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10(E)-Pentadecenoic acid (trans-10-Pentadecenoic acid)

Cat No.:V62439 Purity: ≥98%
10(E)-Pentadecenoic Acid (trans-10-Pentadecenoic acid) is a long-chain monounsaturated fatty acid containing 15 carbons.
10(E)-Pentadecenoic acid (trans-10-Pentadecenoic acid)
10(E)-Pentadecenoic acid (trans-10-Pentadecenoic acid) Chemical Structure CAS No.: 321744-58-5
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes

Other Forms of 10(E)-Pentadecenoic acid (trans-10-Pentadecenoic acid):

  • 10(Z)-Pentadecenoic acid (cis-10-Pentadecenoic acid)
  • 10(Z)-Pentadecenoic acid methyl ester
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Top Publications Citing lnvivochem Products
Product Description
10(E)-Pentadecenoic Acid (trans-10-Pentadecenoic acid) is a long-chain monounsaturated fatty acid containing 15 carbons.
10(E)-Pentadecenoic acid (trans-10-Pentadecenoic acid) is a 15-carbon, long-chain monounsaturated fatty acid with a trans double bond at the 10-position. It has the molecular formula C15H28O2 and a molecular weight of 240.38. This compound is a rare monounsaturated fatty acid used in studies of lipid chemistry, alternative beta-oxidation pathways, and metabolism. It is not a drug but a research-grade lipid standard.
Biological Activity I Assay Protocols (From Reference)
Targets
10(E)-Pentadecenoic acid does not have a defined pharmacological target. As a long-chain fatty acid, it can be incorporated into cellular membranes, affecting membrane fluidity and lipid raft organization. It is also a substrate for lipid metabolism enzymes, including acyl-CoA synthetases, beta-oxidation enzymes, and desaturases. It can be elongated and desaturated to form longer-chain fatty acids. In certain contexts, it acts as an inhibitor of IFN-gamma-induced production of kynurenine.
ln Vitro
In vitro, 10(E)-Pentadecenoic acid inhibits IFN-gamma-induced production of kynurenine in THP-1 cells by 14% when used at a concentration of 20 microM. It has also been used in studies of alternative beta-oxidation pathways, where it may be metabolized differently than saturated fatty acids. As a monounsaturated fatty acid, it can be expected to have effects on cell viability and inflammation, but detailed potency data is not extensively reported. It is characterized by its purity (≥98%) and is supplied in various solvents (ethanol, DMF, DMSO) for laboratory use.
ln Vivo
In vivo, 10(E)-Pentadecenoic acid has been used in studies of alternative beta-oxidation pathways in animal models. It is a tracer molecule for studying the metabolism of odd-chain and monounsaturated fatty acids. As a trans fatty acid, it may have effects on lipid metabolism, inflammation, and insulin sensitivity that are similar to other trans fatty acids, although its specific in vivo effects are less characterized. Detailed in vivo efficacy data for disease models is not available.
Enzyme Assay
A standard non-cellular biochemical assay for fatty acids is the measurement of their ability to inhibit fatty acid amide hydrolase (FAAH) or other lipases. For 10(E)-Pentadecenoic acid, a typical assay would use recombinant human FAAH enzyme and a fluorescent substrate (e.g., AMC conjugated to a fatty acid). The enzyme is incubated with the substrate and varying concentrations of the test compound. The release of the fluorescent AMC group is measured (excitation 335 nm, emission 460 nm). The half-maximal inhibitory concentration (IC50) is calculated from the dose-response curve. This assay is used to evaluate if a fatty acid can act as a competitive inhibitor of endogenous lipid metabolism.
Cell Assay
An in vitro cellular assay for fatty acids, such as 10(E)-Pentadecenoic acid, is the THP-1 (human monocytic cell line) kynurenine induction assay. THP-1 cells are differentiated with phorbol 12-myristate 13-acetate (PMA) for 48 hours. Then, cells are treated with 20 uM of the test compound (or vehicle control) and stimulated with 10 ng/mL IFN-gamma for 24-48 hours. The cell culture supernatant is collected, and kynurenine levels are measured by ELISA. Kynurenine is a product of the indoleamine 2,3-dioxygenase (IDO) pathway, which is upregulated by IFN-gamma. A 14% inhibition indicates mild anti-inflammatory activity.
Animal Protocol
For in vivo studies, 10(E)-Pentadecenoic acid can be administered to mice to study alternative beta-oxidation pathways. Mice are fasted overnight, and then the test compound is administered via oral gavage or intraperitoneal injection at a dose of 10-50 mg/kg, formulated in a vehicle such as 10% DMSO, 40% PEG300, 5% Tween-80, and 45% saline. Blood and liver samples are collected at various time points (e.g., 1, 2, 4, 6, 12 hours). Fatty acid metabolites are extracted, derivatized, and analyzed by LC-MS/MS or GC-MS to track the compound through various metabolic pathways, including chain shortening via beta-oxidation.
ADME/Pharmacokinetics
10(E)-Pentadecenoic acid is a 15-carbon unsaturated fatty acid. As a fatty acid, it is lipophilic and has low water solubility. For in vitro studies, it is typically dissolved in ethanol, DMSO, or DMF at concentrations up to 10-25 mg/mL. For in vivo administration, it is formulated with a surfactant or in an oil-based vehicle (e.g., corn oil) to enhance absorption. Its metabolic half-life is expected to be short (minutes to hours) due to rapid uptake into tissues and beta-oxidation. The compound is stable as a dry powder and should be stored at -20degC.
Toxicity/Toxicokinetics
Specific toxicological data for 10(E)-Pentadecenoic acid is not available. As a naturally occurring monounsaturated trans fatty acid, it is likely to have low acute toxicity. However, some trans fatty acids have been associated with adverse metabolic effects at high dietary intake levels, such as increased LDL cholesterol, reduced HDL cholesterol, and promotion of inflammation. The compound should be handled as a general chemical with standard laboratory precautions, avoiding inhalation, ingestion, or skin contact.
References
[1]. M Costabile, et al. Inhibition of indoleamine 2,3-dioxygenase activity by fatty acids and prostaglandins: A structure function analysis. Prostaglandins Leukot Essent Fatty Acids. 2017 Jul;122:7-15.
Additional Infomation
10-Pentadecenoic acid is a pentadecenoic acid with the double bond located at position 10.
10(E)-Pentadecenoic acid (CAS 321744-58-5) is a research-grade, 15-carbon, long-chain monounsaturated fatty acid with a trans double bond at the 10-position. It is used as a standard in lipid research, particularly in studies of alternative beta-oxidation pathways. It inhibits IFN-gamma-induced production of kynurenine in THP-1 cells by 14% at 20 microM. The compound has been used in studies of lipid metabolism, membrane biophysics, and as a standard for analytical chemistry. It is not a drug and has no approved therapeutic indications. The compound is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H28O2
Molecular Weight
240.38
Exact Mass
240.208
CAS #
321744-58-5
Related CAS #
10(Z)-Pentadecenoic acid;84743-29-3
PubChem CID
17947915
Appearance
Typically exists as solid at room temperature
Density
0.9±0.1 g/cm3
Boiling Point
321.9±11.0 °C at 760 mmHg
Flash Point
218.9±14.4 °C
Vapour Pressure
0.0±1.5 mmHg at 25°C
Index of Refraction
1.466
LogP
6.1
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
12
Heavy Atom Count
17
Complexity
197
Defined Atom Stereocenter Count
0
SMILES
CCCCC=CCCCCCCCCC(=O)O
InChi Key
APXSAEQXOXTDAM-AATRIKPKSA-N
InChi Code
InChI=1S/C15H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17/h5-6H,2-4,7-14H2,1H3,(H,16,17)/b6-5+
Chemical Name
(E)-pentadec-10-enoic acid
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 4.1601 mL 20.8004 mL 41.6008 mL
5 mM 0.8320 mL 4.1601 mL 8.3202 mL
10 mM 0.4160 mL 2.0800 mL 4.1601 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?
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  • 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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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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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