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:
Molecular Weight:
314.29
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
assay
≥90% (LC/MS-ELSD)
form
solid
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
−20°C
SMILES string
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
InChI key
ZIIAJIWLQUVGHB-UHFFFAOYSA-N
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.
signalword
Danger
hcodes
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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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)
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SMB00174-1MG | 04061837076220 |