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| | N-[(2-Hydroxy-1-hydroxymethyl)ethyl]-11-oxo-9alpha,15s-dihydroxy-prosta-5z, 13e-dien-1-amide Basic information |
| Product Name: | N-[(2-Hydroxy-1-hydroxymethyl)ethyl]-11-oxo-9alpha,15s-dihydroxy-prosta-5z, 13e-dien-1-amide | | Synonyms: | (Z)-N-(1,3-dihydroxypropan-2-yl)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enamide;PROSTAGLANDIN D2 SERINOL AMIDE;PGD2-SA;Prosta-5,13-dien-1-amide, 9,15-dihydroxy-N-[2-hydroxy-1-(hydroxymethyl)ethyl]-11-oxo-, (5Z,9α,13E,15S)- (9CI);N-[(2-Hydroxy-1-hydroxymethyl)ethyl]-11-oxo-9alpha,15s-dihydroxy-prosta-5z, 13e-dien-1-amide | | CAS: | 851761-42-7 | | MF: | C23H39NO6 | | MW: | 425.56 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File | ![N-[(2-Hydroxy-1-hydroxymethyl)ethyl]-11-oxo-9alpha,15s-dihydroxy-prosta-5z, 13e-dien-1-amide Structure](StructureFile/ChemBookStructure9/GIF/CB3398319.gif) |
| | N-[(2-Hydroxy-1-hydroxymethyl)ethyl]-11-oxo-9alpha,15s-dihydroxy-prosta-5z, 13e-dien-1-amide Chemical Properties |
| Boiling point | 686.2±55.0 °C(Predicted) | | density | 1.172±0.06 g/cm3(Predicted) | | solubility | DMF: 25 mg/ml; DMSO: 25 mg/ml; Ethanol: 25 mg/ml; PBS (pH 7.2): 5 mg/ml | | pka | 13.86±0.60(Predicted) |
| | N-[(2-Hydroxy-1-hydroxymethyl)ethyl]-11-oxo-9alpha,15s-dihydroxy-prosta-5z, 13e-dien-1-amide Usage And Synthesis |
| 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. | | Uses | Prostaglandin D2 serinol amide is a weak inhibitor of the hydrolysis of [3H]2-oleoylglycerol[1]. | | Definition | ChEBI: PGD2-dihydroxypropanylamine is a prostanoid. | | References | 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(4),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(2),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). |
| | N-[(2-Hydroxy-1-hydroxymethyl)ethyl]-11-oxo-9alpha,15s-dihydroxy-prosta-5z, 13e-dien-1-amide Preparation Products And Raw materials |
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