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| | 9alpha,15S-dihydroxy-11-oxo-prosta-5z,13e-dien-1-oic acid, 1-glyceryl ester Basic information |
| Product Name: | 9alpha,15S-dihydroxy-11-oxo-prosta-5z,13e-dien-1-oic acid, 1-glyceryl ester | | Synonyms: | PGD2-1-GLYCERYL ESTER;Prosta-5,13-dien-1-oic acid, 9,15-dihydroxy-11-oxo-, 2-hydroxy-1-(hydroxymethyl)ethyl ester, (5Z,9α,13E,15S)-;PROSTAGLANDIN D2-1-GLYCERYL ESTER;9alpha,15S-dihydroxy-11-oxo-prosta-5z,13e-dien-1-oic acid, 1-glyceryl ester | | CAS: | 309260-52-4 | | MF: | C23H38O7 | | MW: | 426.54 | | EINECS: | | | Product Categories: | | | Mol File: | 309260-52-4.mol |  |
| | 9alpha,15S-dihydroxy-11-oxo-prosta-5z,13e-dien-1-oic acid, 1-glyceryl ester Chemical Properties |
| Boiling point | 618.120±55.00 °C(Press: 760.00 Torr)(predicted) | | density | 1.183±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | | solubility | DMF: 10 mg/ml; DMSO: 10 mg/ml; Ethanol: 10 mg/ml; PBS (pH 7.2): .1 mg/ml | | pka | 13.541±0.10(predicted) |
| | 9alpha,15S-dihydroxy-11-oxo-prosta-5z,13e-dien-1-oic acid, 1-glyceryl ester Usage And Synthesis |
| Description | 2-Arachidonoyl glycerol (2-AG; ) has been isolated from porcine brain, and has been characterized as the natural endocannabinoid ligand for the CB1 receptor.1,2 Incubation of 2-AG with COX-2 and specific prostaglandin H2 (PGH2; ) isomerases in cell cultures and isolated enzyme preparations results in prostaglandin glycerol ester formation.3 The biosynthesis of PGH, PGD, PGE, PGF, and TXA-2-glyceryl ester compounds have all been documented. In RAW 264.7 cells, PGD2-2-glyceryl ester is the main COX metabolite.3 The 2-glyceryl ester moiety equilibrates rapidly (within minutes) with the more stable 1-glyceryl ester, producing a 10:90 mixture of the 1- and 2-glyceryl esters in typical aqueous media. While the stability and metabolism of these PG products have been investigated, little is known about their intrinsic biological activity.4 | | Uses | Prostaglandin D2-1-glyceryl ester (PGD2-G; PGD2 2-glyceryl ester)[1]. | | Definition | ChEBI: Prostaglandin D2 1-glyceryl ester is a 1-monoglyceride resulting from the condensation of the carboxy group of prostaglandin D2 with the 1-hydroxy group of glycerol. It has a role as a human metabolite. It is a prostaglandins D, an alicyclic ketone, a 1-monoglyceride and a secondary allylic alcohol. It is functionally related to a prostaglandin D2. | | References | 1. Sugiura, T., Kodaka, T., Kondo, S., et al. 2-Arachidonoylglycerol, a putative endogenous cannabinoid receptor ligand, induces rapid, transient elevation of intracellular free Ca2+ in neuroblastoma X glioma hybrid NG108-15 cells Biochem. Biophys. Res. Commun. 229,58-64(1996).
2. 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).
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. Kozak, K.R., Crews, B.C., Ray, J.L., et al. Metabolism of prostaglandin glycerol esters and prostaglandin ethanolamides in vitro and in vivo J. Biol. Chem. 276(40),36993-36998(2001). |
| | 9alpha,15S-dihydroxy-11-oxo-prosta-5z,13e-dien-1-oic acid, 1-glyceryl ester Preparation Products And Raw materials |
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