A PGD2 metabolite with antitumor and antiviral activity
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Δ12-Prostaglandin J2

Item No. 18550

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
15S-hydroxy-11-oxo-prosta-5Z,9,12E-trien-1-oic acid
CAS Number
87893-54-7
Synonyms
  • Δ12-PGJ2
Molecular Formula
C20H30O4
Formula Weight
334.5
Purity
≥95%
Formulation (Request formulation change)
A 1 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: >100 mg/mlDMSO: >50 mg/mlEthanol: >75 mg/mlPBS (pH 7.2): >2.7 mg/ml
λmax
244 nm
SMILES
CCCCC[C@H](O)C/C=C([C@@H](C/C=C\CCCC(O)=O)C=C1)/C1=O
InChi Code
InChI=1S/C20H30O4/c1-2-3-6-10-17(21)13-14-18-16(12-15-19(18)22)9-7-4-5-8-11-20(23)24/h4,7,12,14-17,21H,2-3,5-6,8-11,13H2,1H3,(H,23,24)/b7-4-,18-14+/t16-,17-/m0/s1
InChi Key
TUXFWOHFPFBNEJ-GJGHEGAFSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Δ12-Prostaglandin J2 (Δ12-PGJ2) is a decomposition product of PGD2 in aqueous media in the presence of albumin.1 It has antitumor and antiviral activity, inhibiting growth of cultured L1210 cells at with an IC50 value of 0.7 µg/ml.2 Δ12-PGJ2 is present in normal human urine with a 24 hour excretion rate of 50-150 ng.3 It is also a moderately potent PPARγ ligand.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fitzpatrick, F.A., and Wynalda, M.A. Albumin-catalyzed metabolism of prostaglandin D2. Identification of products formed in vitro. The Journal of Biological Chemisty 258(19), 11713-11718 (1983).

    2. Kato, T., Fukushima, M., Kurozumi, S., et al. Antitumor activity of Δ7-prostaglandin A1 and Δ12-prostaglandin J2 in vitro and in vivo. Cancer Res. 46(7), 3538-3542 (1986).

    3. Hirata, Y., Hayashi, H., Ito, S., et al. Occurrence of 9-deoxy-Δ9,Δ12-13,14-dihydroprostaglandin D2 in human urine. The Journal of Biological Chemisty 263(32), 16619-16625 (1988).

    4. Forman, B.M., Tontonoz, P., Chen, J., et al. 15-Deoxy-Δ12,14-prostaglandin J2 is a ligand for the adipocyte determination factor PPARγ. Cell 83(5), 803-812 (1995).

    Product Citations

    Meriwether, D., Sulaiman, D., Volpe, C., et al. Apolipoprotein A-I mimetics mitigate intestinal inflammation in COX2-dependent inflammatory bowel disease model. J. Clin. Invest. 130, 3670-3685 (2019).

    Gomez-Abellan, V., Montero, J., Lopez-Munoz, A., et al. Professional phagocytic granulocyte-derived PGD2 regulates the rsolution of inflammation in fish. Develop. Comp. Immunol. 52(2), 182-191 (2015).

    Schröder, R., Xue, L., Konya, V., et al. PGH1, the precursor for the anti-inflammatory prostaglandins of the 1-series, is a potent activator of the pro-inflammatory receptor CRTH2/DP2. PLoS One 7(3), e33329 (2012).