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2-Oleoyl Glycerol

Item № 16537
CAS № 3443-84-3
Purity ≥98%
product image
                (CAS 3443-84-3)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $25.00 0.00
     5 mg $69.00 0.00
     10 mg $113.00 0.00
     25 mg $219.00 0.00

Pricing updated 2019-07-18. Prices are subject to change without notice.

Description
Synonyms
  • 2-Monoolein
  • 2-OG

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

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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
356.5
Purity
≥98%
Formulation
A solution in ethanol
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
Stability
≥ 1 year
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Additional Information

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References & Product Citations
Product Description References

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

2. Ghafouri, N., Tiger, G., Razdan, R.K., et al. Inhibition of monoacylglycerol lipase and fatty acid amide hydrolase by analogues of 2-arachidonoylglycerol British Journal of Pharmacology 143, 774-784 (2004).

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

4. Hansen, K.B., Rosenkilde, M.M., Knop, F.K., et al. 2-Oleoyl glycerol is a GRP119 agonist and signals GLP-1 release in humans Journal of Clinical Endocrinology and Metabolism 96(9), E1409-E1417 (2011).

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