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E4660

Eupatorin

≥97% (HPLC)

Synonym(s):

3′,5-Dihydroxy-4′,6,7-trimethoxyflavone, 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one, 6-Methoxyluteolin 4′,7-dimethyl ether, NSC 106402

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About This Item

Empirical Formula (Hill Notation):
C18H16O7
CAS Number:
855-96-9
Molecular Weight:
344.32
NACRES:
NA.77
PubChem Substance ID:
329799061
UNSPSC Code:
12352200
MDL number:
MFCD00016929
Assay:
≥97% (HPLC)
Form:
powder
Quality level:
100
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Quality Level

100

assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >10 mg/mL

storage temp.

room temp

SMILES string

COc1ccc(cc1O)C2=CC(=O)c3c(O)c(OC)c(OC)cc3O2

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

InChI key

KLAOKWJLUQKWIF-UHFFFAOYSA-N

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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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Certificates of Analysis (COA)

Lot/Batch Number
0000471415
0000471415
0000164390
0000164390
0000142754

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Mirka Laavola et al.
Planta medica, 78(8), 779-786 (2012-04-21)
Cytokines and other inflammatory mediators, such as prostaglandin E₂ (PGE₂) and nitric oxide (NO) produced by cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS), respectively, activate and drive inflammation and therefore serve as targets for anti-inflammatory drug development. Orthosiphon stamineus
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
Mun Fei Yam et al.
Journal of acupuncture and meridian studies, 5(4), 176-182 (2012-08-18)
Orthosiphon stamineus extracts contain three flavonoids (3'-hydroxy-5,6,7,4'-tetramethoxyflavone, sinensetin, and eupatorin) as bioactive substances. Previous reported high performance liquid chromatography- ultraviolet (HPLC-UV) methods for the determination of these flavonoids have several disadvantages, including unsatisfactory separation times and not being well validated
Bioactive Phenolics of the Genus Artemisia (Asteraceae): HPLC-DAD-ESI-TQ-MS/MS Profile of the Siberian Species and Their Inhibitory Potential Against
Olennikov DN, et al.
Frontiers in Pharmacology, 9 (2018)
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
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Global Trade Item Number

SKUGTIN
E4660-5MG04061832923918
E4660-25MG04061832923901

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