Exhibits good affinity for canine EP2 and EP4 receptors
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Prostaglandin A3

Item No. 10310

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-oxo-15S-hydroxy-prosta-5Z,10,13E,17Z-tetraen-1-oic acid
CAS Number
36614-31-0
Synonyms
  • PGA3
Molecular Formula
C20H28O4
Formula Weight
332.4
Purity
≥98%
Formulation
A 100 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 100 mg/mlPBS pH 7.2: 2 mg/ml
λmax
216 nm
SMILES
O=C1[C@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/[C@@H](O)C/C=C\CC)C=C1
InChi Code
InChI=1S/C20H28O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h3-4,6-7,12-18,21H,2,5,8-11H2,1H3,(H,23,24)/b6-3-,7-4-,14-12+/t16-,17-,18+/m0/s1
InChi Key
KSIRMUMXJFWKAC-FHJHOUOTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Cyclooxygenase metabolism of EPA to produce Prostaglandin E3 (PGE3) has been reported in biosynthetic preparations of ovine seminal vesicles1 and in the ocular tissues of primates.2 Prostaglandin A3 (PGA3) is an expected non-enzymatic dehydration product of this PGE3. PGA3 exhibits good affinity for the canine EP2 and EP4 receptors with IC50 values of 120 nM and 20 nM, respectively, in a radioligand binding assay.3,4 PGA3 has weak affinity for human PPARγ, with a Ki value of 188 µM.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lohmus, M., Vahemets, A., Järving, I., et al. Preparative separation of natural prostaglandins E. Preparative Chromatography 1(3), 279-300 (1991).

    2. Kulkarni, P.S., Kaufman, P.L., and Srinivasan, B.D. Eicosapentaenoic acid metabolism in cynomolgus and rhesus conjunctiva and eyelid. J. Ocul. Pharmacol. 3(4), 349-356 (1987).

    3. Hibbs, T.A., Lu, B., Smock, S.L., et al. Molecular cloning and charcterization of the canine prostaglandin E receptor EP2 subtype. Prostaglandins Other Lipid Mediat. 57(2-3), 133-147 (1999).

    4. Castleberry, T.A., Lu, B., Smock, S.L., et al. Molecular cloning and functional charcterization of the canine prostaglandin E2 receptor EP4 subtype. Prostaglandins Other Lipid Mediat. 65(4), 167-187 (2001).

    5. Ferry, G., Bruneau, V., Beauverger, P., et al. Binding of prostaglandins to human PPARγ: Tool assessment and new natural ligands. Eur. J. Pharmacol. 417(1-2), 77-89 (2001).