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Prostaglandin D2 serinol amide

Cayman Chemical Item Number 10192

PGD2-SA

Prostaglandin D2 serinol amide

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Description

2-Arachidonyl glycerol (2-AG) exhibits cannabinoid (CB) agonist activity at the CB1 receptor,1 is an important endogenous monoglyceride species,2 and is thus considered to be the natural ligand for the CB1 receptor. 2-AG can also be sequentially metabolized by COX-2 and specific PG synthases to form PG 2-glyceryl esters.3 In activated RAW 264.7 cells, PGD2 2-glyceryl ester is the primary product of 2-AG metabolism in the COX pathway.3 PGD2 serinol amide (PGD2-SA) is a stable analog of PGD2 2-glyceryl ester. Unlike PGD2 2-glyceryl ester and other fatty acyl 2-glyceryl esters, PGD2-SA will not isomerize to the less active primary (1-glyceryl) ester. The biological activity of PGD2-SA has not yet been determined.

1 Sugiura, T., Kodaka, T., Kondo, S., et al. Is the cannabinoid CB1 receptor a 2-arachidonoylglycerol receptor? Structural requirements for triggering a Ca2+ transient in NG108-15 cells. J Biochem 122 890-895 (1997).

2 Kondo, S., Kondo, H., Nakane, S., et al. 2-Arachidonoylglycerol, an endogenous cannabinoid receptor agonist: Identification as one of the major species of monoacylglycerols in various rat tissues, and evidence for its generation through Ca2+-dependent and -independent mechanisms. FEBS Lett 429 152-156 (1998).

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
  • PGD2-SA
Formal Name N-​[(2-​hydroxy-​1-​hydroxymethyl)ethyl]-​11-​oxo-​9α,​15S-​dihydroxy-​prosta-​5Z,​13E-​dien-​1-​amide
Molecular Formula C23H39NO6
Formula Weight 425.6
Formulation A solution in ethanol
Purity >98%
Stability 1 year
Storage -20°C
Shipping Wet ice 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)​NC(CO)​CO

Background Reading

Sugiura, T., Kodaka, T., Kondo, S., et al. Is the cannabinoid CB1 receptor a 2-arachidonoylglycerol receptor? Structural requirements for triggering a Ca2+ transient in NG108-15 cells. J Biochem 122 890-895 (1997).

Kondo, S., Kondo, H., Nakane, S., et al. 2-Arachidonoylglycerol, an endogenous cannabinoid receptor agonist: Identification as one of the major species of monoacylglycerols in various rat tissues, and evidence for its generation through Ca2+-dependent and -independent mechanisms. FEBS Lett 429 152-156 (1998).

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).

Prostaglandin D2 serinol amide 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
Bulk Contact
Cart Total $0.00

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

Please contact our Sales Department for a quote or to purchase.

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.

Related Products

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Arachidonoyl Serinol
Prostaglandin D2
Prostaglandin D2 Ethanolamide
Prostaglandin E2 serinol amide Exclusive
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