A chemical decomposition product of PGD2
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Δ12-Prostaglandin D2

Item No. 12650

Technical Information
Formal Name
9α,15S-dihydroxy-11-oxo-prosta-5Z,12E-dien-1-oic acid
CAS Number
64072-89-5
Synonyms
  • Δ12-PGD2
Molecular Formula
C20H32O5
Formula Weight
Purity
≥98%
A 5 mg/ml solution in methyl acetate
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
245 nm
SMILES
CCCCCC(O)C/C=C1/C(=O)CC(O)C/1C/C=C\CCCC(=O)O
InChi Code
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,13,15-16,18,21-22H,2-3,5-6,8-12,14H2,1H3,(H,24,25)/b7-4-,17-13+/t15-,16+,18-/m0/s1
InChi Key
OBTVQKDILGZFPY-WBYUMCMISA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Prostaglandin D2 (PGD2) is one of the five primary enzymatic prostaglandins derived directly from PGH2. PGD2 is produced abundantly in the CSF by the lipocalin-type PGD synthase, and in the periphery by myeloid cells including mast cells and basophils by a second, hematopoietic-type PGD synthase. PGD2 is chemically unstable, and its use and analysis is complicated by its short in vivo half-life. Δ12-PGD2 is one of the initial chemical decomposition products of PGD2. Δ12-PGD2 is an intermediate in the pathway leading to Δ12-PGJ2, which is a cyclopentenone prostaglandin with antimitotic and carcinogenic activities.1,2 The metabolism of Δ12-PGD2 involves addition of thiol nucleophiles, as is the case with the majority of cyclopentenone prostaglandins.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fukushima, M. Prostaglandin J2 - anti-tumor and anti-viral activities and the mechanisms involved. Eicosanoids 3(4), 189-199 (1990).

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

    3. Atsmon, J., Sweetman, B.J., Baertschi, S.W., et alFormation of thiol conjugates of 9-deoxy-Δ9,Δ12(E)-prostaglandin D2 and Δ12(E)-prostaglandin D2. Biochemistry 29(15), 3760-3765 (1990).

    Product Citations

    Schröder, R., Xue, L., Konya, V., et alPGH1, 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).