General Information of the Compound
Compound ID
CP0037364
Compound Name
(-)-(6aR-trans)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol
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Synonyms
(-)-delta(sup 8)-trans-Tetrahydrocannabinol
(-)-delta-(sup8)-trans-Tetrahydrocannabinol
(-)-delta8-Tetrahydrocannabinol
1-trans-delta(sup 8)-Tetrahydrocannabinol
1-trans-delta-(sup8)-Tetrahydrocannabinol
5957-75-5
B49D0HH807
BRN 0023921
CHEMBL267227
Cannabinol, 1-trans-delta(s
Cannabinol, delta1(6)-tetrahydro-
DELTA 8-TETRAHYDROCANNOBINOL
UNII-B49D0HH807
delta(sup 6)-Thc
delta(sup 8)-Thc
delta-(sup6)-THC
delta-(sup8)-THC
delta-6-THC
delta1(6)-trans-Tetrahydrocannabinol
delta6-Tetrahydrocannabinol
delta8-THC
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Structure
Formula
C21H30O2
Molecular Weight
314.469
Canonical SMILES
CCCCCc1cc(O)c2[C@@H]3CC(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/h9,12-13,16-17,22H,5-8,10-11H2,1-4H3/t16-,17-/m1/s1
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InChIKey
HCAWPGARWVBULJ-IAGOWNOFSA-N
CAS
5957-75-5
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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PubChem ID
CID: 638026
SID: 14825865
ChEMBL ID
CHEMBL267227
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
CL000006 HEK293 Homo sapiens (Human)  2
1
Ki = 28.5 nM
   TI
   LI
   LO
   TS
2
Ki = 78 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 28.5 nM
2 Ki = 47.86 nM
Protein ID: PT00834, Cannabinoid receptor 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  2
1
Ki = 12 nM
   TI
   LI
   LO
   TS
2
Ki = 25 nM
   TI
   LI
   LO
   TS
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
Ki = 25 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 25 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 = 39.3 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 39.6 nM
Clinical Information about the Compound
Drug 1 ( DELTA 8-TETRAHYDROCANNOBINOL )
Drug Name DELTA 8-TETRAHYDROCANNOBINOL
Target(s)
Cannabinoid receptor 1 (CB1)
Inhibitor
Cannabinoid receptor 2 (CB2)
Inhibitor