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Prostaglandin F2α Ethanolamide

Cayman Chemical Item Number 16013

PGF2α-EA; Dinoprost Ethanolamide (CAS 353787-70-9)

Prostaglandin F2α Ethanolamide (CAS 353787-70-9)

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Description

Prostaglandin F2α ethanolamide (PGF2α-EA) is produced by COX-2 metabolism of the endogenous cannabinoid, arachidonoyl ethanolamide (AEA), found in brain, liver, and other mammalian tissues.1 AEA can be metabolized directly by the sequential action of COX-2 and specific PG synthases to produce ethanolamide congeners of the classical PGs.2,3 PGF2α-EA has also been reported to be biosynthesized by this mechanism when AEA was infused into the lung and liver of living mice. PGF2α-EA is a potent dilator (EC50 = 58 nM) of the cat iris sphincter, which is a model system for testing potential intraocular hypotensive agents.4

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).

4 Woodward, D.F., Tang-Liu, D.D., Madhu, C., et al. Prostaglandin F2α (PGF2α) 1-ethanolamide: A pharmacologically unique local hormone biosynthesized from anandamide. 27 (2000).

Synonyms
  • PGF2α-EA
  • Dinoprost Ethanolamide
Formal Name N-​(2-​hydroxyethyl)-​9α,​11α,​15S-​trihydroxy-​prosta-​5Z,​13E-​dien-​1-​amide
CAS Number 353787-70-9
Molecular Formula C22H39NO5
Formula Weight 397.5
Formulation A solution in ethanol
Purity >98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCCC(O)​/C=C/[C@H]​1C(O)​CC(O)​C1C/C=C\CCCC(=O)​NCCO

Background Reading

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).

Woodward, D.F., Tang-Liu, D.D., Madhu, C., et al. Prostaglandin F2α (PGF2α) 1-ethanolamide: A pharmacologically unique local hormone biosynthesized from anandamide. 27 (2000).

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).

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).

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Prostaglandin F2α Ethanolamide is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $52.00 $0.00
5 mg $234.00 $0.00
10 mg $416.00 $0.00
50 mg $1,820.00 $0.00
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Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-26. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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