A congener of 2-arachidonoyl glycerol
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2-Linoleoyl Glycerol

Item No. 62260

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9Z,12Z-octadecadienoic acid, 2-glyceryl ester
CAS Number
3443-82-1
Synonyms
  • 2-LG
Molecular Formula
C21H38O4
Formula Weight
354.5
Purity
≥95% (as a 9:1 mixture of the 2-LG and 1-LG)
Formulation (Request formulation change)
A 5 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 140 µg/ml
SMILES
CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC(CO)CO
InChi Code
InChI=1S/C21H38O4/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/h6-7,9-10,20,22-23H,2-5,8,11-19H2,1H3/b7-6-,10-9-
InChi Key
IEPGNWMPIFDNSD-HZJYTTRNSA-N
Side Chain Carbon Sum
18:2
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    500 µg

    $18

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    1 mg

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    5 mg

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    10 mg

    $207

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    Product Description

    2-Arachidonoyl glycerol (2-AG) has been isolated from porcine brain, and has been characterized as the natural endocannabinoid ligand for the CB1 receptor.1,2 The congener of 2-AG in which a linoleoyl group replaces the arachidonoyl group is 2-linoleoyl glycerol (2-LG), and this compound also appears in vivo in conjunction with 2-AG.3 Although the intrinsic activity of 2-LG is low, it potentiates the activity of other endocannabinoids, including 2-AG. This “entourage” effect has been attributed to blockade of the breakdown and reuptake pathways that normally function to reduce endocannabinoid levels rapidly upon release.

    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. 2-Arachidonoylglycerol, a putative endogenous cannabinoid receptor ligand, induces rapid, transient elevation of intracellular free Ca2+ in neuroblastoma X glioma hybrid NG108-15 cells. Biochem. Biophys. Res. Commun. 229(1), 58-64 (1996).

    2. 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).

    3. Ben-Shabat, S., Fride, E., Sheskin, T., et al. An entourage effect: Inactive endogenous fatty acid glycerol esters enhance 2-arachidonoyl-glycerol cannabinoid activity. Eur. J. Pharmacol. 353(1), 23-31 (1998).

    Product Citations

    Gouveia-Figueira, S., Karlsson, J., Deplano, A., et al. Characterisation of (R)-2-(2-fluorobiphenyl-4-yl)-N-(3-methylpyridin-2-yl)propanamide as a dual fatty acid amide hydrolase: Cyclooxygenase inhibitor. PLoS One 10(9), e0139212 (2015).