The theoretical hepatic metabolite of PGD2-EA
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11β-Prostaglandin F2α Ethanolamide

Item No. 16522

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11β,15S-trihydroxy-N-(2-hydroxyethyl)-prosta-5Z,13E-dien-1-amide
CAS Number
714966-38-8
Synonyms
  • 11-epi PGF2α-EA
  • 11β-PGF2α-EA
  • 11β-Prostamide F2α
Molecular Formula
C22H39NO5
Formula Weight
397.6
Purity
≥95%
Formulation (Request formulation change)
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: MiscibleDMSO: 10 mg/mlEthanol: MisciblePBS (pH 7.2): 10 mg/ml
SMILES
OCCN([H])C(CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)CCCCC)[C@@H](O)C[C@@H]1O)=O
InChi Code
InChI=1S/C22H39NO5/c1-2-3-6-9-17(25)12-13-19-18(20(26)16-21(19)27)10-7-4-5-8-11-22(28)23-14-15-24/h4,7,12-13,17-21,24-27H,2-3,5-6,8-11,14-16H2,1H3,(H,23,28)/b7-4-,13-12+/t17-,18+,19+,20-,21-/m0/s1
InChi Key
XCVCLIRZZCGEMU-WMTHMIERSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    11β-Prostaglandin F2α ethanolamide (11β-PGF2α-EA) is the theoretical hepatic metabolite of PGD2-EA, produced during COX-2 metabolism of the endogenous cannabinoid AEA which is found in brain, liver, and other mammalian tissues.1 AEA can be used directly by COX-2 and specific PG synthase to produce ethanolamide congeners of the classical PGs.2,3 PGD2-EA is formed in activated RAW 264.7 cells treated with AEA.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bachur, N.R., Masek, K., Melmon, K.L., et al. Fatty acid amides of ethanolamine in mammalian tissues. The Journal of Biological Chemisty 240, 1019-1024 (1965).

    2. Yu, M., Ives, D., and Ramesha, C.S. Synthesis of prostaglandin E2 ethanolamide from anandamide by cyclooxygenase-2. The Journal of Biological Chemisty 272(34), 21181-21186 (1997).

    3. Kozak, K.R., Crews, B.C., Morrow, J.D., et al. Metabolism of the endocannabinoids, 2-arachidonylgycerol and anandamide, into prostaglandin, thromboxane, and prostacyclin glycerol esters and ethanolamides. The Journal of Biological Chemisty 277(47), 44877-44885 (2002).