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N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide

Cat No.:V51041 Purity: ≥98%
N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide is a macamide extracted from Maca (Lepidium meyenii Walp).
N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide
N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide Chemical Structure CAS No.: 883715-23-9
Product category: Wnt(beta)-catenin
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
Other Sizes
Official Supplier of:
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Product Description
N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide is a macamide extracted from Maca (Lepidium meyenii Walp). N-(3-Methoxybenzyl)-(9Z,12Z,15Z) )-octadecatrienamide induces mesenchymal stem cells to generate bone secretions and other bone by activating the typical Wnt/β-catenin signaling failure. N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide may be utilized in the study of bone osteoporosis.
N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide is a synthetic amide derivative of alpha-linolenic acid (ALA), an essential omega-3 fatty acid. It is a research compound used to study the biological activities of fatty acid amides, which are known to have various pharmacological effects, including anti-inflammatory, analgesic, and neuroprotective properties. The compound's structure includes a methoxybenzyl group, which may modulate its activity and pharmacokinetics.
Biological Activity I Assay Protocols (From Reference)
Targets
The specific molecular targets of N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide are not well-defined in publicly available sources. As an amide derivative of a fatty acid, it may interact with various receptors and enzymes, including cannabinoid receptors, GPR55, or fatty acid amide hydrolase (FAAH). Fatty acid amides are endogenous signaling molecules that can modulate pain, inflammation, and other physiological processes.
ln Vitro
In vitro, N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide may exhibit biological activities typical of fatty acid amides. These can include anti-inflammatory effects, such as the inhibition of pro-inflammatory cytokine production, and analgesic effects, such as the modulation of pain signaling pathways. Its specific potency and efficacy would need to be determined in appropriate cell-based assays.
ln Vivo
In vivo, compounds related to fatty acid amides have demonstrated various pharmacological effects in animal models. These can include anti-inflammatory, analgesic, and neuroprotective activities. The specific in vivo effects of N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide would need to be investigated in relevant disease models.
Enzyme Assay
The biochemical activity of N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide can be assessed using in vitro assays. Its binding affinity for potential targets, such as cannabinoid receptors, can be measured in radioligand binding assays. Its ability to inhibit enzymes like FAAH can be assessed in enzyme activity assays.
Cell Assay
The cellular activity of N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide is evaluated in cell lines relevant to its potential targets. Cells are treated with the compound, and its effects on signaling pathways, cytokine production, and cell viability are measured. The compound's ability to modulate pain-related signaling can be assessed in neuronal cell models.
Animal Protocol
In animal studies, N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide would typically be administered to rodents via oral or intraperitoneal injection. In models of inflammation or pain, its effect on disease severity or pain behaviors would be assessed. Its pharmacokinetic properties and tissue distribution would also be evaluated.
ADME/Pharmacokinetics
N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide has a molecular weight of approximately 400 g/mol. It is soluble in organic solvents such as DMSO and ethanol. Its pharmacokinetic properties, such as absorption, distribution, metabolism, and excretion, are characteristic of fatty acid amides and would need to be characterized in preclinical studies.
Toxicity/Toxicokinetics
Toxicology data for N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide is not publicly available. As a research compound, its safety profile has not been established in formal toxicology studies. Its use is limited to research applications.
References

[1]. N-(3-methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide promotes bone formation via the canonical Wnt/β-catenin signaling . pathwayPhytother Res. 2019 Apr;33(4):1074-1083.

Additional Infomation
It has been reported that Lepidium meyenii contains N-(3-methoxybenzyl)-(9Z,12Z,15Z)-octadecanetrienamide, and relevant data are available. See also: Lepidium meyenii root (partial).
N-(3-Methoxybenzyl)-(9Z,12Z,15Z)-octadecatrienamide (CAS: 883715-23-9) is a research compound used to study the biological activities of fatty acid amides. Its structural similarity to endogenous signaling molecules makes it a valuable tool for investigating the role of fatty acid amides in pain, inflammation, and other physiological processes. Further research is needed to fully characterize its pharmacological profile and therapeutic potential.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C26H39NO2
Molecular Weight
397.593367815018
Exact Mass
397.298
CAS #
883715-23-9
PubChem CID
73353637
Appearance
Colorless to light yellow liquid
Density
0.961±0.06 g/cm3
Boiling Point
562.1±50.0 °C at 760 mmHg
Flash Point
293.8±30.1 °C
Vapour Pressure
0.0±1.5 mmHg at 25°C
Index of Refraction
1.516
LogP
7.44
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
16
Heavy Atom Count
29
Complexity
481
Defined Atom Stereocenter Count
0
SMILES
C(C1C=CC=C(OC)C=1)NC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC
InChi Key
XKHCEDYSKNATME-YSTUJMKBSA-N
InChi Code
InChI=1S/C26H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21-26(28)27-23-24-19-18-20-25(22-24)29-2/h4-5,7-8,10-11,18-20,22H,3,6,9,12-17,21,23H2,1-2H3,(H,27,28)/b5-4-,8-7-,11-10-
Chemical Name
(9Z,12Z,15Z)-N-[(3-methoxyphenyl)methyl]octadeca-9,12,15-trienamide
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~251.52 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.29 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
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.

Solubility in Formulation 2: ≥ 2.5 mg/mL (6.29 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
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 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.29 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
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 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.5152 mL 12.5758 mL 25.1515 mL
5 mM 0.5030 mL 2.5152 mL 5.0303 mL
10 mM 0.2515 mL 1.2576 mL 2.5152 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?
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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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
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  • 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:
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  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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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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