MedKoo Cat#: 574787 | Name: MJ33 lithium salt
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

MJ33 lithium salt is a selective, reversible inhibitor of the acidic, calcium-independent (ai)PLA2 activity of Prdx6. It blocks the degradation of DPPC in both whole lung and isolated alveolar type II epithelial cells. MJ33 has been used to examine the role of Prdx6 PLA2 activity in the activation of type 2 NADPH oxidase and in the regulation of Prdx6 PLA2 activity by phosphorylation.

Chemical Structure

MJ33 lithium salt
MJ33 lithium salt
CAS#1007476-63-2

Theoretical Analysis

MedKoo Cat#: 574787

Name: MJ33 lithium salt

CAS#: 1007476-63-2

Chemical Formula: C22H43F3LiO6P

Exact Mass: 498.2909

Molecular Weight: 498.49

Elemental Analysis: C, 53.01; H, 8.70; F, 11.43; Li, 1.39; O, 19.26; P, 6.21

Price and Availability

Size Price Availability Quantity
5mg USD 385.00 2 Weeks
10mg USD 685.00 2 Weeks
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Synonym
MJ33 lithium salt
IUPAC/Chemical Name
phosphoric acid, mono[1-[(hexadecyloxy)methyl]-2-(2,2,2-trifluoroethoxy)ethyl] monomethyl ester, monolithium salt
InChi Key
GDLMLQJISATCEL-UHFFFAOYSA-M
InChi Code
InChI=1S/C22H44F3O6P.Li/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-29-18-21(31-32(26,27)28-2)19-30-20-22(23,24)25;/h21H,3-20H2,1-2H3,(H,26,27);/q;+1/p-1
SMILES Code
O=P(OC)([O-])OC(COCC(F)(F)F)COCCCCCCCCCCCCCCCC.[Li+]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
MJ33 is an active-site-directed, specific, competitive, and reversible phospholipase A2 (PLA2) inhibitor.
In vitro activity:
The present study aimed to evaluate the anticancer activity of MJ‑33 in fluorouracil (5FU)‑resistant colorectal cancer cells (HT‑29/5FUR) and to investigate the underlying molecular mechanisms. The cellular morphological alterations observed following MJ‑33 treatment indicated the occurrence of apoptosis and autophagy, as well as inhibition of cell proliferation in a time‑dependent manner compared with the control group. Furthermore, MJ‑33‑treated HT‑29/5FUR cells displayed decreased expression levels of p‑AKT and p‑mTOR compared with control cells. Reference: Oncol Rep. 2021 Feb;45(2):680-692. https://pubmed.ncbi.nlm.nih.gov/33416156/
In vivo activity:
Treatment of TPE mice with MJ33, a nontoxic pharmacological inhibitor of aiPLA2, lowered eosinophil counts in the bronchoalveolar lavage fluid, reduced eosinophil peroxidase and β-hexosaminidase activity, increased airway width, improved lung endothelial barrier, and lowered the production of inflammatory lipid intermediates, which significantly improved the pathological condition of the lungs. Reference: J Immunol. 2021 Feb 15;206(4):722-736. https://pubmed.ncbi.nlm.nih.gov/33441441/
Solvent mg/mL mM comments
Solubility
DMF 0.5 1.00
DMSO 0.3 0.50
Ethanol 2.0 4.01
Ethanol:PBS (pH 7.2) (1:1) 0.5 1.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 498.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Ha HA, Chiang JH, Tsai FJ, Bau DT, Juan YN, Lo YH, Hour MJ, Yang JS. Novel quinazolinone MJ‑33 induces AKT/mTOR‑mediated autophagy‑associated apoptosis in 5FU‑resistant colorectal cancer cells. Oncol Rep. 2021 Feb;45(2):680-692. doi: 10.3892/or.2020.7882. Epub 2020 Dec 3. PMID: 33416156; PMCID: PMC7757098. 2. Hour MJ, Tsai SC, Wu HC, Lin MW, Chung JG, Wu JB, Chiang JH, Tsuzuki M, Yang JS. Antitumor effects of the novel quinazolinone MJ-33: inhibition of metastasis through the MAPK, AKT, NF-κB and AP-1 signaling pathways in DU145 human prostate cancer cells. Int J Oncol. 2012 Oct;41(4):1513-9. doi: 10.3892/ijo.2012.1560. Epub 2012 Jul 18. PMID: 22825655. 3. Sharma P, Sharma A, Ganga L, Satoeya N, Jha R, Srivastava M. Acidic Calcium-Independent Phospholipase A2 Regulates Eosinophil-Mediated Pathology during Filarial Manifestation of Tropical Pulmonary Eosinophilia. J Immunol. 2021 Feb 15;206(4):722-736. doi: 10.4049/jimmunol.2000604. Epub 2021 Jan 13. PMID: 33441441. 4. Benipal B, Feinstein SI, Chatterjee S, Dodia C, Fisher AB. Inhibition of the phospholipase A2 activity of peroxiredoxin 6 prevents lung damage with exposure to hyperoxia. Redox Biol. 2015;4:321-7. doi: 10.1016/j.redox.2015.01.011. Epub 2015 Jan 16. PMID: 25637741; PMCID: PMC4803794.
In vitro protocol:
1. Ha HA, Chiang JH, Tsai FJ, Bau DT, Juan YN, Lo YH, Hour MJ, Yang JS. Novel quinazolinone MJ‑33 induces AKT/mTOR‑mediated autophagy‑associated apoptosis in 5FU‑resistant colorectal cancer cells. Oncol Rep. 2021 Feb;45(2):680-692. doi: 10.3892/or.2020.7882. Epub 2020 Dec 3. PMID: 33416156; PMCID: PMC7757098. 2. Hour MJ, Tsai SC, Wu HC, Lin MW, Chung JG, Wu JB, Chiang JH, Tsuzuki M, Yang JS. Antitumor effects of the novel quinazolinone MJ-33: inhibition of metastasis through the MAPK, AKT, NF-κB and AP-1 signaling pathways in DU145 human prostate cancer cells. Int J Oncol. 2012 Oct;41(4):1513-9. doi: 10.3892/ijo.2012.1560. Epub 2012 Jul 18. PMID: 22825655.
In vivo protocol:
1. Sharma P, Sharma A, Ganga L, Satoeya N, Jha R, Srivastava M. Acidic Calcium-Independent Phospholipase A2 Regulates Eosinophil-Mediated Pathology during Filarial Manifestation of Tropical Pulmonary Eosinophilia. J Immunol. 2021 Feb 15;206(4):722-736. doi: 10.4049/jimmunol.2000604. Epub 2021 Jan 13. PMID: 33441441. 2. Benipal B, Feinstein SI, Chatterjee S, Dodia C, Fisher AB. Inhibition of the phospholipase A2 activity of peroxiredoxin 6 prevents lung damage with exposure to hyperoxia. Redox Biol. 2015;4:321-7. doi: 10.1016/j.redox.2015.01.011. Epub 2015 Jan 16. PMID: 25637741; PMCID: PMC4803794.
1. Chen, J.W., Dodia, C., Feinstein, S.I., et al. 1-Cys peroxiredoxin, a bifunctional enzyme with glutathione peroxidase and phospholipase A2 activities. The Journal of Biological Chemisty 275(37), 28421-28427 (2000). 2. Fisher, A.B., Dodia, C., Feinstein, S.I., et al. Altered lung phospholipid metabolism in mice with targeted deletion of lysosomal-type phospholipase A2. Journal of Lipid Research 46(6), 1248-1256 (2005). 3. Fisher, A.B., and Dodia, C. Role of acidic Ca2+-independent phospholipase A2 in synthesis of lung dipalmitoyl phosphatidylcholine. American Journal of Physiology 272, L238-L243 (1997). 4. Fisher, A.B., and Dodia, C. Role of phospholipase A2 enzymes in degradation of dipalmitoylphosphatidylcholine by granular pneumocytes. Journal of Lipid Research 37, 1057-1064 (1996). 5. Kim, T.S., Sundaresh, C.S., Feinstein, S.I., et al. Identification of a human cDNA clone for lysosomal type Ca2+-independent phospholipase A2 and properties of the expressed protein. The Journal of Biological Chemisty 272, 2542-2550 (1997). 6. Fisher, A.B., Dodia, C., Chander, A., et al. A competitive inhibitor of phospholipase A2 decreases surfactant phosphatidylcholine degradation by the rat lung. Biochemistry Journal 288(Pt 2), 407-411 (1992). 7. Lee, I., Dodia, C., Chatterjee, S., et al. Protection against LPS-induced acute lung injury by a mechanism-based inhibitor of NADPH oxidase (type 2). American Journal of Physiology.Lung Cellular and Molecular Physiology 306, L635-L644 (2014). 8. Wu, Y., Feinstein, S.I., Manevich, Y., et al. Mitogen-activated protein kinase-mediated phosphorylation of peroxiredoxin 6 regulates its phospholipase A2 activity. Biochem. 419(3), 669-679 (2009).