A cytochrome P450 metabolite of 2-AG
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Parent Compound(s)
621602-Arachidonoyl Glycerol
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(±)2-(14,15-Epoxyeicosatrienoyl) Glycerol

Item No. 10009962

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5Z,8Z,11Z)-13-(3-pentyl-2-oxiranyl)-5,8,11-tridecatrienoic acid, (±)2-hydroxy-1-(hydroxymethyl)ethyl ester
CAS Number
848667-56-1
Synonyms
  • (±)2-14,15-EG
Molecular Formula
C23H38O5
Formula Weight
394.5
Purity
≥95%
Formulation
A 100 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.15 mg/ml
SMILES
O=C(OC(CO)CO)CCC/C=C\C/C=C\C/C=C\C[C@H](O1)[C@H]1CCCCC
InChi Code
InChI=1S/C23H38O5/c1-2-3-12-15-21-22(28-21)16-13-10-8-6-4-5-7-9-11-14-17-23(26)27-20(18-24)19-25/h4,6-7,9-10,13,20-22,24-25H,2-3,5,8,11-12,14-19H2,1H3/b6-4-,9-7-,13-10-/t21-,22+/m1/s1
InChi Key
LPMVKZXODWQHGJ-LPGBQIIWSA-N
Side Chain Carbon Sum
20:3
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    25 µg

    $259

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    50 µg

    $492

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    100 µg

    $929

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    Product Description

    (±)2-(14,15-Epoxyeicosatrienoyl) Glycerol ((±)2-14,15-EG) is a novel CYP450 metabolite of 2-AG in the kidney.1 (±)2-14,15-EG is a potent mitogen for renal epithelial cells, increasing DNA synthesis in LLCPKcl4 cells at concentrations as low as 100 nM and doubling cell proliferation rates at 1 µM.1 In these cells, (±)2-14,15-EG activates the metalloprotease ADAM17, which cleaves proTGF-α and releases TGF-α as a ligand that initiates the EGFR-ERK signalling pathway.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, J., Chen, J.K., Falck, J.R., et al. Mitogenic activity and signaling mechanism of 2-(14,15-epoxyeicosatrienoyl)glycerol, a novel cytochrome P450 arachidonate metabolite. Mol. Cell. Biol. 27(8), 3023-3034 (2007).