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Yangambin

Alias: (+)-Yangabin; Lirioresinol B, dimethyl-; Yangambin
Cat No.:V16596 Purity: ≥98%
Yangambin is a furofuran lignan that has been extracted from plants like the Annonaceae family like: R. pickeli, R. exalbida and R. mucosa as well as Magnolia biondii.
Yangambin
Yangambin Chemical Structure CAS No.: 13060-14-5
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
100mg
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Product Description
Yangambin is a furofuran lignan that has been extracted from plants like the Annonaceae family like: R. pickeli, R. exalbida and R. mucosa as well as Magnolia biondii. Yangambin is a selective PAF receptor blocker (antagonist) that can inhibit Ca2+ influx by regulating Ca2+ channels, resulting in a decrease in [Ca2+]i in vascular smooth muscle cells and subsequent peripheral vasodilation. Yangambin displays anti-allergy activity against β-hexosaminidase with IC50 of 33.8 μM and anti~inflammatory activity with IC50 of 37.4 μM.
Yangambin is a furofuran lignan isolated from plants of the Annonaceae family, including species of the genus Rollinia, as well as from Magnolia biondii. It functions as a calcium channel inhibitor, targeting voltage-gated Ca2+ channels. Yangambin is also a selective antagonist of the cardiovascular effects of platelet-activating factor (PAF). It exhibits antiallergic activity against β-hexosaminidase release with an IC50 of 33.8 μM and anti-inflammatory activity with an IC50 of 37.4 μM.
Biological Activity I Assay Protocols (From Reference)
Targets
Yangambin targets voltage-gated Ca2+ channels and the platelet-activating factor (PAF) receptor. As a calcium channel inhibitor, it reduces intracellular calcium levels in vascular smooth muscle cells, promoting peripheral vasodilation. As a selective PAF receptor antagonist, it inhibits the cardiovascular effects of PAF. Yangambin also exhibits antiallergic activity by inhibiting β-hexosaminidase release and anti-inflammatory properties.
ln Vitro
In vitro, Yangambin functions as a calcium channel inhibitor, targeting voltage-gated Ca2+ channels. It effectively reduces intracellular calcium levels in vascular smooth muscle cells, promoting peripheral vasodilation. Yangambin exhibits antiallergic activity against β-hexosaminidase release with an IC50 of 33.8 μM and anti-inflammatory activity with an IC50 of 37.4 μM. It is a selective antagonist of the cardiovascular effects of PAF.
ln Vivo
In vivo, Yangambin has a hypotensive effect, which probably involves the inhibition of Ca2+ influx. It constitutes a potential therapeutic agent in different shock states where abnormal PAF release is supposed to play an important role. The compound also has central nervous system activity. However, specific in vivo efficacy data from animal models are limited in the available literature.
Enzyme Assay
In vitro enzyme or receptor binding assays for Yangambin involve studying its binding to voltage-gated Ca2+ channels and the PAF receptor. Radioligand binding assays are performed using membrane preparations from cells expressing the PAF receptor or Ca2+ channels. The compound is incubated with a radiolabeled ligand, and the displacement of the ligand is measured to determine the affinity. Calcium flux assays are used to measure the inhibition of Ca2+ influx.
Cell Assay
In vitro cell-based assays for Yangambin are performed using vascular smooth muscle cells. Cells are treated with the compound, and intracellular calcium levels are measured using fluorescent dyes. The compound's effects on cell viability and function are also assessed. Antiallergic activity is assessed by measuring β-hexosaminidase release from mast cells. Anti-inflammatory activity is measured by assessing cytokine production.
Animal Protocol
In vivo animal experiments for Yangambin are limited in the available literature. The compound has been shown to have a hypotensive effect in animal models. It has been studied for its potential therapeutic applications in shock states where abnormal PAF release plays a role. However, specific detailed protocols for in vivo studies are not well-documented.
ADME/Pharmacokinetics
Pharmacokinetic (PK) properties of Yangambin indicate that it has a molecular weight of 446.49 and a molecular formula of C24H30O8. It is a solid powder with a purity of ≥98%. The compound should be stored in a dry, dark place at -20°C for up to 1 year. The chemical name is (1S,3aR,4S,6aR)-1,4-bis(3,4,5-trimethoxyphenyl)-hexahydrofuro[3,4-c]furan.
Toxicity/Toxicokinetics
Toxicology (toxicology) data for Yangambin are limited. As a natural lignan, it is generally considered safe at moderate doses. However, its safety profile in the context of therapeutic use requires further evaluation. The compound is for research use only and not for human therapeutic use.
References

[1]. Calcium influx inhibition is involved in the hypotensive and vasorelaxant effects induced by yangambin. Molecules. 2014 May 23;19(5):6863-76.

[2]. Anti-allergic and anti-inflammatory compounds from Aglaia andamanica leaves. Songklanakarin J. Sci. Technol. 2015,37 (1), 37-41.

Additional Infomation
Yangambin is a lignan. It has been reported in Laurelia novae-zelandiae, Tinospora sinensis, and other organisms with available data.
Other information: Yangambin is a furofuran lignan isolated from various plants. It is a selective PAF receptor antagonist and a calcium channel inhibitor. The compound exhibits antiallergic, anti-inflammatory, and hypotensive activities. Its CAS number is 13060-14-5.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C24H30O8
Molecular Weight
446.490208148956
Exact Mass
446.194
CAS #
13060-14-5
PubChem CID
443028
Appearance
White to off-white solid powder
Density
1.183g/cm3
Boiling Point
556.1ºC at 760 mmHg
Flash Point
221.1ºC
Vapour Pressure
7.78E-12mmHg at 25°C
Index of Refraction
1.537
LogP
3.813
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
8
Heavy Atom Count
32
Complexity
512
Defined Atom Stereocenter Count
4
SMILES
O1C[C@@H]2[C@@H](C3C=C(C(=C(C=3)OC)OC)OC)OC[C@@H]2[C@H]1C1C=C(C(=C(C=1)OC)OC)OC
Synonyms
(+)-Yangabin; Lirioresinol B, dimethyl-; Yangambin
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)
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 : PEG300Tween 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).
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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 : PEG300Tween 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).
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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 2.2397 mL 11.1985 mL 22.3969 mL
5 mM 0.4479 mL 2.2397 mL 4.4794 mL
10 mM 0.2240 mL 1.1198 mL 2.2397 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

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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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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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.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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