A stable analog of PGE2 2-glyceryl ester
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Prostaglandin E2 serinol amide

Item No. 10193

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(2-hydroxy-1-hydroxymethyl)ethyl]-9-oxo-11α,15S-dihydroxy-prosta-5Z,13E-dien-1-amide
CAS Number
951209-67-9
Synonyms
  • PGE2-SA
Molecular Formula
C23H39NO6
Formula Weight
425.6
Purity
≥95%
Formulation (Request formulation change)
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C1[C@H](C/C=C\CCCC(N([H])C(CO)CO)=O)[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)C1
InChi Code
InChI=1S/C23H39NO6/c1-2-3-6-9-18(27)12-13-20-19(21(28)14-22(20)29)10-7-4-5-8-11-23(30)24-17(15-25)16-26/h4,7,12-13,17-20,22,25-27,29H,2-3,5-6,8-11,14-16H2,1H3,(H,24,30)/b7-4-,13-12+/t18-,19+,20+,22+/m0/s1
InChi Key
QJOORAQHWWTUIP-HIGMCGMBSA-N
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $41

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    1 mg

    $75

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    5 mg

    $351

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    10 mg

    $659

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    Product Description

    2-Arachidonyl glycerol (2-AG) exhibits cannabinoid agonist activity at the CB1 receptor, is an important endogenous monoglyceride species, and is thus considered to be the natural ligand for the CB1 receptor.1,2 2-AG can also be metabolized sequentially by COX-2 and specific prostaglandin (PG) synthases to form PG 2-glyceryl esters.3 PGE2-SA is a stable analog of PGE2 2-glyceryl ester. The biological activity of PGE2-SA has not yet been determined.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description 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. The Journal of Biological Chemisty 277(47), 44877-44885 (2002).

    Product Citations

    Richie-Jannetta, R., Nirodi, C.S., Crews, B.C., et al. Structural determinants for calcium mobilization by prostaglandin E2 and prostaglandin F2α glyceryl esters in RAW 264.7 cells and H1819 cells. Prostaglandins Other Lipid Mediat. 92(1-4), 19-24 (2010).