11β-Prostaglandin F Ethanolamide

Cayman Chemical Item Number 16522

11-epi PGF-EA; 11β-PGF-EA (CAS 714966-38-8)

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Description

11β-Prostaglandin F ethanolamide (11β-PGF-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

1. Bachur, N.R., Masek, K., Melmon, K.L., et al. Fatty acid amides of ethanolamine in mammalian tissues. J Biol Chem 240 1019-1024 (1965).

2. Yu, M., Ives, D., and Ramesha, C.S. Synthesis of prostaglandin E2 ethanolamide from anandamide by cyclooxygenase-2. J Biol Chem 272 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. J Biol Chem 277(47) 44877-44885 (2002).

Synonyms
  • 11-epi PGF-EA
  • 11β-PGF-EA
Formal Name N-​(2-​hydroxyethyl)-​9α,​11β,​15S-​trihydroxy-​prosta-​5Z,​13E-​dien-​1-​amide
CAS Number 714966-38-8
Molecular Formula C22H39NO5
Formula Weight 397.6
Formulation A solution in ethanol
Purity ≥95%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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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
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​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
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XCVCLIRZZCGEMU-WMTHMIERSA-N

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11β-Prostaglandin F Ethanolamide is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $89.00 $0.00
5 mg $396.00 $0.00
10 mg $712.00 $0.00
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Cart Total $0.00

Pricing updated 2015-07-28. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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