Key Documents

Sinensetin

Name: Sinensetin
Brand: SIGMA

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

Synonym(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

Empirical Formula (Hill Notation):

C₂₀H₂₀O₇

CAS Number:

2306-27-6

Molecular Weight:

372.37

NACRES:

NA.77

UNSPSC Code:

12352200

Beilstein/REAXYS Number:

345748

Assay:

≥98% (HPLC)

Form:

powder

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Properties

Product Name

Sinensetin, ≥98% (HPLC)

Quality Segment

100

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

Description

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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This Item	PHL89278	P0111	B7283
Sigma-Aldrich SML1787 Sinensetin	PHL89278 Sinensetin	Sigma-Aldrich P0111 Phenserine	Sigma-Aldrich B7283 Benserazide hydrochloride
description ≥98% (HPLC)	description phyproof^® Reference Substance	description ≥98% (HPLC), solid	description ≥98% (HPLC), solid
form powder	form -	form solid	form solid
assay ≥98% (HPLC)	assay ≥95.0% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level -	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. room temp
solubility DMSO: 3 mg/mL, clear (warmed)	solubility -	solubility DMSO: >5 mg/mL, H₂O: <2 mg/mL	solubility H₂O: 10 mg/mL
color white to beige	color -	color off-white	color -

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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