| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| 50mg |
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| 100mg |
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| 250mg |
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| Other Sizes |
| Targets |
Soluble epoxide hydrolase (sEH) – human, rat, and mouse recombinant enzymes. [1]
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| ln Vitro |
N-(3-Methoxybenzyl)oleamide (compound 10) was tested for its inhibitory potency against recombinant human, rat, and mouse sEH using a fluorescence-based assay. The compound displayed inhibitory activity, but specific IC50 values are not provided in the available text. The study notes that the addition of a meta-methoxy group to the phenyl ring (as in compounds 8-14) generally decreased IC50 values compared to unsubstituted analogs (1-7), indicating that meta-methoxy substitution can enhance sEH inhibition. [1]
The compound was detected and quantified in commercial L. meyenii product extracts (e.g., Extract 2), with a concentration of 21.6 μg/g of root. [1] |
| Enzyme Assay |
The inhibitory potency of N-(3-Methoxybenzyl)oleamide (compound 10) against recombinant human, rat, and mouse sEH was determined using a fluorescence-based assay in a 96-well serial dilution format. The non-fluorescent substrate cyano(6-methoxy-naphthalen-2-yl)methyl trans-[(3-phenyloxiran-2-yl)methyl] carbonate (MNPC) was used at a final concentration of 5 μM. MNPC is hydrolyzed by sEH to the fluorescent product 6-methoxynaphthaldehyde. Formation of the product was measured using a plate reader with excitation at 330 nm and emission at 465 nm. All measurements were performed in triplicate. The classic sEH inhibitor t-TUCB was run in parallel to validate the experimental results. [1]
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| References | |
| Additional Infomation |
According to reports, Lepidium meyenii contains (9Z)-N-[(3-methoxyphenyl)methyl]-9-octadecenoamide, and relevant data are available.
N-(3-Methoxybenzyl)oleamide (compound 10) is one of the 19 synthesized macamides. It was detected in commercial maca root extracts, specifically quantified in Extract 2 at 21.6 μg/g of root. The compound's presence contributes to the overall sEH inhibitory activity of maca extracts, as the inhibitory potency of the extracts correlated with the sum of concentration/IC50 ratios of individual macamides. However, its abundance/IC50 ratio (for human sEH: 0.090 μg/nM; for mouse sEH: 0.171 μg/nM) in Extract 2 was lower than that of compound 4 (N-benzyl-linoleamide), indicating it is less biologically relevant compared to compound 4 in that extract. [1] |
| Molecular Formula |
C26H43NO2
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|---|---|
| Molecular Weight |
401.625128030777
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| Exact Mass |
401.329379614
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| CAS # |
883715-21-7
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| Related CAS # |
N-(3-Methoxybenzyl)oleamide
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| PubChem CID |
73346080
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| Appearance |
Colorless to light yellow liquid
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
2
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| Rotatable Bond Count |
18
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| Heavy Atom Count |
29
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| Complexity |
408
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| Defined Atom Stereocenter Count |
0
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| SMILES |
CCCCCCCC/C=C\\CCCCCCCC(=O)NCC1=CC(=CC=C1)OC
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| InChi Key |
ZMKZIKHBSPDWEF-KHPPLWFESA-N
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| InChi Code |
InChI=1S/C26H43NO2/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/h10-11,18-20,22H,3-9,12-17,21,23H2,1-2H3,(H,27,28)/b11-10-
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| Chemical Name |
(Z)-N-[(3-methoxyphenyl)methyl]octadec-9-enamide
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO : ~50 mg/mL (~124.49 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.22 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 (6.22 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (6.22 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.4899 mL | 12.4493 mL | 24.8985 mL | |
| 5 mM | 0.4980 mL | 2.4899 mL | 4.9797 mL | |
| 10 mM | 0.2490 mL | 1.2449 mL | 2.4899 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.
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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