An allosteric agonist of the CB1 receptor
Related Products
Enantiomer(s)
24486GAT229
Isomer(s)
24484GAT211
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GAT228

Item No. 24485

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(1R)-2-nitro-1-phenylethyl]-2-phenyl-1H-indole
CAS Number
1446648-15-2
Molecular Formula
C22H18N2O2
Formula Weight
342.4
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 20 mg/ml
SMILES
O=[N+](C[C@H](C1=CC=CC=C1)C2=C(C3=CC=CC=C3)NC4=CC=CC=C42)[O-]
InChi Code
InChI=1S/C22H18N2O2/c25-24(26)15-19(16-9-3-1-4-10-16)21-18-13-7-8-14-20(18)23-22(21)17-11-5-2-6-12-17/h1-14,19,23H,15H2/t19-/m1/s1
InChi Key
OHZDCJJHWPHZJD-LJQANCHMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $40

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    5 mg

    $124

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    10 mg

    $228

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    Product Description

    GAT228 is an allosteric agonist of cannabinoid receptor 1 (CB1), the R-(+)-enantiomer of the CB1 positive allosteric modulator (PAM) GAT229 (Item No. 24486), and a component of the racemic mixture GAT211, which acts as both an agonist and PAM.1,2 GAT228 increases β-arrestin recruitment, cAMP inhibition, and ERK1/2 and PLCβ3 phosphorylation in HEK293A cells expressing GFP-tagged human CB1 (hCB1-GFP) in a concentration-dependent manner.1 Unlike GAT229, GAT228 has no effect on the binding of the CB receptor agonist CP 55,940 to membranes from CHO cells expressing hCB1 when used at concentrations up to 1 µM. It inhibits excitatory postsynaptic currents (EPSCs) in a subset of CB1-expressing murine autaptic hippocampal neurons when used at a concentration of 1 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Laprairie, R.B., Kulkarni, P.M., Deschamps, J.R., et al. Enantiospecific allosteric modulation of cannabinoid 1 receptor. ACS Chem Biol. 8(6), 1188-1203 (2017).

    2. Mitjavila, J., Yin, D., Kulkarni, P.M., et al. Enantiomer-specific positive allosteric modulation of CB1 signaling in autaptic hippocampal neurons. Pharmacol. Res. 129, 475-481 (2018).