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Merck

SMB00174

Sigma-Aldrich

Cirsimaritin

≥90% (LC/MS-ELSD)

Sinónimos:

4′,5-Dihydroxy-6,7-dimethoxyflavone, Skrofulein

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About This Item

Fórmula empírica (notación de Hill):
C17H14O6
Número de CAS:
Peso molecular:
314.29
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.25

Análisis

≥90% (LC/MS-ELSD)

formulario

solid

aplicaciones

metabolomics
vitamins, nutraceuticals, and natural products

temp. de almacenamiento

−20°C

cadena SMILES

COc1cc2OC(=CC(=O)c2c(O)c1OC)c3ccc(O)cc3

InChI

1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3

Clave InChI

ZIIAJIWLQUVGHB-UHFFFAOYSA-N

Descripción general

Natural product derived from plant source.

Acciones bioquímicas o fisiológicas

Cirsimaritin has been shown to inhibit tumor cell growth and induce mitochondrial apoptosis in GBC-SD cells. It was proposed that cirsimaritin-induced reactive oxygen species is the trigger for ER stress and down-regulate the phosphorylation of Akt.

Pictogramas

Skull and crossbonesEnvironment

Palabra de señalización

Danger

Frases de peligro

Consejos de prudencia

Clasificaciones de peligro

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Zhiwei Quan et al.
Cancer letters, 295(2), 252-259 (2010-04-03)
In this study, the anticancer effect of cirsimaritin, a natural flavonoid, against human gallbladder carcinoma cell line GBC-SD and the underlying mechanisms were investigated. Cirsimaritin inhibited the growth of tumor cells and induced mitochondrial apoptosis in GBC-SD cells. In addition
Zheng-wen Yu et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 30(17), 1335-1338 (2005-12-06)
To study chemical constituents of Incarvillea arguta and their accelerating PC-12 cell differentiation. The constituents were isolated and repeatedly purified on silica gel column chromatography, and were identified on the basis of physicochemical and spectroscopic analysis. The neurotrophic activity of
J A Hasrat et al.
The Journal of pharmacy and pharmacology, 49(11), 1150-1156 (1997-12-24)
In traditional medicine Microtea debilis is used against proteinuria. In ligand-binding studies extracts of Microtea debilis have been shown to inhibit the binding of [3H]1,3-dipropyl-8-cyclopentylxanthine ([3H]DPCPX) to adenosine-A1 receptors in rat forebrain membranes. Subsequently, cirsimarin, a flavonoid, was isolated as
Jih-Pyang Wang et al.
Naunyn-Schmiedeberg's archives of pharmacology, 366(4), 307-314 (2002-09-19)
In this study, the cellular localization of the inhibitory effect of a natural flavonoid cirsimaritin against formyl-methionyl-leucyl-phenylalanine (fMLP)-induced respiratory burst in rat neutrophils was investigated. Cirsimaritin concentration-dependently inhibited the superoxide anion (O(*-)(2))generation and O(2) consumption (IC(50) 11.5+/-2.2 micro M and
Mohamed Ben Sghaier et al.
Environmental toxicology and pharmacology, 32(3), 336-348 (2011-10-19)
Fractionation of the chloroformic extracts from Teucrium ramosissimum leaves resulted in the isolation of three flavonoids: genkwanin (1), cirsimaritin (2) and 4',7-dimethoxy apigenin (4) and one sesquiterpene: β-eudesmol (3). The structures were determined using data obtained from (1)H and (13)C

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