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Merck

SML1787

Sinensetin

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

Synonyme(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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A propos de cet article

Formule empirique (notation de Hill) :
C20H20O7
Numéro CAS:
Poids moléculaire :
372.37
NACRES:
NA.77
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
345748
Assay:
≥98% (HPLC)
Form:
powder
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Nom du produit

Sinensetin, ≥98% (HPLC)

Quality Segment

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

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.


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Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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