A natural monoacylglycerol
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2-Oleoyl Glycerol

Item No. 16537

Technical Information
Formal Name
2-hydroxy-1-(hydroxymethyl)ethyl ester-9Z-octadecenoic acid
CAS Number
3443-84-3
Synonyms
  • 2-Monoolein
  • 2-OG
Molecular Formula
C21H40O4
Formula Weight
Purity
≥98%
Formulation
A 10 mg/ml solution in ethanol
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 15 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.25 mg/ml
SMILES
CCCCCCCC/C=C\CCCCCCCC(OC(CO)CO)=O
InChi Code
InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-20(18-22)19-23/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-
InChi Key
UPWGQKDVAURUGE-KTKRTIGZSA-N
Side Chain Carbon Sum
18:1
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    2-Oleoyl glycerol (2-OG) is a natural monoacylglycerol with an 18:1 oleoyl group at the sn-2 position of glycerol. 2-OG, like 2-arachidonoyl glycerol (2-AG; Item No. 62160), is metabolized by monoacylglycerol lipase, but, unlike 2-AG, it is not metabolized by cyclooxygenases or lipoxygenases.1,2,3 2-OG is an agonist of GPR119 (EC50 = 2.5 µM), stimulating the release of glucagon-like peptide-1 from intestinal L-cells.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brengdahl, J., and Fowler, C.J. A novel assay for monoacylglycerol hydrolysis suitable for high-throughput screening. Anal. Biochem. 359(1), 40-44 (2006).

    2. Ghafouri, N., Tiger, G., Razdan, R.K., et alInhibition of monoacylglycerol lipase and fatty acid amide hydrolase by analogues of 2-arachidonoylglycerol. Br. J. Pharmacol. 143(6), 774-784 (2004).

    3. Woodhams, S.G., Wong, A., Barrett, D.A., et alSpinal administration of the monoacylglycerol lipase inhibitor JZL184 produces robust inhibitory effects on nociceptive processing and the development of central sensitization in the rat. Br. J. Pharmacol. 167(8), 1609-1619 (2012).

    4. Hansen, K.B., Rosenkilde, M.M., Knop, F.K., et al2-Oleoyl glycerol is a GRP119 agonist and signals GLP-1 release in humans. J. Clin. Endocrinol. Metab. 96(9), E1409-E1417 (2011).