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12-Hydroxydodecanoic acid

12-Hydroxydodecanoic acid is an endogenously produced metabolite.
12-Hydroxydodecanoic acid
12-Hydroxydodecanoic acid Chemical Structure CAS No.: 505-95-3
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
12-Hydroxydodecanoic acid is an endogenously produced metabolite.
12-Hydroxydodecanoic acid, also known as 12-hydroxylauric acid or omega-hydroxylauric acid, is a fatty acid derivative with the molecular formula C12H24O3 and a molecular weight of 216.32 g/mol. It is a known human metabolite of lauric acid. This compound is used in the synthesis of high molecular weight polymers and as a building block in pharmaceutical, biochemical, and material science research.
Biological Activity I Assay Protocols (From Reference)
Targets
12-Hydroxydodecanoic acid targets lipid metabolism pathways as a metabolite of lauric acid. It is involved in fatty acid oxidation and may interact with enzymes of the cytochrome P450 family that hydroxylate fatty acids. It also serves as a precursor in the synthesis of polyesters and other polymeric materials.
ln Vitro
In vitro, 12-hydroxydodecanoic acid is used in studies of lipid metabolism and fatty acid oxidation. It serves as a substrate for enzymes involved in the beta-oxidation pathway and as a building block for the synthesis of biodegradable polymers. Researchers also use this compound to investigate the structural and functional characterization of enzymes such as S-nitrosoglutathione reductase in tomato plants.
ln Vivo
In vivo, 12-hydroxydodecanoic acid is a metabolite of lauric acid, a medium-chain fatty acid found in coconut oil and other dietary sources. It is metabolized through beta-oxidation and may be further oxidized to dicarboxylic acids. Its role in lipid metabolism makes it a subject of study in metabolic disorders and nutritional research.
Enzyme Assay
In vitro enzyme assays for 12-hydroxydodecanoic acid typically involve studying fatty acid hydroxylases and oxidases. The compound is used as a substrate to measure the activity of cytochrome P450 enzymes that hydroxylate fatty acids at the terminal position. Assays are performed using isolated enzymes or microsomal preparations, and the product formation is monitored by chromatographic methods such as HPLC or GC-MS.
Cell Assay
In vitro cell experiments with 12-hydroxydodecanoic acid involve treating cell lines, such as hepatocytes or adipocytes, to study fatty acid metabolism. Cells are cultured with the compound, and its effects on lipid accumulation, gene expression of metabolic enzymes, and fatty acid oxidation are assessed. The compound may also be used to study the cellular uptake and metabolism of hydroxylated fatty acids.
Animal Protocol
In vivo animal experiments using 12-hydroxydodecanoic acid are not extensively documented. Related studies on lauric acid metabolism may involve administering the compound or its precursors to animal models and measuring the levels of 12-hydroxydodecanoic acid and other metabolites in plasma, urine, or tissues using chromatographic and mass spectrometric techniques.
ADME/Pharmacokinetics
Metabolism / Metabolites
12-Hydroxylauric acid is a known metabolite of lauric acid in the human body.
Pharmacokinetic data for 12-hydroxydodecanoic acid are limited. As a fatty acid derivative, it is expected to be absorbed through dietary intake and metabolized via beta-oxidation. It may undergo further oxidation to dicarboxylic acids or conjugation reactions. The compound has a melting point of 85.00 to 88.00 °C and is a solid at room temperature.
Toxicity/Toxicokinetics
12-Hydroxylauric acid is a known human metabolite and is generally considered to have low toxicity. However, comprehensive toxicological data are not available. As a fatty acid derivative, it is expected to be well-tolerated at physiological concentrations. High doses may potentially affect lipid metabolism, but specific toxicity studies have not been reported.
Additional Infomation
12-Hydroxylauric acid (12-hydroxylauric acid) is a medium-chain fatty acid and a 12-hydroxy derivative of lauric acid. It is a human metabolite functionally related to dodecanoic acid and is the conjugate acid of 12-hydroxylaurate. 12-Hydroxylauric acid has been reported to be detected in Trypanosoma brevicornu and Pinus radiata, and relevant data are available for reference.
12-Hydroxydodecanoic acid is a research chemical with applications in polymer chemistry, lipid metabolism studies, and material science. It is used as a PROTAC linker in the synthesis of proteolysis-targeting chimeras. No clinical trials or approved therapeutic indications exist for this compound. Its mechanism of action in biological systems is related to its role as a fatty acid metabolite and a building block for biodegradable polymers.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H24O3
Molecular Weight
216.32
Exact Mass
216.173
CAS #
505-95-3
Related CAS #
27925-01-5
PubChem CID
79034
Appearance
White to off-white solid powder
Density
0.988g/cm3
Boiling Point
359.2ºC at 760 mmHg
Melting Point
85.00 to 88.00 °C. @ 760.00 mm Hg
Flash Point
185.2ºC
Index of Refraction
1.467
LogP
2.964
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
11
Heavy Atom Count
15
Complexity
146
Defined Atom Stereocenter Count
0
SMILES
C(CCCCCC(=O)O)CCCCCO
InChi Key
ZDHCZVWCTKTBRY-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H24O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h13H,1-11H2,(H,14,15)
Chemical Name
12-hydroxydodecanoic 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: 100 mg/mL (462.28 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (11.56 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 25.0 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.

Solubility in Formulation 2: ≥ 2.5 mg/mL (11.56 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 25.0 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 4.6228 mL 23.1139 mL 46.2278 mL
5 mM 0.9246 mL 4.6228 mL 9.2456 mL
10 mM 0.4623 mL 2.3114 mL 4.6228 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:
  • 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:
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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.

Clinical Trial Information
Title:Optimization Dose Study on Pharmacokinetics and Pharmacodynamics of Colistin in Critically Ill Patients
Status:Completed
updateDate:2016-02-03
Ctid:NCT02408185

Link: https://clinicaltrials.gov/ct2/show/NCT02408185

Conditions:Critical Illness
Interventions:Colistin 6 million units + 360mg/12h
Phase:Phase 1
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