Eupatorin
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Eupatorin
structure -
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CAS No:
855-96-9
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Formula:
C18H16O7
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Chemical Name:
Eupatorin
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Synonyms:
4H-1-Benzopyran-4-one,5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-;Flavone,3′,5-dihydroxy-4′,6,7-trimethoxy-;5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxy-4H-1-benzopyran-4-one;Eupatorin;Eupatorine;3′,5-Dihydroxy-4′,6,7-trimethoxyflavone;6-Methoxyluteolin 4′,7-dimethyl ether;NSC 106402;5,3′-Dihydroxy-6,7,4′-trimethoxyflavone;E 4660;1391-48-6
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CAS No:
Description
Eupatorin, a naturally occurring flavone, arrests cells at the G2-M phase of the cell cycle and induces apoptotic cell death involving activation of multiple caspases, mitochondrial release of cytochrome c and poly(ADP-ribose) polymerase cleavage[1].
Eupatorin is a trimethoxyflavone that is 6-hydroxyluteolin in which the phenolic hydogens at positions 4', 6 and 7 have been replaced by methyl groups. It has a role as a Brassica napus metabolite, an apoptosis inducer, a vasodilator agent, a calcium channel blocker, an anti-inflammatory agent, a P450 inhibitor and an antineoplastic agent. It is a dihydroxyflavone, a trimethoxyflavone and a polyphenol. It derives from a 6-hydroxyluteolin.
Characteristics
94.4
2.96
white to beige
1.4±0.1 g/cm3
190-193 °C
587.0±50.0 °C at 760 mmHg
216.0±23.6 °C
1.627
Insoluble in water. soluble in chloroform and methanol.DMSO: >10mg/mL
room temp
Safety Information
UN 2811 6.1 / PGIII
1
36/37/38-25
26-36-45
T
P301 + P310
H301
|Danger|H301 (88.37%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Eupatorin Use and Manufacturing
Eupatorin is a flavanoid with antiproliferative activity in cells expressing the CYP1 family. Eupatorin also displays antioxidant and anti-inflammatory activity.
Polyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Computed Properties
Molecular Weight:344.3
XLogP3:2.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:344.08960285
Monoisotopic Mass:344.08960285
Topological Polar Surface Area:94.4
Heavy Atom Count:25
Complexity:520
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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