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Euparin (Zelanin) 532-48-9

Euparin (Zelanin) 532-48-9

CAS No.: 532-48-9

Euparin is a monomer compound of benzofuran and a reactive oxygen species (ROS) inhibitor. Euparin has antiviral effect
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Euparin is a monomer compound of benzofuran and a reactive oxygen species (ROS) inhibitor. Euparin has antiviral effect against poliovirus and also has antidepressant effects.

Physicochemical Properties


Molecular Formula C13H12O3
Molecular Weight 216.23
Exact Mass 216.079
CAS # 532-48-9
PubChem CID 119039
Appearance Light yellow to yellow solid powder
Density 1.187g/cm3
Boiling Point 258.3ºC at 760mmHg
Melting Point 152-153℃
Flash Point 110ºC
Index of Refraction 1.602
LogP 3.374
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 2
Heavy Atom Count 16
Complexity 310
Defined Atom Stereocenter Count 0
InChi Key OPUFDNZTKHPZHM-UHFFFAOYSA-N
InChi Code

InChI=1S/C13H12O3/c1-7(2)12-5-9-4-10(8(3)14)11(15)6-13(9)16-12/h4-6,15H,1H2,2-3H3
Chemical Name

1-(6-hydroxy-2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro Euparin demonstrates antiviral activity against types 1, 2, and 3 of poliovirus in Vero cells, with EC50 values of 0.47 µg/mL, 0.12 µg/mL, and 0.15 µg/mL, respectively[1].
ln Vivo Euparin (8, 16 and 32 mg/kg) decreases behavior resembling depression in rats used in the Chronic Unpredictable Mild Stress (CUMS) model. In the brains of depressed mice, euparin at all doses has been shown to enhance monoamine neurotransmitter contents and decrease monoamine oxidase and reactive oxygen species (ROS) levels. The decrease in the expression of brain-derived neurotrophic factor (BDNF), N-methyl-D-aspartate receptor subtype 2B (NMDAR2B), and Spermidine/Spermine N1-Acetyltransferase 1 (SAT1) caused by CUMS is restored by euparine[ 2].
References

[1]. Antipoliovirus Activity of the Organic Extract of Eupatorium buniifolium: Isolation of Euparin as an Active Compound. Evid Based Complement Alternat Med. 2013;2013:402364.

[2]. Antidepressant Activity of Euparin: Involvement of Monoaminergic Neurotransmitters and SAT1/NMDAR2B/BDNF Signal Pathway. Biol Pharm Bull. 2020 Oct 1;43(10):1490-1500.

Additional Infomation Euparin is a member of benzofurans. It has a role as a metabolite.
Euparin has been reported in Morithamnus crassus, Senecio vernalis, and other organisms with data available.

Solubility Data


Solubility (In Vitro) May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo) Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300:Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)

Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders

Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.6247 mL 23.1235 mL 46.2471 mL
5 mM 0.9249 mL 4.6247 mL 9.2494 mL
10 mM 0.4625 mL 2.3124 mL 4.6247 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.