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).

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable


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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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