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Merck
CN

SMB00174

Cirsimaritin

≥90% (LC/MS-ELSD)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H14O6
CAS Number:
6601-62-3
Molecular Weight:
314.29
NACRES:
NA.25
PubChem Substance ID:
329824840
UNSPSC Code:
12352200
MDL number:
MFCD00238561

Key Documents

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Product Name

Cirsimaritin, ≥90% (LC/MS-ELSD)

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

SMILES string

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

InChI key

ZIIAJIWLQUVGHB-UHFFFAOYSA-N

assay

≥90% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

Related Categories

Biochem/physiol Actions

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.

General description

Natural product derived from plant source.

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

hcodes

H301,H410

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
122228361V
122228476V
122228348V
122228338V
122228338

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Effects of cirsimaritin, a flavone isolated from Artemisia judaica, on isolated guinea-pig ileum.
S S Abdalla et al.
Planta medica, 53(4), 322-324 (1987-08-01)
Kaan Polatoğlu et al.
Journal of AOAC International, 96(6), 1222-1227 (2014-03-22)
Tanacetum chiliophyllum (Fisch. & Mey.) var. oligocephalum (D.C.) Sosn. collected in Turkey was subjected to phytochemical and biological evaluations in this study. Pure compounds were obtained from ethyl acetate extracts of the stems of the plant material. Structures of isolated
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
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