Skip to Content
Merck
CN

SMB00174

Cirsimaritin

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

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

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Related Categories

General description

Natural product derived from plant source.

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.

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

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

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

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service