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Clofibric Acid

Alias:
Cat No.:V0837 Purity: ≥98%
Clofibric acid (BRN-1874067; CCRIS 9254;BRN1874067;NSC 1149; NSC1149;Chlorofibrinic acid), theactive metabolite of clofibrate, etofibrate and theofibrate (the lipid-lowering drugs), is a potentPPARα agonist and anti-hyperlipidemic agent.
Clofibric Acid
Clofibric Acid Chemical Structure CAS No.: 882-09-7
Product category: PPAR
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
500mg
1g
5g
Other Sizes

Other Forms of Clofibric Acid:

  • Clofibric acid-d4 (Chlorofibric acid-d4)
Official Supplier of:
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Product Description

Clofibric acid (BRN-1874067; CCRIS 9254; BRN1874067; NSC 1149; NSC1149; Chlorofibrinic acid), the active metabolite of clofibrate, etofibrate and theofibrate (the lipid-lowering drugs), is a potent PPARα agonist and anti-hyperlipidemic agent.

Biological Activity I Assay Protocols (From Reference)
ln Vitro

In vitro activity: Clofibric acid increases CYP4A6 gene expression in RK13 cells transfected with PPAR-G with EC50 of 80 μM. Clofibric acid (1 mM) treatment for 4 days induces 500-fold increase of P450 4Al RNA and 280-fold increase of acyl-CoA oxidase and P450 2Bl RNA in hepatocytes, relative to control cultures. Clofibric acid (250 μM) induces up-regulation of genes involved in peroxisome proliferation and in cell proliferation as well as down-regulation of genes involved in apoptosis in hepatocytes of rodent. Clofibric acid treatment is able to cause up-regulation of L-fatty acid binding protein (L-FABP) gene in hepatocytes of both rodent and human origin. Clofibric acid also up-regulates genes expression of the cytosolic, microsomal, and mitochondrial pathways involved in fatty acid transport and metabolism in both rodent and human hepatocyte cultures, and increases genes level of the peroxisomal pathway of lipid metabolism in rodents. An up-regulation of hepatocyte nuclear factor 1α (HNF 1α) by Clofibric acid is observed in human hepatocyte cultures. Clofibric acid also dose-dependently inhibits cell proliferation of cultured OVCAR-3 and DISS cells derived from human ovarian cancer. Clofibric acid treatment increases the expression of carbonyl reductase, which promotes the conversion of prostaglandin E2 (PGE2) to PGF 2α.

ln Vivo
Clofibric acid (50 mg/kg) treatment 4 days by gavage induces both P450 4A and BFB expression in zones 3 and 2 of the liver acinus in rats. 300 mg/kg of Clofibric acid causes a strong staining of both proteins throughout the liver acinus. Clofibric acid (9,000 ppm) treatment in diet significantly suppresses the growth of OVCAR-3 tumors xenotransplanted s.c. (46%) and significantly prolongs the survival of mice with malignant ascites derived from DISS cells as compared with control. Clofibric acid treatment increases the expression of carbonyl reductase in vivo. Clofibric acid treatment decreases PGE2 level as well as vascular endothelial growth factor (VEGF) amount in both of OVCAR-3–tumor and DISS-derived ascites. Reduced microvessel density and induced apoptosis are in solid OVCAR-3 tumors treated by Clofibric acid.
Animal Protocol
50 mg/kg
Rats
ADME/Pharmacokinetics
Metabolism / Metabolites
Clofibric acid has known human metabolites that include (2S,3S,4S,5R)-6-[2-(4-Chlorophenoxy)-2-methylpropanoyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid.
References
J Biol Chem.1992 Sep 25;267(27):19051-3;Biochem Pharmacol.1993 May 25;45(10):2045-53.
Additional Infomation
Clofibric acid is a monocarboxylic acid that is isobutyric acid substituted at position 2 by a p-chlorophenoxy group. It is a metabolite of the drug clofibrate. It has a role as an anticholesteremic drug, an antilipemic drug, a PPARalpha agonist, an antineoplastic agent, a marine xenobiotic metabolite and a herbicide. It is a monocarboxylic acid, an aromatic ether and a member of monochlorobenzenes. It is functionally related to an isobutyric acid.
An antilipemic agent that is the biologically active metabolite of CLOFIBRATE.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H11CLO3
Molecular Weight
214.65
Exact Mass
214.039
CAS #
882-09-7
Related CAS #
Clofibric acid-d4;1184991-14-7
PubChem CID
2797
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
324.1±17.0 °C at 760 mmHg
Melting Point
120-122 °C(lit.)
Flash Point
149.8±20.9 °C
Vapour Pressure
0.0±0.7 mmHg at 25°C
Index of Refraction
1.541
LogP
2.72
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Heavy Atom Count
14
Complexity
207
Defined Atom Stereocenter Count
0
InChi Key
TXCGAZHTZHNUAI-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H11ClO3/c1-10(2,9(12)13)14-8-5-3-7(11)4-6-8/h3-6H,1-2H3,(H,12,13)
Chemical Name
2-(4-chlorophenoxy)-2-methylpropanoic acid
Synonyms

BRN-1874067; CCRIS 9254;BRN1874067;NSC 1149; NSC1149; NSC-1149; BRN 1874067; CCRIS-9254; CCRIS9254 Chlorfibrinic 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: 43 mg/mL (200.3 mM)
Water:<1 mg/mL
Ethanol:43 mg/mL (200.3 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (11.65 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 25.0 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: ≥ 2.5 mg/mL (11.65 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (11.65 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 4.6587 mL 23.2937 mL 46.5875 mL
5 mM 0.9317 mL 4.6587 mL 9.3175 mL
10 mM 0.4659 mL 2.3294 mL 4.6587 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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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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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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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT01527318 Completed Drug: Fibrate treatment Neutral Lipid Storage Disease Maastricht University Medical Center August 2011 Phase 4
NCT03586674 Completed Drug: Lipanthyl
Drug: Ursogal
Chronic Cholestasis Hoda A. Atta November 1, 2017 Phase 2
NCT00243672 Withdrawn Drug: Atorvastatin
Drug: Gemfibrozil
Atherosclerosis University Hospital Muenster October 2005 Phase 4
NCT00491400 Terminated Has Results Drug: Fenofibrate
Drug: Atorvastatin
Diabetes Mellitus
Metabolic Syndrome
Boston University September 2005 Not Applicable
Biological Data
  • Long-chain FAs and β-oxidation inhibitors are PPARα ligands.
  • Identification of eicosanoid ligands for PPARα. .
  • PPARα/δ and -γ display distinct ligand response profiles.
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