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GPCR

Name	Cannabinoid receptor 1
Species	Homo sapiens (Human)
Gene	CNR1
Synonym	CB1 Central cannabinoid receptor SKR6R THC receptor CB1R CANN6 CB1 receptor Neuronal cannabinoid receptor Cann7 CB-R [ Show all ]
Disease	Obesity; Diabetes Chemotherapy-induced nausea Diabetes; Obesity Drug abuse Hypertension; Diabetes; Obesity Insomnia Ischemia Lipid metabolism disorder Metabolic disorders Obesity Type 2 diabetes Schizophrenia Psychotic disorders Postherpetic neuralgia Ovarian cancer Obesity; Metabolic disorders Nicotine dependence; Obesity Neuropathic pain Cerebrovascular ischaemia Central nervous system disease Pain Anorexia Endocrine disease [ Show all ]
Length	472
Amino acid sequence	MKSILDGLADTTFRTITTDLLYVGSNDIQYEDIKGDMASKLGYFPQKFPLTSFRGSPFQEKMTAGDNPQLVPADQVNITEFYNKSLSSFKENEENIQCGENFMDIECFMVLNPSQQLAIAVLSLTLGTFTVLENLLVLCVILHSRSLRCRPSYHFIGSLAVADLLGSVIFVYSFIDFHVFHRKDSRNVFLFKLGGVTASFTASVGSLFLTAIDRYISIHRPLAYKRIVTRPKAVVAFCLMWTIAIVIAVLPLLGWNCEKLQSVCSDIFPHIDETYLMFWIGVTSVLLLFIVYAYMYILWKAHSHAVRMIQRGTQKSIIIHTSEDGKVQVTRPDQARMDIRLAKTLVLILVVLIICWGPLLAIMVYDVFGKMNKLIKTVFAFCSMLCLLNSTVNPIIYALRSKDLRHAFRSMFPSCEGTAQPLDNSMGDSDCLHKHANNAASVHRAAESCIKSTVKIAKVTMSVSTDTSAEAL
UniProt	P21554
Protein Data Bank	5tjv, 5u09, 5xr8, 5xra, 6n4b, 5tgz
GPCR-HGmod model	P21554
3D structure model	This structure is from PDB ID 5tjv.
BioLiP	BL0384680, BL0364157, BL0384679, BL0384681, BL0384682, BL0384683, BL0384684, BL0440253, BL0440254,BL0440255, BL0363267, BL0361447, BL0361446
Therapeutic Target Database	T76685
ChEMBL	CHEMBL218
IUPHAR	56
DrugBank	BE0000061

Ligand

Name	Dronabinol
Molecular formula	C21H30O2
IUPAC name	(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol
Molecular weight	314.469
Hydrogen bond acceptor	2
Hydrogen bond donor	1
XlogP	7.0
Synonyms	L-delta1-trans-Tetrahydrocannabinol NSC-134454 Syndros Tetranabinex trans-tetrahydrocannabinol delta9-Tetrahydrocannabinol DRG-0138 Dronabinolum GTPL2424 C06972 (l)-delta1-Tetrahydrocannabinol Cannabinol, tetrahydro-(6CI) .DELTA.9-trans-Tetrahydrocannabinol Compassia 124699-EP2289509A2 DEA No. 7369 1972-08-3 delta(sup 1)-Tetrahydrocannabinol 23623-EP2314580A1 delta-9-THC 6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol(delta9-THC(delta9-tetrahydrocannabinol)) (-)-.DELTA.1-Tetrahydrocannabinol 6H-Dibenzo (-)-delta9-(trans)-Tetrahydrocannabinol 6H-dibenzo[b,d]pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)- (-)-trans-.DELTA.9-Tetrahydrocannabinol 9-THC (6AR,10AR)-6,6,9-TRIMETHYL-3-PENTYL-6H,6AH,7H,8H,10AH-BENZO[C]ISOCHROMEN-1-OL LS-975 QCD 84924 Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol Tox21_112616 US9416103, Delta9-THC Delta9-Tetrahydrocannabinol solution, 1.0 mg/mL in methanol, analytical standard, for drug analysis Dronabinol (USP/INN) DSSTox_GSID_21327 INT-0010 (6aR-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol Cannabinol, 1-trans-delta(sup 9)-tetrahydro- .delta.-9-THC CAT-310 1-trans-delta(sup 9)-Tetrahydrocannabinol D00306 1363-19-5 delta(1)-Tetrahydrocannabinol 23623-EP2298764A1 delta(sup 9)-Thc 3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-ol 6,6,9-Trimethyl-3-pentyl-7,8,9,10-tetrahydro-6H-dibenzo(b,d)pyran-1-ol (-)-.DELTA.9-trans-Tetrahydrocannabinol 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)- (-)-Delta9-Tetrahydrocannabinol solution, ~1 mg/mL in ethanol, analytical standard, for drug analysis 7J8897W37S (-)-trans-Delta9-THC AC1Q2VRZ L-.delta.1-trans-Tetrahydrocannabinol Namisol SCHEMBL4609 Tetrahydrocannabinol delta9 trans-delta-9-Tetrahydrocannabinol delta1-Tetrahydrocannabinol (VAN) delta9-trans-Tetrahydrocannabinol Dronabinol [USAN:INN] Epitope ID:224552 (L)-.delta.1-Tetrahydrocannabinol Cannabinol, Delta1-tetrahydro-(7CI) .DELTA.9-Tetrahydrocannabinol 1-trans-delta9-Tetrahydrocannabinol 148820-EP2289509A2 delta(9)-Tetrahydrocannibinol 23623-EP2308839A1 delta-9-tetrahydrocannabinol 5957-27-7 (-)-(6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol 6465-30-1 (-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol(l)-delta(sup 1)-Tetrahydrocannabinol 6H-Dibenzo[b, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)- (-)-Delta9-THC (Dronabinol) 5.0 mg/ml in Methanol 9-ene-Tetrahydrocannabinol (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol BDBM60994 L-trans-.delta.9-Tetrahydrocannabinol NSC134454 Synthetic THC in sesame oil / soft gelatin THC UNII-7J8897W37S delta9-Tetrahydrocannabinol (VAN) Drona binol Dronabinolum [Latin] Hashish Cannabinol, .DELTA.1-tetrahydro- (S)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol Cannabis resin 1-trans-.delta.(sup9)-tetrahydrocannabinol CTK8D8346 124699-EP2295426A1 DEA No. 7370 23623-EP2269989A1 delta(sup 1)-Thc 6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol(DeltaE-9-THC) (-)-.DELTA.9-Tetrahydrocannabinol 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-3-pentyl-6,6,9-trimethyl- (6ar-trans)- (-)-delta9-Tetrahydrocannabinol 6H-Dibenzo[b,d]pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)- (-)-trans-Delta1-Tetrahydrocannabinol Abbott 40566 (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol INT-0010/06 Marinol QCD-84924 Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol trans-.DELTA.9-Tetrahydrocannabinol ZINC1530625 delta-THC Delta9-Tetrahydrocannabinol solution, ethanol solution Dronabinol in sesame oil and encapsulated in a soft gelatin capsule in a U.S. FDA approved drug product DSSTox_RID_76083 (6aR-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol Cannabinol, delta1-tetrahydro- .DELTA.1-Tetrahydrocannabinol CCRIS 4726 1-trans-delta(sup9)-tetrahydrocannabinol D0L4AI 14146-29-3 delta(1)-THC 23623-EP2298765A1 delta(sup9)-Thc 3-pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo[b,d]pyran-1-ol 6,9-Trimethyl-3-pentyl-7,8,9,10-tetrahydro-6H-dibenzo[b,d]pyran-1-ol (-)-3,4-trans-Delta1-Tetrahydrocannabinol 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, trans- (-)-Delta9-THC (Dronabinol) 0.1 mg/ml in Methanol 8,8-Dimethyl-11-methylene-5-pentyl-3,4,8a,9,10,11,12,12a-octahydro-2H,8H-1,7-dioxa-benzo[c]phenanthrene (-)-trans-Delta9-THC solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material API0002497 L-delta(sup 1)-tetrahydrocannabinol NSC 134454 SP 104 Tetrahydrocannabinols (-)-delta1-3,4-trans-form trans-delta9-Tetrahydrocannabinol delta1-THC Deltanyne Dronabinol [USAN:USP:INN] Ganja BIDD:GT0427 (l)-delta(sup 1)-Tetrahydrocannabinol Cannabinol, tetrahydro- (6CI) .DELTA.9-THC CHEMBL465 124699-EP2272825A2 DB00470 14C-.DELTA.1-Tetrahydrocannabinol delta(9)-THC 23623-EP2314298A1 Delta-9-Tetrahydrocannabinol, United States Pharmacopeia (USP) Reference Standard 6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol (-)-.delta.(sup9)-trans-Tetrahydrocannabinol 6H-Dibe nzo[b,d]pyran-1-ol,6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)- (-)-delta1-Tetrahydrocannabinol 6H-Dibenzo[b, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, trans- (-)-delta9-trans-Tetrahydrocannabinol 9-tetrahydrocannabinol (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol L-trans-delta9-Tetrahydrocannabinol PDSP2_000714 Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-di benzo[b,d]pyran-1-ol THC-delta-9 UNII-K4H93P747O component CYQFCXCEBYINGO-IAGOWNOFSA-N Delta9-Tetrahydrocannabinol solution DSSTox_CID_1327 HSDB 6471 Cannabinol, 1-trans-.delta.(sup9)-tetrahydro- .delta.(sup9)-THC CAS-1972-08-3 1-trans-D9-Tetrahydrocannabinol CYQFCXCEBYINGO-IAGOWNOFSA-N 124699-EP2295427A1 delta 9-Tetrahydrocannabinol 23623-EP2275420A1 delta(sup 9)-Tetrahydrocannabinol 26108-45-2 6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-dibenzo[b,d]pyran-1-ol (-)-.DELTA.9-THC 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)- (-)-Delta9-Tetrahydrocannabinol solution 6H-Dibenzo[b,d]pyran-1-ol,6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)- (-)-trans-delta9-Tetrahydrocannabinol AC1L277U (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol L-.delta.1-Tetrahydrocannabinol Marinol (TN) Relivar TETRAHYDROCANNABINOL trans-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol delta1-Tetrahydrocannabinol delta9-THC Dronabinol in sesame oil in soft gelatin capsule DTXSID6021327 (6aS,10aS)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol Cannabinol, Delta1-tetrahydro- (7CI) .DELTA.1-THC CHEBI:66964 1-trans-delta-9-Tetrahydrocannabinol D0P1FO 14146-43-1 delta(9)-Tetrahydrocannabinol 23623-EP2298772A1 delta-9 Tetrahydrocannabinol 3ls4 (-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol 6H-Dibenzo[b, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl- (-)-Delta9-THC (Dronabinol) 1.0 mg/ml in Methanol 9-delta-Tetrahydrocannabinol (10R,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol BDBM50007391 [ Show all ]
Inchi Key	CYQFCXCEBYINGO-IAGOWNOFSA-N
Inchi ID	InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1
PubChem CID	16078
ChEMBL	CHEMBL465
IUPHAR	2424
BindingDB	60994
DrugBank	DB00470
Structure SDF download
Lipinski's druglikeness	This ligand has a partition coefficient log P greater than 5.

Experimental Data

Parameter	Value	Reference	Database source
	N/A	N/A	DrugBank
EC50	17.0 nM	PMID22284817	BindingDB,ChEMBL
EC50	77.5 nM	PMID25072877	ChEMBL
EC50	78.0 nM	PMID25072877	BindingDB
Emax	20.0 %	PMID22284817	ChEMBL
IC50	2.8 nM	PMID21999614	BindingDB,ChEMBL
Ki	2.9 nM	PMID18522867	BindingDB,ChEMBL
Ki	3.88 nM	PMID23679955, MedChemComm, (2014) 5:5:632	ChEMBL
Ki	10.0 nM	PMID22284817	BindingDB,ChEMBL
Ki	17.0 nM	PMID17531479	BindingDB,ChEMBL
Ki	18.0 nM	PMID26000707	BindingDB,ChEMBL
Ki	22.0 nM	PMID25072877	BindingDB,ChEMBL
Ki	28.5 nM	PMID14505654	ChEMBL
Ki	29.0 nM	PMID14505654	BindingDB
Ki	39.5 nM	PMID27560280	ChEMBL
Ki	39.8107 - 50.1187 nM	PMID7565624, PMID8819477	IUPHAR
Ki	40.0 nM	PMID20079638, PMID27560280	BindingDB,ChEMBL
Ki	40.7 nM	PMID23865723	ChEMBL
Ki	41.0 nM	PMID22341572, PMID23865723, PMID9784115, PMID8831752, PMID11020293	BindingDB,ChEMBL
Log Ki	1.6 nM	PMID10882356	ChEMBL
Ratio	1.14 -	PMID14505654	ChEMBL