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Eupatilin

CAT: 0804-HY-N0783-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0783-01Size:10 mg
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Description
Eupatilin, a lipophilic flavonoid isolated from Artemisia argyi, is a PPARα agonist, and possesses anti-apoptotic, anti-oxidative and anti-inflammatory activities.
CAS Number
22368-21-4
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Autophagy; PPAR
Type
Natural Products
Related Pathways
Autophagy; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor
Applications
COVID-19-anti-virus
Field of Research
Inflammation/Immunology; Neurological Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/Eupatilin.html
Purity
98.90
Solubility
DMSO : 33.33 mg/mL (ultrasonic)
Smiles
O=C1C=C(C2=CC=C(OC)C(OC)=C2)OC3=CC(O)=C(OC)C(O)=C13
Molecular Formula
C18H16O7
Molecular Weight
344.32
Precautions
H302, H315, H319, H335
References & Citations
[1]Jung Y, et al. Eupatilin, an activator of PPARα, inhibits the development of oxazolone-induced atopic dermatitis symptoms in Balb/c mice. Biochem Biophys Res Commun. 2018 Feb 5;496 (2) :508-514.|[2]Jung Y, et al. Eupatilin with PPARα agonistic effects inhibits TNFα-induced MMP signaling in HaCaT cells. Biochem Biophys Res Commun. 2017 Nov 4;493 (1) :220-226.|[3]Du L, et al. Eupatilin prevents H2O2-induced oxidative stress and apoptosis in human retinal pigment epithelial cells. Biomed Pharmacother. 2017 Jan;85:136-140.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
PPARα

Chemical Information

Eupatilin

Eupatilin is a trimethoxyflavone that is flavone substituted by hydroxy groups at C-5 and C-7 and methoxy groups at C-6, C-3' and C-4' respectively. Isolated from Citrus reticulata and Salvia tomentosa, it exhibits anti-inflammatory, anti-ulcer and antineoplastic activities. It has a role as a metabolite, an antineoplastic agent, an anti-ulcer drug, an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor and an anti-inflammatory agent. It is a trimethoxyflavone and a dihydroxyflavone.

CAS Number22368-21-4
PubChem CID5273755
IUPAC Name2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxychromen-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(O2)C=C(C(=C3O)OC)O)OC
InChI
InChI=1S/C18H16O7/c1-22-12-5-4-9(6-14(12)23-2)13-7-10(19)16-15(25-13)8-11(20)18(24-3)17(16)21/h4-8,20-21H,1-3H3
InChIKey
DRRWBCNQOKKKOL-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Eupatilin
CAS: 22368-21-4
CID: 5273755
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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