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Tricaprilin

Alias: tricaprylic glyceride; trioctanoin; Tricaprilin
Cat No.:V16751 Purity: ≥98%
Tricaprilin (Trioctanoin), studied in patients with mild to moderate Alzheimer's disease (AD), has anticonvulsant (antiepileptic/antiseizure) and phytometabolite effects.
Tricaprilin
Tricaprilin Chemical Structure CAS No.: 538-23-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
Official Supplier of:
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Product Description
Tricaprilin (Trioctanoin), studied in patients with mild to moderate Alzheimer's disease (AD), has anticonvulsant (antiepileptic/antiseizure) and phytometabolite effects.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
In the small intestine, most triglycerides are broken down into monoglycerides, free fatty acids, and glycerol, and absorbed by the intestinal mucosa. Within the intestinal epithelial cells, resynthesized triglycerides aggregate with cholesterol and phospholipids to form globular structures, which are then encapsulated by proteins, forming chylomicrons. Chylomicrons are transported via the lymphatic system to the thoracic duct and eventually into the venous system. Chylomicrons are cleared from the bloodstream as they flow through the capillaries of adipose tissue. Fat is stored in adipocytes until it is transported to other tissues as free fatty acids for cellular energy metabolism or cell membrane synthesis. Following intravenous injection of 14C-labeled long-chain triglycerides, 25% to 30% of the radiolabeled material appears in the liver within 30 to 60 minutes, with less than 5% remaining after 24 hours. Small amounts of radiolabeled material are also found in the spleen and lungs. After 24 hours, nearly 50% of the radiolabeled material is excreted with carbon dioxide, leaving only 1% of the carbon-labeled material in brown adipose tissue. The radioactivity concentration in epididymal fat is less than half that of brown fat. After absorption, long-chain saturated fatty acids are primarily transported via the intestinal lymphatic system in the form of triglycerides. Fatty acids with 10 or fewer carbon atoms are primarily transported from the intestine via the portal vein. Data also indicate that unsaturated long-chain fatty acids are primarily absorbed via the lymphatic system. In vivo experiments in Wistar rats and in vitro experiments in hairless female mice have demonstrated that caprylic acid glycerides enhance drug permeability through the skin. …In the presence of triglycerides, drug permeability increases in the following order: caprylic acid glycerides (C8) > trioleic acid glycerides (C18) > tributyric acid glycerides (C4) > triacetin (C2).
Toxicity/Toxicokinetics
Non-Human Toxicity Values
LD50: Rat (female) 33.3 g/kg LD50: Rat (male) oral 34.2 g/kg LD50: Mouse (female) oral 29.6 g/kg LD50: Mouse (male) oral 34.2 g/kg LD50: Mouse (intravenous) 3,700 ± 194 mg/kg
References

[1]. Tricaprylin.

[2]. Re-thinking Alzheimer's disease therapeutic targets using gene-based tests. EBioMedicine. 2018 Nov;37:461-470.

Additional Infomation
Tricaprylyl glycerol is an odorless, viscous, transparent, colorless to amber-brown liquid. (NTP, 1992)
Tricaprylyl glycerol is a triglyceride obtained by acylation of the three hydroxyl groups of glycerol with caprylic acid. It can be used as a glucose alternative energy source for patients with mild to moderate Alzheimer's disease. It has anticonvulsant effects and is also a plant metabolite. It is a triglyceride and caprylic acid ester.
Tricaprylyl glycerol has been used in research trials for supportive care and treatment of Alzheimer's disease.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H50O6
Molecular Weight
470.69
Exact Mass
470.36
CAS #
538-23-8
PubChem CID
10850
Appearance
Colorless to light yellow liquid
Density
1.0±0.1 g/cm3
Boiling Point
508.0±17.0 °C at 760 mmHg
Melting Point
9-10 °C
Flash Point
209.3±21.0 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.458
LogP
9.33
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
26
Heavy Atom Count
33
Complexity
461
Defined Atom Stereocenter Count
0
SMILES
O(C(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=O)C([H])(C([H])([H])OC(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=O)C([H])([H])OC(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])=O
InChi Key
VLPFTAMPNXLGLX-UHFFFAOYSA-N
InChi Code
InChI=1S/C27H50O6/c1-4-7-10-13-16-19-25(28)31-22-24(33-27(30)21-18-15-12-9-6-3)23-32-26(29)20-17-14-11-8-5-2/h24H,4-23H2,1-3H3
Chemical Name
2,3-di(octanoyloxy)propyl octanoate
Synonyms
tricaprylic glyceride; trioctanoin; Tricaprilin
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

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 : ~41.67 mg/mL (~88.53 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.42 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 20.8 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: ≥ 2.08 mg/mL (4.42 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 20.8 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: ≥ 2.08 mg/mL (4.42 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 20.8 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 2.1245 mL 10.6227 mL 21.2454 mL
5 mM 0.4249 mL 2.1245 mL 4.2491 mL
10 mM 0.2125 mL 1.0623 mL 2.1245 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)
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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

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.

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  • 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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