General Information of the Compound
Compound ID
CP0045801
Compound Name
(10R,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
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Synonyms
Compassia
(-)-3,4-trans-Delta1-Tetrahydrocannabinol
(-)-DELTA1-Tetrahydrocannabinol
(-)-DELTA9-THC
(-)-DELTA9-Tetrahydrocannabinol
(-)-DELTA9-trans-Tetrahydrocannabinol
(-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol
(-)-delta(sup9)-trans-Tetrahydrocannabinol
(-)-delta1-Tetrahydrocannabinol
(-)-delta9-(trans)-Tetrahydrocannabinol
(-)-delta9-Tetrahydrocannabinol
(-)-delta9-trans-Tetrahydrocannabinol
(-)-trans-DELTA9-Tetrahydrocannabinol
(-)-trans-Delta1-Tetrahydrocannabinol
(-)-trans-Delta9-THC
(-)-trans-delta9-Tetrahydrocannabinol
(L)-delta1-Tetrahydrocannabinol
(l)-delta(sup 1)-Tetrahydrocannabinol
(l)-delta1-Tetrahydrocannabinol
1-trans-D9-Tetrahydrocannabinol
1-trans-delta(sup 9)-Tetrahydrocannabinol
1-trans-delta(sup9)-tetrahydrocannabinol
1-trans-delta-9-Tetrahydrocannabinol
1-trans-delta9-Tetrahydrocannabinol
14C-DELTA1-Tetrahydrocannabinol
1972/8/3
6H-Dibenzo
9-delta-Tetrahydrocannabinol
9-ene-Tetrahydrocannabinol
9-tetrahydrocannabinol
Abbott 40566
CAT-310
Cannabinol, Delta1-tetrahydro-(7CI)
Cannabinol, tetrahydro-(6CI)
Cannabis resin
DELTA1-THC
DELTA1-Tetrahydrocannabinol;DELTA9-THC
DELTA9-trans-Tetrahydrocannabinol
DRG-0138
Delta(1)-THC
Delta(1)-Tetrahydrocannabinol
Delta(9)-THC
Delta(9)-Tetrahydrocannabinol
Delta(9)-Tetrahydrocannibinol
Delta(9)-tetrahydrocannabinol
Delta(sup 1)-Tetrahydrocannabinol
Delta(sup 1)-Thc
Delta(sup 9)-Tetrahydrocannabinol
Delta(sup 9)-Thc
Delta(sup9)-THC
Delta-9-THC
Delta-9-tetrahydrocannabinol
Delta-THC
Delta1-THC
Delta1-Tetrahydrocannabinol
Delta1-Tetrahydrocannabinol (VAN)
Delta9-THC
Delta9-Tetrahydrocannabinol
Delta9-Tetrahydrocannabinol (VAN)
Delta9-Tetrahydrocannabinol solution
Delta9-trans-Tetrahydrocannabinol
Deltanyne
Drona binol
Dronabinol
Dronabinol (USP/INN)
Dronabinol [USAN:INN]
Dronabinolum
Dronabinolum [Latin]
Fats and Glyceridic oils, fish, n-3 fatty acid-high
Fish oils, n-3 fatty acid-high
Fish oils, omega-3 fatty acid-high
Ganja
Hashish
L-delta(sup 1)-tetrahydrocannabinol
L-delta1-Tetrahydrocannabinol
L-delta1-trans-Tetrahydrocannabinol
L-delta1-trans-Tetrahydrocannabinol;L-trans-delta9-Tetrahydrocannabinol
L-trans-delta9-Tetrahydrocannabinol
Marincap
Marinol
Marinol (TN)
MaxEPA
Namisol
Omega-3-Fatty acid
Omegaven
Pro-Mega;QCD-84924
Promega
QCD 84924
Relivar
SP
SP 104
Sonergx
TETRAHYDROCANNABINOL
THC
THC-delta-9
Tetrahydrocannabinol delta9
Tetrahydrocannabinols (-)-delta1-3,4-trans-form
Tetranabinex
Trans-DELTA9-Tetrahydrocannabinol
Trans-delta-9-Tetrahydrocannabinol
Trans-delta9-Tetrahydrocannabinol
Trans-tetrahydrocannabinol
delta(1)-Tetrahydrocannabinol
delta(9)-THC
delta(9)-Tetrahydrocannabinol
delta(9)-Tetrahydrocannibinol
delta(sup 1)-Thc
delta(sup 9)-Thc
delta-9-THC
delta-9-tetrahydrocannabinol
delta1-THC
delta1-Tetrahydrocannabinol
delta9-THC
delta9-Tetrahydrocannabinol
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Structure
Formula
C21H30O2
Molecular Weight
314.469
Canonical SMILES
CCCCCc1cc(O)c2[C@@H]3C=C(C)CC[C@H]3C(C)(C)Oc2c1
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InChI
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
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InChIKey
CYQFCXCEBYINGO-IAGOWNOFSA-N
CAS
5957-27-7
1972-08-3
6465-30-1
1363-19-5
14146-29-3
14146-43-1
26108-45-2
Physicochemical Property
logP
5.7358
Rotatable Bonds
4
Heavy Atom Count
23
Polar Areas
29.46
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Complexity
23

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 16078
SID: 14776764
ChEMBL ID
CHEMBL465
DrugBank ID
DB00470
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01298, Cannabinoid receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000065 HEK293-EBNA Homo sapiens (Human)  2
1
EC50 = 17 nM
   TI
   LI
   LO
   TS
2
Ki = 28.5 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  3
1
EC50 = 77.5 nM
   TI
   LI
   LO
   TS
2
Ki = 3.88 nM
   TI
   LI
   LO
   TS
3
Ki = 22 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  3
1
IC50 = 2.8 nM
   TI
   LI
   LO
   TS
2
Ki = 10 nM
   TI
   LI
   LO
   TS
3
Ki = 18 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.20412 nM
2 Ki = 2.9 nM
3 Ki = 17 nM
4 Ki = 39.5 nM
5 Ki = 40 nM
6 Ki = 40.7 nM
7 Ki = 41 nM
Protein ID: PT02190, Cannabinoid receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 80.3 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 37 nM
Protein ID: PT00834, Cannabinoid receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
EC50 = 1.5 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  3
1
EC50 = 12.3 nM
   TI
   LI
   LO
   TS
2
Ki = 46 nM
   TI
   LI
   LO
   TS
3
Ki = 71.6 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  3
1
IC50 = 9.5 nM
   TI
   LI
   LO
   TS
2
Ki = 42 nM
   TI
   LI
   LO
   TS
3
Ki = 71.6 nM
   TI
   LI
   LO
   TS
CL000065 HEK293-EBNA Homo sapiens (Human)  1
1
Ki = 25 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 32.2 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 36 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.193125 nM
2 Ki = 3.3 nM
3 Ki = 24 nM
4 Ki = 36 nM
5 Ki = 36.4 nM
6 Ki = 40 nM
7 Ki = 41 nM
Protein ID: PT01998, Cannabinoid receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 40 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 9.2 nM
Protein ID: PT00943, D(3) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 10.2 nM
   TI
   LI
   LO
   TS
Protein ID: PT05453, G-protein coupled receptor 55
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  3
1
EC50 > 10000 nM
   TI
   LI
   LO
   TS
2
EC50 = 14200 nM
   TI
   LI
   LO
   TS
3
IC50 = 14200 nM
   TI
   LI
   LO
   TS
Protein ID: PT06110, N-arachidonyl glycine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 4610 nM
   TI
   LI
   LO
   TS
Protein ID: PT01552, Nuclear receptor subfamily 1 group I member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000514 DPX2 Homo sapiens (Human)  2
1
EC50 = 12600 nM
   TI
   LI
   LO
   TS
2
EC50 = 31600 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 12600 nM
Clinical Information about the Compound
Drug 1 ( Marinol )
Drug Name Marinol
Company Unimed Pharmaceuticals
Indication
Anorexia nervosa cachexia
Approved
Chemotherapy-induced nausea
Phase 2/3
Target(s)
Cannabinoid receptor 1 (CB1)
Agonist