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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[]
- ^ 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.
- ^ 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.
Cannabinoids |
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Phytocannabinoids | 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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Cannabinols and cannabinodiols | |
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Cannabitriols | |
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Delta-8-tetrahydrocannabinols | |
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Delta-9-tetrahydrocannabinols |
- Delta-9-THC (THC)
- THCH
- THCP
- THCV
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Miscellaneous cannabinoids | |
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Active metabolites | |
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Endocannabinoids |
- Arachidonoyl ethanolamide (AEA; anandamide)
- 2-Arachidonoylglycerol (2-AG)
- 2-Arachidonyl glyceryl ether (2-AGE; noladin ether)
- 2-Oleoylglycerol (2-OG)
- N-Arachidonoyl dopamine (NADA)
- N-Arachidonylglycine (NAGly)
- N-Arachidonoyl serotonin (AA-5-HT)
- Docosatetraenoylethanolamide (DEA)
- Lysophosphatidylinositol (LPI)
- Oleamide
- Oleoylethanolamide (OEA)
- Palmitoylethanolamide (PEA)
- RVD-Hpα
- Stearoylethanolamide (SEA)
- O-Arachidonoyl ethanolamine (O-AEA; virodhamine)
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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 |
- AM-630
- AM-679
- AM-694
- AM-1241
- AM-2233
- GW-405,833 (L-768,242)
- Pravadoline
- RCS-4
- WIN 54,461
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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 |
- A-796,260
- A-834,735
- FUB-144
- UR-144
- XLR-11
- XLR-12
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Tetramethylcyclo- propylindoles | |
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Others | |
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Allosteric CBR ligands | |
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Endocannabinoid enhancers (inactivation inhibitors) | |
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Anticannabinoids (antagonists/inverse agonists/antibodies) | |
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- See also: Cannabinoid receptor modulators (cannabinoids by pharmacology)
- List of: AM cannabinoids
- JWH cannabinoids
- Designer drugs § Synthetic cannabimimetics
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Receptor (ligands) | CB1 |
- Agonists (abridged; see here for more): 2-AG
- 2-AGE (noladin ether)
- 11-Hydroxy-THC
- α-Amyrin · β-Amyrin
- AB-CHMINACA
- AM-1220
- AM-1221
- AM-1235
- AM-2201
- AM-2232
- Anandamide
- AZ-11713908
- Cannabinol
- CB-13
- CP 47,497
- CP 55,940
- Dimethylheptylpyran
- DEA
- ECG
- EGCG
- Epicatechin
- Gallocatechol (gallocatechin)
- Honokiol
- HU-210
- JWH-007
- JWH-015
- JWH-018
- JWH-073
- Kavain
- L-759,633
- Levonantradol
- Menabitan
- Nabilone
- Nabitan
- NADA
- O-1812
- Oleamide
- Pravadoline
- Serinolamide A
- THC (dronabinol)
- UR-144
- WIN 55,212-2
- Yangonin
- Antagonists: AM-251
- AM-6545
- Cannabidiol
- Cannabigerol
- Drinabant
- Falcarinol (carotatoxin)
- Hemopressin
- Ibipinabant
- LY-320,135
- MK-9470
- NESS-0327
- O-2050
- Otenabant
- PF-514273
- PipISB
- Rimonabant
- Rosonabant
- Surinabant
- Taranabant
- THCV
- TM-38837
- VCHSR
- Virodhamine
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CB2 |
- Agonists: 2-AG
- 2-AGE (noladin ether)
- 3,3'-Diindolylmethane
- 4-O-Methylhonokiol
- α-Amyrin · β-Amyrin
- A-796,260
- A-834,735
- A-836,339
- AM-1221
- AM-1235
- AM-1241
- AM-2232
- Anandamide
- AZ-11713908
- Cannabinol
- Caryophyllene
- CB-13
- CBS-0550
- CP 55,940
- GW-405,833 (L-768,242)
- GW-842,166X
- HU-308
- JTE 7-31
- JWH-007
- JWH-015
- JWH-018
- JWH-133
- L-759,633
- L-759,656
- Magnolol
- MDA-19
- Nabitan
- NADA
- Olorinab (APD-371)
- PF-03550096
- S-444,823
- SER-601
- Serinolamide A
- UR-144
- Tedalinab
- THC (dronabinol)
- THCV
- Virodhamine
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NAGly (GPR18) |
- Agonists: Abnormal cannabidiol
- ACPA
- AM251
- Anandamide
- Cannabidiol
- NADGly
- THC (dronabinol)
- O-1602
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GPR55 |
- Agonists: 2-AGE (noladin ether)
- Abnormal cannabidiol
- AM-251
- CP 55,940
- Lysophosphatidylinositol
- O-1602
- Oleoylethanolamide
- Palmitoylethanolamide
- THC (dronabinol)
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GPR119 | |
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Unsorted | |
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Transporter (modulators) | eCBTs |
- Inhibitors:
- AM-404
- Arachidonoyl serotonin
- Cannabidiol
- Guineensine
- LY-2183240
- Paracetamol (acetaminophen)
- URB-597
- VDM-11
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Enzyme (modulators) | FAAH | |
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MAGL |
- Inhibitors:
- IDFP
- JZL-184
- JZL-195
- MAFP
- URB-602
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ABHD6 | |
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ABHD12 |
- Inhibitors: Betulinic acid
- Maslinic acid
- MAFP
- Oleanolic acid
- Orlistat (tetrahydrolipstatin)
- Ursolic acid
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Others |
- Precursors: Phosphatidylethanolamine
- NAPE
- Diacylglycerol
- Others: (directly potentiates activity of 2-AG at CB1 receptor)
- (FAAH-like anandamide transporter inhibitor)
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- See also
- Receptor/signaling modulators
- Cannabinoids (cannabinoids by structure)
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Categories:
- Cannabinoids
- CB1 receptor antagonists
- Isothiocyanates
- Cannabinoid stubs
Hidden categories:
- Articles with short description
- Short description is different from Wikidata
- Articles without EBI source
- Chemical pages without DrugBank identifier
- Articles without KEGG source
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