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Eupatorin

CAT: 0013-GTR19159333-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159333-01Size:100 mg
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Description
Eupatorin has antiproliferative and antiangiogenic effects. Eupatorin has antiproliferative and cytostatic effects on MDA-MB-468 human breast cancer cells due to CYP1-mediated metabolism. Eupatorin-induced cell death is mediated by both the extrinsic and the intrinsic apoptotic pathways and through a mechanism dependent on reactive oxygen species generation. Eupatorin also has meaningful anti-inflammatory property.
CAS Number
855-96-9
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 250 mg/mL (726.07 mM)
Smiles
COc1ccc (cc1O) -c1cc (=O) c2c (O) c (OC) c (OC) cc2o1
Molecular Formula
C18H16O7
Molecular Weight
344.32
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Eupatorin

Eupatorin is a trimethoxyflavone that is 6-hydroxyluteolin in which the phenolic hydogens at positions 4', 6 and 7 have been replaced by methyl groups.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 antineoplastic agent, a vasodilator agent, a calcium channel blocker, a P450 inhibitor, an anti-inflammatory agent and an apoptosis inducer. It is a polyphenol, a trimethoxyflavone and a dihydroxyflavone. It is functionally related to a 6-hydroxyluteolin.

CAS Number855-96-9
PubChem CID97214
IUPAC Name5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,7-dimethoxychromen-4-one
Molecular FormulaC18H16O7
Molecular Weight344.3
XLogP2.9
Topological Polar Surface Area94.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count25
Formal Charge0
Complexity520
SMILES
COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O)O
InChI
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
InChIKey
KLAOKWJLUQKWIF-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Eupatorin
CAS: 855-96-9
CID: 97214
Formula: C18H16O7
MW: 344.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight344.3
XLogP32.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass344.08960285
Monoisotopic Mass344.08960285
Topological Polar Surface Area94.5 Ų
Heavy Atom Count25
Formal Charge0
Complexity520
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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