847361-96-0

Basic information

• Product Name: MacaMide IMpurity 5
• Synonyms: MacaMide IMpurity 5;N-(3-Methoxybenzyl)palmitamide;N-(3-methoxybenzyl)-hexadecanamide
• CAS NO: 847361-96-0
• Molecular Formula: C24H41NO2
• Molecular Weight: 375.59
• Mol File: 847361-96-0.mol

Chemical Properties

• Boiling Point: 532.1±33.0 °C(Predicted)
• Appearance: /
• Density: 0.939±0.06 g/cm3(Predicted)
• PKA: 15.78±0.46(Predicted)
• CAS DataBase Reference: MacaMide IMpurity 5(CAS DataBase Reference)
• NIST Chemistry Reference: MacaMide IMpurity 5(847361-96-0)
• EPA Substance Registry System: MacaMide IMpurity 5(847361-96-0)

Safety Data

• Hazardous Substances Data: 847361-96-0(Hazardous Substances Data)

Usage

Uses

Given the provided materials, there are no specific applications listed for MacaMide IMpurity 5. However, based on its potential effects on the endocannabinoid system, it could potentially be explored for use in various industries related to health and wellness, once its properties and effects are better understood. Here are hypothetical applications, pending further research:
Used in Pharmaceutical Industry:
MacaMide IMpurity 5 could be utilized as a research compound for studying its interaction with the endocannabinoid system, potentially leading to the development of new therapeutic agents for conditions related to this system.
Used in Nutraceutical Industry:
If found to have beneficial effects, MacaMide IMpurity 5 might be employed as an ingredient in dietary supplements aimed at supporting the endocannabinoid system's function.
Used in Cosmetic Industry:
Understanding its biological activity, MacaMide IMpurity 5 could be incorporated into cosmetic products that claim to have effects on skin health through modulation of the endocannabinoid system.

Upstream product

• 5071-96-5 3-METHOXYBENZYLAMINE 
• 57-10-3 1-hexadecylcarboxylic acid 

Relevant articles and documents

N-Benzyl-linoleamide, a Constituent of Lepidium meyenii (Maca), Is an Orally Bioavailable Soluble Epoxide Hydrolase Inhibitor That Alleviates Inflammatory Pain

Lepidium meyenii (maca), a plant indigenous to the Peruvian Andes, recently has been utilized globally for claimed health or recreational benefits. The search for natural products that inhibit soluble epoxide hydrolase (sEH), with therapeutically relevant potencies and concentrations, led to the present study on bioactive amide secondary metabolites found in L. meyenii, the macamides. Based on known and suspected macamides, 19 possible macamides were synthesized and characterized. The majority of these amides displayed excellent inhibitory potency (IC50 ≈ 20-300 nM) toward the recombinant mouse, rat, and human sEH. Quantitative analysis of commercial maca products revealed that certain products contain known macamides (1-5, 8-12) at therapeutically relevant total concentrations (≥3.29 mg/g of root), while the inhibitory potency of L. meyenii extracts directly correlates with the sum of concentration/IC50 ratios of macamides present. Considering both its in vitro efficacy and high abundance in commercial products, N-benzyl-linoleamide (4) was identified as a particularly relevant macamide that can be utilized for in vivo studies. Following oral administration in the rat, compound 4 not only displayed acceptable pharmacokinetic characteristics but effectively reduced lipopolysaccharide-induced inflammatory pain. Inhibition of sEH by macamides provides a plausible biological mechanism of action to account for several beneficial effects previously observed with L. meyenii treatments.

Macamides and their synthetic analogs: Evaluation of in vitro FAAH inhibition

Maca (Lepidium meyenii), a traditional food crop of the Peruvian Andes is now widely touted as a dietary supplement. Among the various chemical constituents isolated from the plant are a unique series of non-polar, long-chain fatty acid N-benzylamides known as macamides. We have synthesized 11 of the 19 reported macamides and have tested each as potential inhibitors of the human enzyme, fatty acid amide hydrolase (FAAH). The five most potent macamides were FAAH inhibitors (IC50 = 10-17 μM). These amides were derivatives of oleic, linoleic and linolenic acids and benzylamine or 3-methoxybenzylamine. Of the three compounds evaluated in a pre-incubation time study, two macamides were not irreversible inhibitors of FAAH. The third, a carbamate structurally related to macamides, was shown to be an irreversible inhibitor of FAAH (IC50 = 0.153 μM).