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About This Item
Empirical Formula (Hill Notation):
C18H16O7
CAS Number:
Molecular Weight:
344.32
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Product Name
Eupatorin, ≥97% (HPLC)
InChI
1S/C18H16O7/c1-22-12-5-4-9(6-10(12)19)13-7-11(20)16-14(25-13)8-15(23-2)18(24-3)17(16)21/h4-8,19,21H,1-3H3
SMILES string
COc1ccc(cc1O)C2=CC(=O)c3c(O)c(OC)c(OC)cc3O2
InChI key
KLAOKWJLUQKWIF-UHFFFAOYSA-N
assay
≥97% (HPLC)
form
powder
color
white to beige
solubility
DMSO: >10 mg/mL
storage temp.
room temp
Quality Level
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Application
Eupatorin has been used as reference standard for characterization of Artemisia extracts using mass spectrometry (MS).
Biochem/physiol Actions
Eupatorin acts as an antiproliferative in cells expressing the CYP1A- family. It induces G2/M block follow by apoptosis in cells expressing the CYP1A- family. It also functions as an anti-inflammatory.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Anna-Leena Salmela et al.
Experimental cell research, 318(5), 578-592 (2012-01-10)
The spindle assembly checkpoint (SAC) is a conserved mechanism that ensures the fidelity of chromosome distribution in mitosis by preventing anaphase onset until the correct bipolar microtubule-kinetochore attachments are formed. Errors in SAC function may contribute to tumorigenesis by inducing
I M Lyckander et al.
Prostaglandins, leukotrienes, and essential fatty acids, 54(4), 239-246 (1996-04-01)
15-Lipoxygenase from soybeans is inactivated by bubbling air through enzyme solutions. This inactivation is prevented by flavonoids from the East Asian medicinal plant Orthosiphon spicatus, previously found to be inhibitors of the enzyme. 5,7,4'-Trimethylapigenin, eupatorin and 5,7,3',4'-tetramethylluteolin show the strongest
Yit Hong Loon et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 816(1-2), 161-166 (2005-01-25)
A simple liquid chromatographic method was developed for the simultaneous determination of flavonoids from Orthosiphon stamineus Benth, namely sinensitin, eupatorin and 3'-hydroxy-5,6,7,4'-tetramethoxyflavone, in plasma. Prior to analysis, the flavonoids and the internal standard (naproxen) were extracted from plasma samples using
Iva Dolečková et al.
Fitoterapia, 83(6), 1000-1007 (2012-06-16)
Flavone eupatorin is one of the constituents of Orthosiphon stamineus, a medicinal herb used in folk medicine in South East Asia for treatment of various disorders. In our study, we investigated the antiproliferative properties of a chloroform extract of the
Nursyamirah Abd Razak et al.
Integrative cancer therapies, 19, 1534735420935625-1534735420935625 (2020-08-25)
Eupatorin is a polymethoxy flavone extracted from Orthosiphon stamineus and was reported to exhibit cytotoxic effects on several cancer cell lines. However, its effect as an anti-breast cancer agent in vivo has yet to be determined. This study aims to
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