From Wikipedia, the free encyclopedia
Chemical compound; modulator of the cannabinoid CB1 receptor
GAT100
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3-ethyl-5-isothiocyanato-N-(4-(piperidin-1-yl)phenethyl)-1H-indole-2-carboxamide
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CAS Number | |
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ChemSpider | |
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Formula | C25H28N4OS |
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Molar mass | 432.59 g·mol−1 |
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3D model (
JSmol) | |
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CCc1c([nH]c2ccc(cc12)N=C=S)C(=O)NCCc3ccc(cc3)N4CCCCC4
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InChI=1S/C25H28N4OS/c1-2-21-22-16-19(27-17-31)8-11-23(22)28-24(21)25(30)26-13-12-18-6-9-20(10-7-18)29-14-4-3-5-15-29/h6-11,16,28H,2-5,12-15H2,1H3,(H,26,30) Key:YIYLMDVRSNXYOT-UHFFFAOYSA-N
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GAT100 is a negative
allosteric modulator of the
cannabinoid
CB1
receptor.
[1]
[2]
See also
References
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^ Kulkarni PM, Kulkarni AR, Korde A, Tichkule RB, Laprairie RB, Denovan-Wright EM, et al. (January 2016).
"Novel Electrophilic and Photoaffinity Covalent Probes for Mapping the Cannabinoid 1 Receptor Allosteric Site(s)". Journal of Medicinal Chemistry. 59 (1): 44–60.
doi:
10.1021/acs.jmedchem.5b01303.
PMC
4716578.
PMID
26529344.
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^ Laprairie RB, Kulkarni AR, Kulkarni PM, Hurst DP, Lynch D, Reggio PH, et al. (June 2016).
"Mapping Cannabinoid 1 Receptor Allosteric Site(s): Critical Molecular Determinant and Signaling Profile of GAT100, a Novel, Potent, and Irreversibly Binding Probe". ACS Chemical Neuroscience. 7 (6): 776–98.
doi:
10.1021/acschemneuro.6b00041.
PMC
5358098.
PMID
27046127.
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Phytocannabinoids (
comparison) | Cannabibutols | |
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Cannabichromenes | |
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Cannabicyclols | |
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Cannabidiols | |
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Cannabielsoins | |
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Cannabigerols | |
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Cannabiphorols | |
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Cannabinols | |
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Cannabitriols | |
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Cannabivarins | |
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Delta-8-tetrahydrocannabinols | |
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Delta-9-tetrahydrocannabinols | |
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Delta-10-Tetrahydrocannabinols | |
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Miscellaneous cannabinoids | |
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Active metabolites | |
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Endocannabinoids | |
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Synthetic cannabinoid receptor agonists / neocannabinoids | Classical cannabinoids (dibenzopyrans) | |
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Non-classical cannabinoids | |
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Adamantoylindoles | |
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Benzimidazoles | |
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Benzoylindoles | |
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Cyclohexylphenols | |
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Eicosanoids | |
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Hydrocarbons | |
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Indazole carboxamides | |
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Indazole-3- carboxamides | |
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Indole-3-carboxamides | |
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Indole-3-carboxylates | |
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Naphthoylindazoles | |
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Naphthoylindoles | |
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Naphthoylpyrroles | |
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Naphthylmethylindenes | |
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Naphthylmethylindoles | |
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Phenylacetylindoles | |
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Pyrazolecarboxamides | |
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Pyrrolobenzoxazines | |
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Quinolinyl esters | |
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Tetramethylcyclo- propanoylindazoles | |
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Tetramethylcyclo- propanoylindoles | |
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Tetramethylcyclo- propylindoles | |
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Others | |
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Allosteric
CBRTooltip Cannabinoid receptor
ligands | |
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Endocannabinoid enhancers (inactivation inhibitors) | |
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Anticannabinoids (antagonists/inverse agonists/antibodies) | |
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Receptor (
ligands) |
CB1Tooltip Cannabinoid receptor type 1 | Agonists (abridged,
full list) | |
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Inverse agonists | |
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Antagonists | |
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CB2Tooltip Cannabinoid receptor type 2 | Agonists |
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2-AG
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2-AGE (noladin ether)
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3,3'-Diindolylmethane
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4-O-Methylhonokiol
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α-Amyrin · β-Amyrin
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A-796,260
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A-834,735
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A-836,339
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AM-1172
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AM-1221
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AM-1235
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AM-1241
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AM-2232
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Anandamide
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AZ-11713908
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Cannabinol
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Caryophyllene
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CB-13
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CBS-0550
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CP 55,940
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GW-405,833 (L-768,242)
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GW-842,166X
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HU-308
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JTE 7-31
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JWH-007
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JWH-015
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JWH-018
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JWH-73
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JWH-133
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L-759,633
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L-759,656
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Lenabasum (anabasum)
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Magnolol
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MDA-19
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Nabitan
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NADA
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Olorinab (APD-371)
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PF-03550096
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S-444,823
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SER-601
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Serinolamide A
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UR-144
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Tedalinab
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THC (dronabinol)
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THCV
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Tetrahydromagnolol
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Virodhamine
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Antagonists | |
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NAGly (
GPR18) | |
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GPR55 | |
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GPR119 | |
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Transporter (
modulators) |
eCBTsTooltip Endocannabinoid transporter | |
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Enzyme (
modulators) | |
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Others |
- Others:
2-PG (directly potentiates activity of 2-AG at CB1 receptor)
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ARN-272 (FAAH-like anandamide transporter inhibitor)
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