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Pentadecanoyl-L-carnitine chloride

Alias: L-Carnitine pentadecanoyl ester chloride; Pentadecanoyl-L-carnitine (chloride); 173686-57-2; SCHEMBL8620437; C15:0 L-carnitine, HCl salt; VAUHJRCIRYKXSR-VEIFNGETSA-N; L-Pentadecanoylcarnitine chloride; C15:0 Carnitine chloride
Cat No.:V93882 Purity: ≥98%
Pentadecanoyl-L-carnitine (chloride) is a biochemical reagent.
Pentadecanoyl-L-carnitine chloride
Pentadecanoyl-L-carnitine chloride Chemical Structure CAS No.: 173686-57-2
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description
Pentadecanoyl-L-carnitine (chloride) is a biochemical reagent.Pentadecanoyl-L-carnitine chloride (CAS#: 173686-57-2), also known as CAR 15:0, C15:0 Carnitine, or L-Pentadecanoylcarnitine, is a long-chain acylcarnitine with a 15-carbon saturated fatty acid chain esterified to L-carnitine. It is a synthetic biochemical reagent primarily used for research purposes. The compound functions as a pleiotropic modulator with activity at multiple receptor targets. Pentadecanoyl-L-carnitine has been identified as a newly discovered endocannabinoid with diverse biological activities relevant to physical and mental health. The compound is typically supplied as a white crystalline solid with a molecular weight of 422.04 g/mol and purity ≥98%. It is soluble in DMSO (slightly) and water, and is stable when stored at -20°C.
Pentadecanoyl-L-carnitine chloride (CAS#: 173686-57-2), also known as CAR 15:0 or C15:0 Carnitine, is a biochemical reagent. It is a cannabinoid (CB) receptor agonist with EC50 values of 3.7 and 3.2 µM for CB1 and CB2 receptors, respectively. It is also an agonist at serotonin 5-HT1A and 5-HT1B receptors (EC50s = 9.6 and 9.3 µM, respectively) and an antagonist at histamine H1 and H2 receptors.
Biological Activity I Assay Protocols (From Reference)
Targets
CB/cannabinoid receptor
Pentadecanoyl-L-carnitine chloride targets cannabinoid CB1 and CB2 receptors, serotonin 5-HT1A and 5-HT1B receptors, and histamine H1 and H2 receptors. As a CB receptor agonist, it activates cannabinoid signaling pathways. It inhibits T cell proliferation in a primary human cell system and reduces chemokine (C-C) motif ligand 2 (CCL2) levels.
ln Vitro
Pentadecanoyl-L-carnitine acts as a cannabinoid (CB) receptor agonist, with EC50 values of 3.7 µM for CB1 receptors and 3.2 µM for CB2 receptors in a cAMP modulation assay. The compound also functions as an agonist at serotonin receptor subtypes 5-HT1A and 5-HT1B, with EC50 values of 9.6 µM and 9.3 µM, respectively. Additionally, it serves as an antagonist at histamine H1 and H2 receptors, with EC50 values of 10.9 µM and 6.1 µM, respectively. Pentadecanoyl-L-carnitine inhibits T cell proliferation in a superantigen (SAg) primary human cell system and reduces chemokine (C-C) motif ligand 2 (CCL2) levels in a macrophage (Mphg) primary human cell system. The compound may also support mitochondrial function by facilitating fatty acid oxidation, contributing to cellular energy metabolism.
In vitro, Pentadecanoyl-L-carnitine chloride acts as a CB receptor agonist with EC50s of 3.7 and 3.2 µM for CB1 and CB2 receptors. It inhibits T cell proliferation in a primary human cell system and reduces CCL2 levels. It also acts as an agonist at serotonin 5-HT1A and 5-HT1B receptors and an antagonist at histamine H1 and H2 receptors.
ln Vivo
In vivo activity data for Pentadecanoyl-L-carnitine chloride are limited. As a biochemical reagent, it is primarily used in research applications. Its activity at multiple receptor types suggests potential for further pharmacological studies. No specific in vivo data are available.
Enzyme Assay
The non-cellular assay for Pentadecanoyl-L-carnitine chloride involves assessing its binding affinity to cannabinoid CB1 and CB2 receptors, serotonin receptors, and histamine receptors. Radioligand binding assays or cAMP modulation assays can be used to determine EC50 and IC50 values. Standard receptor pharmacology protocols are followed.
Cell Assay
In vitro cell-based assays for Pentadecanoyl-L-carnitine chloride involve culturing primary human cells or cell lines expressing cannabinoid, serotonin, or histamine receptors. Cells are treated with the compound, and receptor activation is assessed by measuring downstream signaling (e.g., cAMP modulation). T cell proliferation assays and CCL2 measurement are used to assess functional effects.
Animal Protocol
In vivo animal study protocols for Pentadecanoyl-L-carnitine chloride are not well documented. As a biochemical reagent, it is primarily used in research applications. No specific animal studies have been reported.
ADME/Pharmacokinetics
Pharmacokinetic properties of Pentadecanoyl-L-carnitine chloride are not extensively characterized. It has a molecular formula of C22H44NO4·Cl and a molecular weight of approximately 422. It is a solid and should be stored at -20°C. It is slightly soluble in DMSO.
Toxicity/Toxicokinetics
Toxicological data for Pentadecanoyl-L-carnitine chloride are not extensively reported. As a research compound, it is intended for laboratory use only. Standard safety precautions should be observed during handling. The compound is not approved for human therapeutic use.
References
[1]. https://pubchem.ncbi.nlm.nih.gov/compound/88333694
Additional Infomation
Pentadecanoyl-L-carnitine chloride (CAR 15:0) is a biochemical reagent and cannabinoid receptor agonist. It also acts at serotonin and histamine receptors. It inhibits T cell proliferation and reduces CCL2 levels. It is a research compound and is not a therapeutic drug.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H44CLNO4
Molecular Weight
422.042066574097
Exact Mass
421.296
CAS #
173686-57-2
PubChem CID
88333694
Appearance
Typically exists as solids at room temperature
Hydrogen Bond Donor Count
1
Rotatable Bond Count
19
Heavy Atom Count
28
Complexity
390
Defined Atom Stereocenter Count
1
SMILES
[Cl-].O(C(CCCCCCCCCCCCCC)=O)[C@H](CC(=O)O)C[N+](C)(C)C
InChi Key
VAUHJRCIRYKXSR-VEIFNGETSA-N
InChi Code
InChI=1S/C22H43NO4.ClH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-22(26)27-20(18-21(24)25)19-23(2,3)4;/h20H,5-19H2,1-4H3;1H/t20-;/m1./s1
Chemical Name
[(2R)-3-carboxy-2-pentadecanoyloxypropyl]-trimethylazanium chloride
Synonyms
L-Carnitine pentadecanoyl ester chloride; Pentadecanoyl-L-carnitine (chloride); 173686-57-2; SCHEMBL8620437; C15:0 L-carnitine, HCl salt; VAUHJRCIRYKXSR-VEIFNGETSA-N; L-Pentadecanoylcarnitine chloride; C15:0 Carnitine chloride
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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 2.3694 mL 11.8472 mL 23.6944 mL
5 mM 0.4739 mL 2.3694 mL 4.7389 mL
10 mM 0.2369 mL 1.1847 mL 2.3694 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)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • 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:
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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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  • 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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