| Identification | Back Directory | [Name]
N-(2-HYDROXYETHYL)-11-OXO-9ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-AMIDE | [CAS]
398138-28-8 | [Synonyms]
PGD2-EA
PROSTAGLANDIN D2 ETHANOLAMIDE
Prostaglandin D2 Ethanolamide MaxSpecStandard
Prostaglandin D2 Ethanolamide Lipid Maps MS Standard
N-(2-HYDROXYETHYL)-11-OXO-9ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-AMIDE
Prosta-5,13-dien-1-amide, 9,15-dihydroxy-N-(2-hydroxyethyl)-11-oxo-, (5Z,9α,13E,15S)-
(Z)-N-(2-hydroxyethyl)-7-[(1R,2R,5S)-5-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-3-oxocyclopentyl]hept-5-enamide | [Molecular Formula]
C22H37NO5 | [MDL Number]
MFCD02259323 | [MOL File]
398138-28-8.mol | [Molecular Weight]
395.54 |
| Chemical Properties | Back Directory | [Boiling point ]
630.7±55.0 °C(Predicted) | [density ]
1.134±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: 8.3 mg/ml; DMSO: 8.3 mg/ml; Ethanol: 12.5 mg/ml; PBS (7.2): 2.5 mg/ml | [pka]
13.86±0.60(Predicted) |
| Hazard Information | Back Directory | [Description]
Prostaglandin D2 ethanolamide (PGD2-EA) is a bioactive lipid produced by the sequential metabolism of anandamide (arachidonoyl ethanolamide; Item Nos. 90050 | 10007270) by cyclooxygenase (COX) enzymes, in particular by COX-2, and PGD synthase.1,2,3 The biosynthesis of PGD2-EA from anandamide can also be increased when anandamide metabolism is diminished by deletion of fatty acid amide hydrolase.4 PGD2-EA is inactive against recombinant prostanoid receptors, including the D prostanoid receptor.5 It increases the frequency of miniature inhibitory postsynaptic currents in primary cultured hippocampal neurons, an effect which is the opposite of that induced by anandamide.3 PGD2-EA also induces apoptosis in colorectal carcinoma cell lines.2
PGD2-EA MaxSpec® standard is a quantitative grade standard of PGD2-EA (Item No. 12012) that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. The verified concentration is provided on the certificate of analysis. This PGD2-EA MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality. | [Uses]
PGD2 ethanolamide is the COX-2 dependent metabolite of Anandamide that induces apoptosis in colorectal carcinoma (CRC) cells[1]. | [Definition]
ChEBI: Prostaglandin D2 ethanolamide is an N-acylethanolamine resulting from the formal condensation of the carboxy group of prostaglandin D2 with the amino group of ethanolamine. It is a N-acylethanolamine and a monocarboxylic acid amide. It is functionally related to a prostaglandin D2. | [References]
[1] H A Patsos, et al. The endogenous cannabinoid, anandamide, induces cell death in colorectal carcinoma cells: a possible role for cyclooxygenase. Gut. 2005 Dec;54(12):1741-50. DOI:10.1136/gut.2005.073403 |
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