| Identification | Back Directory | [Name]
cirsimaritin | [CAS]
6601-62-3 | [Synonyms]
Skrofulein
Scrophulein
6-Methoxygenkwanin
Cirsimaritin >=90% (LC/MS-ELSD)
4',5-Dihydroxy-6,7-dimethoxyflavone
5-Hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-6,7-dimethoxy- | [Molecular Formula]
C17H14O6 | [MDL Number]
MFCD00238561 | [MOL File]
6601-62-3.mol | [Molecular Weight]
314.29 |
| Chemical Properties | Back Directory | [Melting point ]
257 °C | [Boiling point ]
563.6±50.0 °C(Predicted) | [density ]
1.402±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
DMSO: 10 mM | [form ]
A solid | [pka]
6.34±0.40(Predicted) | [color ]
Light yellow to light brown | [Major Application]
metabolomics
vitamins, nutraceuticals, and natural products | [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 | [InChIKey]
ZIIAJIWLQUVGHB-UHFFFAOYSA-N | [SMILES]
COc1cc2OC(=CC(=O)c2c(O)c1OC)c3ccc(O)cc3 | [LogP]
1.970 (est) |
| Safety Data | Back Directory | [Hazard Codes ]
T,N | [Risk Statements ]
25-50 | [Safety Statements ]
45-61 | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1 |
| Hazard Information | Back Directory | [Uses]
Cirsimaritin is a flavonoid obtained from Cirsium japonicum var. maackii pappus and is effective as an anti-inflammatory agent as well as antioxidant. | [Definition]
ChEBI: A dimethoxyflavone that is flavone substituted by methoxy groups at positions 6 and 7 and hydroxy groups at positions 5 and 4' respectively. | [Biological Activity]
Cirsimaritin has been shown to inhibit tumor cell growth and induce mitochondrial apoptosis in GBC-SD cells. It was proposed th at cirsimaritin-induced reactive oxygen species is the trigger for ER stress and down-regulate the phosphorylation of Akt. | [in vivo]
Cirsimaritin significantly reduces the anxiety in mice. Cirsimaritin does not decrease by co-administration of flumazenil (2.5 mg/kg) with salvigenin, rosmanol and cirsimaritin (10 mg/kg), indicating that the high-affinity benzodiazepine binding site is not involved in the anxiolytic activity induced by these compounds[1]. | [storage]
Store at -20°C |
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