Accueil>>Signaling Pathways>> Others>> Toxicology>>4-oxo Isotretinoin

4-oxo Isotretinoin (Synonyms: Ro 22-6595)

Catalog No.GC49244

An active metabolite of isotretinoin

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

4-oxo Isotretinoin Chemical Structure

Cas No.: 71748-58-8

Taille Prix Stock Qté
5 mg
135,00 $US
En stock
10 mg
258,00 $US
En stock
25 mg
576,00 $US
En stock

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

Avis des clients

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

4-oxo Isotretinoin is an active metabolite of the retinoid isotretinoin .1 It is formed from isotretinoin by several cytochrome P450 (CYP450) isoforms, including CYP3A, CYP2B6, and CYP2C19.2 4-oxo Isotretinoin (10 µM) increases protein expression of cytokeratin 7 (CK7) and CK19 in normal human epidermal keratinocytes.3 It inhibits proliferation of retinoid-sensitive UM-SCC-22A and UM-SCC-35 head and neck squamous cell carcinoma (HNSCC) cells in a concentration-dependent manner.4 4-oxo Isotretinoin has been found in influent and effluent wastewater.5 It is teratogenic to mouse embryos when administered to pregnant dams at a dose of 100 mg/kg on day 11 of gestation.6

1.Colburn, W.A., Vane, F.M., and Shorter, H.J.Pharmacokinetics of isotretinoin and its major blood metabolite following a single oral dose to manEur. J. Clin. Pharmacol.24(5)689-694(1983) 2.Sonawane, P., Cho, H.E., Tagde, A., et al.Metabolic characteristics of 13-cis-retinoic acid (isotretinoin) and anti-tumour activity of the 13-cis-retinoic acid metabolite 4-oxo-13-cis-retinoic acid in neuroblastomaBr. J. Pharmacol.171(23)5330-5344(2014) 3.Baron, J.M., Heise, R., Blaner, W.S., et al.Retinoic acid and its 4-oxo metabolites are functionally active in human skin cells in vitroJ. Invest. Dermatol.125(1)143-153(2005) 4.Klaassen, I., Brakenhoff, R.H., Smeets, S.J., et al.Metabolism and growth inhibition of four retinoids in head and neck squamous normal and malignant cellsBr. J. Cancer85(4)630-635(2001) 5.Yeung, K.W.Y., Zhou, G.-J., HilscherovÁ, K., et al.Current understanding of potential ecological risks of retinoic acids and their metabolites in aquatic environmentsEnviron. Int.136105464(2020) 6.Kochhar, D.M., and Penner, J.D.Developmental effects of isotretinoin and 4-oxo-isotretinoin: The role of metabolism in teratogenicityTeratology36(1)67-75(1987)

Chemical Properties

Cas No. 71748-58-8 SDF
Synonymes Ro 22-6595
Canonical SMILES OC(/C=C(C)\C=C\C=C(C)\C=C\C(C(C)(CC1)C)=C(C)C1=O)=O
Formula C20H26O3 M.Wt 314.4
Solubility DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:4): 0.2 mg/ml,Ethanol: 15 mg/ml Storage -20°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 3.1807 mL 15.9033 mL 31.8066 mL
5 mM 0.6361 mL 3.1807 mL 6.3613 mL
10 mM 0.3181 mL 1.5903 mL 3.1807 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.

Avis

Review for 4-oxo Isotretinoin

Average Rating: 5 ★★★★★ (Based on Reviews and 11 reference(s) in Google Scholar.)

5 Star
100%
4 Star
0%
3 Star
0%
2 Star
0%
1 Star
0%
Review for 4-oxo Isotretinoin

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.