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Trimyristin

Alias: NSC 4062; Myristic Acid Triglyceride; Trimyristin
Cat No.:V16831 Purity: ≥98%
Trimyristin is the active ingredient of Myristica fragrans Houtt, which can significantly inhibit acetylcholinesterase (AChE), acid and alkaline phosphatase (ACP/ALP) activities.
Trimyristin
Trimyristin Chemical Structure CAS No.: 555-45-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
Other Sizes

Other Forms of Trimyristin:

  • Trimyristin--d15
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Trimyristin is the active ingredient of Myristica fragrans Houtt, which can significantly inhibit acetylcholinesterase (AChE), acid and alkaline phosphatase (ACP/ALP) activities. The IC50 of trimyristin against AChE, ACP and ALP are 0.11, 0.16 and 0.18 mM respectively.
Trimyristin, also known as glyceryl trimyristate, is a naturally occurring triglyceride found in nutmeg, palm oil, and coconut oil. It is a white crystalline solid with a melting point of 56-57°C and a molecular weight of 723.1 g/mol. Trimyristin is composed of a glycerol backbone esterified with three molecules of myristic acid (C14:0). It is used in the food, cosmetic, and pharmaceutical industries as an emollient, thickening agent, and lipid source.
Biological Activity I Assay Protocols (From Reference)
Targets
Trimyristin does not have a specific molecular target in the context of drug action; rather, it functions as a nutritional lipid and a metabolic substrate. As a triglyceride, it is hydrolyzed by lipases to release myristic acid, which can be utilized as an energy source or incorporated into cellular lipids. Myristic acid is a saturated fatty acid that can be used for the synthesis of other lipids and for protein myristoylation, a process that is important for the function of many proteins. In research, trimyristin is employed as a model compound in the study of lipid hydrolysis and transesterification reactions.
ln Vitro
In vitro, trimyristin is used as a substrate in studies of lipid metabolism and digestion. It is hydrolyzed by pancreatic lipase and other esterases to release myristic acid and glycerol. Cell-based assays can be used to study the uptake and metabolism of trimyristin or its hydrolysis products. For example, cultured adipocytes or hepatocytes can be treated with trimyristin or myristic acid, and the effects on lipid accumulation, gene expression, and cellular signaling can be measured. The compound's effects on cell viability and proliferation can also be assessed.
ln Vivo
In vivo, trimyristin is used as a dietary lipid and has been studied for its biological effects. As a source of myristic acid, trimyristin may influence lipid metabolism, immune function, and other physiological processes. It is used as a component of research diets to study the effects of saturated fatty acids on metabolism and health. The compound is also used in the food, cosmetic, and pharmaceutical industries as an excipient.
Enzyme Assay
In vitro enzyme or receptor binding (non-cell) assays for trimyristin are not typically performed, as it is not a direct enzyme inhibitor or receptor ligand. However, its hydrolysis by lipases can be studied using in vitro enzymatic assays. For example, pancreatic lipase can be incubated with trimyristin in the presence of bile salts, and the release of fatty acids can be measured by titration or using a pH-stat method. These assays are used to characterize the enzymatic hydrolysis of triglycerides and to study the effects of various factors on lipase activity.
Cell Assay
In vitro cell-based assays for trimyristin are performed using various cell lines to study its effects on cellular metabolism and function. Adipocytes, hepatocytes, or intestinal epithelial cells can be treated with trimyristin or its hydrolysis products. The uptake and metabolism of myristic acid can be traced using radiolabeled or fluorescently labeled compounds. The effects on lipid accumulation, gene expression, and inflammatory responses are measured. Cell viability and proliferation assays can also be performed to assess any potential cytotoxic or proliferative effects.
Animal Protocol
In vivo animal experiments for trimyristin are conducted using rodent models to study its metabolic effects and potential health benefits. Animals are fed a diet containing trimyristin or a control diet, and various parameters are measured, including body weight, food intake, serum lipid levels, and tissue lipid content. The compound's effects on lipid metabolism, insulin sensitivity, and inflammatory markers are assessed. These studies help to understand the role of dietary lipids in health and disease.
ADME/Pharmacokinetics
Pharmacokinetic (PK) properties of trimyristin are typical of a long-chain triglyceride. After oral administration, it is hydrolyzed in the gastrointestinal tract by lipases to release myristic acid and glycerol. Myristic acid is absorbed, incorporated into chylomicrons, and transported via the lymphatic system to the bloodstream. The compound has a molecular weight of 723.16 and a molecular formula of C45H86O6. It is a white to light beige powder and should be stored at -20°C. The compound is soluble in organic solvents but practically insoluble in water.
Toxicity/Toxicokinetics
Toxicology (toxicology) data for trimyristin indicate that it is generally recognized as safe (GRAS) for use in food and cosmetics. As a naturally occurring triglyceride, it has a low inherent toxicity. Oral administration of trimyristin is well-tolerated, and no significant adverse effects have been reported at typical dietary levels. It is not considered genotoxic, carcinogenic, or teratogenic. High doses may cause gastrointestinal discomfort.
References

[1]. Enzyme Inhibition by Molluscicidal Components of Myristica fragrans Houtt. in the NervousTissue of Snail Lymnaea acuminata. Enzyme Res. 2010;2010:478746.

Additional Infomation
Trimyristic acid glyceride is a triglyceride obtained by acylation of the three hydroxyl groups of glycerol with myristic acid (tetradecanoic acid). It is both a triglyceride and a tetradecanoic acid ester. Trimyristic acid glyceride has been reported to exist in Horsfieldia glabra, Staudtia kamerunensis, and other organisms with relevant data. Trimyristic acid glyceride is a metabolite found in or produced by Saccharomyces cerevisiae.
Other information: Trimyristin is a naturally occurring triglyceride found in nutmeg, palm oil, and coconut oil. It is used as an emollient, thickening agent, and lipid source in various industries. In research, it is used as a model compound for studying lipid metabolism and as a reference standard. Its CAS number is 555-45-3."
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C45H86O6
Molecular Weight
723.177
Exact Mass
722.642
CAS #
555-45-3
Related CAS #
Trimyristin--d15;1219804-94-0
PubChem CID
11148
Appearance
White to off-white solid powder
Density
0.9±0.1 g/cm3
Boiling Point
703.5±27.0 °C at 760 mmHg
Melting Point
56-57 °C(lit.)
Flash Point
270.9±23.8 °C
Vapour Pressure
0.0±2.2 mmHg at 25°C
Index of Refraction
1.464
LogP
18.89
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
44
Heavy Atom Count
51
Complexity
711
Defined Atom Stereocenter Count
0
InChi Key
DUXYWXYOBMKGIN-UHFFFAOYSA-N
InChi Code
InChI=1S/C45H86O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-43(46)49-40-42(51-45(48)39-36-33-30-27-24-21-18-15-12-9-6-3)41-50-44(47)38-35-32-29-26-23-20-17-14-11-8-5-2/h42H,4-41H2,1-3H3
Chemical Name
2,3-di(tetradecanoyloxy)propyl tetradecanoate
Synonyms
NSC 4062; Myristic Acid Triglyceride; Trimyristin
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, avoid exposure to moisture.
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 :< 1 mg/mL
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 1.3828 mL 6.9139 mL 13.8278 mL
5 mM 0.2766 mL 1.3828 mL 2.7656 mL
10 mM 0.1383 mL 0.6914 mL 1.3828 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?
  • 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:
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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

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.

  • 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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