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Yangonin

Cat No.:V30402 Purity: ≥98%
Yangonin has high affinity for the human recombinant cannabinoid CB1 receptor, with IC50 and Ki of 1.79 μM and 0.72 μM, respectively.
Yangonin
Yangonin Chemical Structure CAS No.: 500-62-9
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
Other Sizes
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Product Description
Yangonin has high affinity for the human recombinant cannabinoid CB1 receptor, with IC50 and Ki of 1.79 μM and 0.72 μM, respectively.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Yangonin is one of pepper's six primary kavalactones. By suppressing NF-κB RelA/p65 subunit transcription, yangonin efficiently prevents NF-κB activation. The NF-κB reporter gene's induced expression is substantially suppressed by yangonin. Yangonin, however, does not obstruct p65 nuclear translocation, TNF-α-induced inhibitor of κBα (IκBα) degradation, or NF-κB's DNA-binding activity. Yangonin suppresses RelA/p65's transactivation activity in addition to the NF-κB activation brought on by RelA/p65 overexpression. Yangonin dramatically reduces the activation of ERK 1/2 and stress-activated protein kinase/JNK, but does not decrease TNF-α-induced p38 activation [2].
References

[1]. Kavalactones and the endocannabinoid system: the plant-derived yangonin is a novel CB1 receptor ligand. Pharmacol Res. 2012 Aug;66(2):163-9.

[2]. Yangonin blocks tumor necrosis factor-α-induced nuclear factor-κB-dependent transcription by inhibiting the transactivation potential of the RelA/p65 subunit. J Pharmacol Sci. 2012;118(4):447-54.

[3]. Kavalactones protect neural cells against amyloid beta peptide-induced neurotoxicity via extracellular signal-regulated kinase 1/2-dependent nuclear factor erythroid 2-related factor 2 activation. Mol Pharmacol. 2008 Jun;73(6):1785-95.

Additional Infomation
Yangonin is a member of 2-pyranones and an aromatic ether.
Yangonin has been reported in Piper majusculum, Piper methysticum, and Ranunculus silerifolius with data available.
See also: Piper methysticum root (part of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H14O4
Molecular Weight
258.2693
Exact Mass
258.089
CAS #
500-62-9
PubChem CID
5281575
Appearance
Light yellow to yellow solid powder
Density
1.2±0.1 g/cm3
Boiling Point
487.6±45.0 °C at 760 mmHg
Melting Point
155-157ºC
Flash Point
219.7±28.8 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.578
LogP
1.75
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
19
Complexity
412
Defined Atom Stereocenter Count
0
SMILES
COC1=CC=C(C=C1)/C=C/C2=CC(=CC(=O)O2)OC
InChi Key
XLHIYUYCSMZCCC-VMPITWQZSA-N
InChi Code
InChI=1S/C15H14O4/c1-17-12-6-3-11(4-7-12)5-8-13-9-14(18-2)10-15(16)19-13/h3-10H,1-2H3/b8-5+
Chemical Name
4-methoxy-6-[(E)-2-(4-methoxyphenyl)ethenyl]pyran-2-one
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: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~25 mg/mL (~96.80 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (9.68 mM) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 + to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.8719 mL 19.3596 mL 38.7192 mL
5 mM 0.7744 mL 3.8719 mL 7.7438 mL
10 mM 0.3872 mL 1.9360 mL 3.8719 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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