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Pimelic acid

Cat No.:V33859 Purity: ≥98%
Pimelic acid is an organic/chemical reagent whose analogues participate in the biosynthesis of lysine.
Pimelic acid
Pimelic acid Chemical Structure CAS No.: 111-16-0
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
25g
Other Sizes

Other Forms of Pimelic acid:

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Top Publications Citing lnvivochem Products
Product Description
Pimelic acid is an organic/chemical reagent whose analogues participate in the biosynthesis of lysine.
Pimelic acid (CAS: 111-16-0), also known as heptanedioic acid, 1,5-pentanedicarboxylic acid, or 1,7-heptanedioic acid, is a seven-carbon straight-chain saturated dicarboxylic acid. It is a medium-chain fatty acid with the chemical formula C₇H₁₂O₄. The compound appears as colorless monoclinic prism crystals and can sublime. It is found in animal tissues where it is produced by ω-oxidation and β-oxidation of fatty acids. It was first isolated from castor oil in 1884 and from bovine urine in 1937.
Biological Activity I Assay Protocols (From Reference)
Targets
Pimelic acid is an endogenous metabolite involved in fatty acid metabolism. As a dicarboxylic acid, it is a substrate for various metabolic enzymes and participates in the β-oxidation pathway. The compound is a component of the fatty acid biosynthesis pathway and serves as a precursor for the synthesis of other biochemicals. It is also used in industrial applications as a building block for polymers and other chemical products.
ln Vitro
In vitro, pimelic acid is used as a research chemical and metabolic intermediate. It is a substrate for enzymes involved in fatty acid oxidation and metabolism. The compound's effects on cellular metabolism can be studied in cell culture models. As a dicarboxylic acid, it may affect cellular pH and metabolic pathways. It is also used as a reference standard in analytical chemistry.
ln Vivo
In vivo, pimelic acid is an endogenous metabolite produced by ω-oxidation and β-oxidation of fatty acids in the body. It is found in animal tissues and urine. The compound is involved in normal fatty acid metabolism and serves as a metabolic intermediate. Its presence in biological fluids reflects fatty acid metabolism. The compound is also used in nutritional and metabolic studies.
Enzyme Assay
For non-cell enzyme/receptor binding assays, pimelic acid can be studied for its interactions with metabolic enzymes. Enzyme activity assays using fatty acid oxidation enzymes can be performed. The compound's role as a substrate or inhibitor in metabolic pathways can be assessed. Its acid-base properties and metal-chelating abilities can also be studied in biochemical assays. The compound is used as a reference standard for analytical method development.
Cell Assay
For in vitro cell-based assays, pimelic acid can be tested in cell culture models to study its effects on cellular metabolism. Cells are treated with the compound, and metabolic parameters are measured. The compound's effects on fatty acid oxidation and energy metabolism can be assessed. Its potential effects on cell viability and proliferation can also be studied. The compound is used as a tool to study metabolic pathways in cell culture.
Animal Protocol
For in vivo animal experiments, pimelic acid can be administered to animals to study its metabolism and effects on fatty acid oxidation. The compound can be used as a metabolic tracer or substrate to study fatty acid metabolism pathways. Its effects on metabolic parameters and tissue distribution can be assessed. The compound's role in energy metabolism and fatty acid β-oxidation can be studied in animal models.
ADME/Pharmacokinetics
Pimelic acid has a molecular weight of 160.17 g/mol and molecular formula C₇H₁₂O₄. It appears as colorless monoclinic prism crystals with a density of 1.329 g/mL at 20°C. The compound is soluble in ethanol, ether, and water (2.52 parts per 100 parts at 13.5°C), and soluble in acetone. It is almost insoluble in benzene. The compound can sublime and has a low toxicity profile.
Toxicity/Toxicokinetics
Pimelic acid is considered to have low toxicity. It is an endogenous metabolite and is naturally present in the body. No significant toxicity has been reported at physiological concentrations. The compound is used in industrial applications and as a research chemical. Standard safety precautions for handling organic acids should be followed. The compound is not used as a pharmaceutical drug.
Additional Infomation
Pimelic acid is an α,ω-dicarboxylic acid with a pentane structure, consisting of two carboxylic acid groups attached at the C-1 and C-5 positions, respectively. It is found in Escherichia coli and Leptochloa crus-galli, and is an α,ω-dicarboxylic acid and a dicarboxylic acid fatty acid. It is the conjugate acid of pimelic acid and pimelic acid(1-). Pimelic acid has been reported to be found in Bruchwegia brevis, Arabidopsis thaliana, and other organisms with relevant data. Pimelic acid is a class of compounds with the general formula R-C7H11O4.
Pimelic acid (heptanedioic acid) is a seven-carbon saturated dicarboxylic acid that is an endogenous metabolite produced by fatty acid oxidation. It was first isolated from castor oil in 1884 and from bovine urine in 1937. The compound is used in industrial applications as a building block for polymers, plasticizers, and lubricants. It is also used as a research chemical in metabolic studies. The compound is not a pharmaceutical drug and has no clinical applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H12O4
Molecular Weight
160.1678
Exact Mass
160.073
CAS #
111-16-0
Related CAS #
Pimelic acid-d4;19031-56-2
PubChem CID
385
Appearance
Off-white to light brown solid powder
Density
1.2±0.1 g/cm3
Boiling Point
353.7±25.0 °C at 760 mmHg
Melting Point
103-105 °C(lit.)
Flash Point
181.9±19.7 °C
Vapour Pressure
0.0±1.7 mmHg at 25°C
Index of Refraction
1.476
LogP
0.27
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
6
Heavy Atom Count
11
Complexity
125
Defined Atom Stereocenter Count
0
InChi Key
WLJVNTCWHIRURA-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)
Chemical Name
heptanedioic 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)
DMSO : ~110 mg/mL (~686.77 mM)
H2O : ~110 mg/mL (~686.77 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.75 mg/mL (17.17 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 27.5 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: ≥ 2.75 mg/mL (17.17 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 27.5 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 6.2434 mL 31.2168 mL 62.4337 mL
5 mM 1.2487 mL 6.2434 mL 12.4867 mL
10 mM 0.6243 mL 3.1217 mL 6.2434 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
  • 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)
  • Click the “Calculate” button
  • 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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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