Home>>Signaling Pathways>> Metabolism>> CYP3A/CYP450>>Tienilic Acid

Tienilic Acid

Catalog No.GC12211

specific suicide substrate for CYP2C9 and CYP2C10

Products are for research use only. Not for human use. We do not sell to patients.

Tienilic Acid Chemical Structure

Cas No.: 40180-04-9

Size Price Stock Qty
25mg
$187.00
In stock
50mg
$325.00
In stock

Tel:(909) 407-4943 Email: sales@glpbio.com

Customer Reviews

Based on customer reviews.

  • GlpBio Citations

    GlpBio Citations
  • Bioactive Compounds Premium Provider

    Bioactive Compounds Premium Provider

Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

View current batch:

Background

Km: 5 microM for CYP 2C9 catalyzing 5-hydroxylation of tienilic acid

Tienilic acid is a specific suicide substrate for CYP2C9 and CYP2C10.

Cytochrome P450 enzymes function to metabolize both endogenous and exogenous xenobiotics. Both the 3A and 2C isoforms are present in human liver of which CYP2C9 appears most highly expressed.

In vitro: Oxidation of tienilic acid by human CYP 2C9, 2C18, 2C8 and 2C19 was studied. Results showed that CYP 2C9 was the best catalyst for 5-hydroxylation of tienilic acid, 30-fold more potent in terms of kcat/K(m) than CYP 2C18 and 300-fold more potent than CYP 2C8. CYP 2C19 was unable to catalyze this hydroxylation under our experimental conditions. Specific-covalent binding of tienilic acid metabolites to cytochrome P-450 was markedly higher upon tienilic acid oxidation by CYP 2C9 than by CYP 2C18 and CYP 2C8. Mechanism-based inactivation of cytochrome P-450 during tienilic acid oxidation was observed in the case of CYP 2C9 but was not detectable with CYP 2C18 and CYP 2C8. Therefore, tienilic acid appeared to be a mechanism-based inhibitor specific for CYP 2C9 in human liver [1].

In vivo: Animal study found that the short-term treatment of tienilic acid for 2 weeks at 450 mg per kg per day could increase the activity of microsomal epoxide hydrolase in both rat liver and kidneys. Moreover, the effect of tienilic acid on the activity of microsomal epoxide hydrolase in the rat liver correlated with the dose at levels of 20-450 mg per kg per day for 14 days. In addition, tienilic acid had only marginal effects on cytochrome-P-450-mediated mono-oxygenases [2].

Clinical trial: So far, no clinical study has been conducted.

References:
[1] Jean, P. ,Lopez-Garcia, P.,Dansette, P.M., et al. Oxidation of tienilic acid by human yeast-expressed cytochromes P450 2C8, 2C9, 2C18 and 2C19: Evidence that this drug is a mechanism-based inhibitor specific of cytochrome P450 2C9. European Journal of Biochemistry 241, 797-804 (1996).
[2] Sellman R, Parkki MG.  Induction of microsomal epoxide hydrolase by tienilic acid in the rat. J Appl Toxicol. 1983 Oct;3(5):245-8.

Chemical Properties

Cas No. 40180-04-9 SDF
Chemical Name [2,3-dichloro-4-(2-thienylcarbonyl)phenoxy]-acetic acid
Canonical SMILES O=C(C1=C(Cl)C(Cl)=C(OCC(O)=O)C=C1)C2=CC=CS2
Formula C13H8Cl2O4S M.Wt 331.2
Solubility DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml,Methanol: 1 mg/ml Storage Store at 4°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 3.0193 mL 15.0966 mL 30.1932 mL
5 mM 0.6039 mL 3.0193 mL 6.0386 mL
10 mM 0.3019 mL 1.5097 mL 3.0193 mL
  • Molarity Calculator

  • Dilution Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
**When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and MSDS / CoA (available online).

Calculate

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)

mg/kg g μL

Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)

% DMSO % % Tween 80 % ddH2O
%DMSO %

Calculation results:

Working concentration: mg/ml;

Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid 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 master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

Reviews

Review for Tienilic Acid

Average Rating: 5 ★★★★★ (Based on Reviews and 9 reference(s) in Google Scholar.)

5 Star
100%
4 Star
0%
3 Star
0%
2 Star
0%
1 Star
0%
Review for Tienilic Acid

GLPBIO products are for RESEARCH USE ONLY. Please make sure your review or question is research based.

Required fields are marked with *

You may receive emails regarding this submission. Any emails will include the ability to opt-out of future communications.