DELTA 8-TETRAHYDROCANNOBINOL

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Synonyms
Status
Molecule Category UNKNOWN
UNII B49D0HH807
EPA CompTox DTXSID20878586

Structure

InChI Key HCAWPGARWVBULJ-IAGOWNOFSA-N
Smiles CCCCCc1cc(O)c2c(c1)OC(C)(C)[C@@H]1CC=C(C)C[C@@H]21
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H30O2
Molecular Weight 314.47
AlogP 5.74
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 29.46
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 23.0
Assay Description Organism Bioactivity Reference
The compound was tested in vitro for binding activity against THC cannabinoid receptor site, using 3H-CP-55940 as the radioligand None 179.0 nM
The affinity of compound for the cannabinoid brain receptor was determined by measuring its ability to displace [3H]CP-55940 from its binding site in a membrane preparation None 44.0 nM
Binding affinity for Cannabinoid receptor 1 by the ability to displace radiolabeled CP-55940 from purified rat forebrain synaptosomes Rattus norvegicus 47.6 nM
Binding affinity towards cannabinoid receptor 1 in rat forebrain membranes. None 703.0 nM
Binding affinity for Cannabinoid receptor 2 by the ability to displace radiolabeled CP-55940 from mouse spleen synaptosomes Mus musculus 39.3 nM
Compound was evaluated by in vivo administration for percent inhibition of locomotion in mice Mus musculus 79.0 %
Percent inhibition measured in terms of the maximum possible effect (MPE)on latency by mouse tail-flick assay Mus musculus 100.0 %
Inhibition of [3H]CP-55940 binding to cannabinoid receptor 1 of rat brain Rattus norvegicus 47.6 nM
Inhibition of [3H]CP-55940 binding to cannabinoid receptor 2 of mouse spleen membranes Mus musculus 39.3 nM
Displacement of [35S]GTP-gamma-S from rat cerebellar CB1 receptor Rattus norvegicus 630.96 nM
Displacement of [3H]CP-55940 from rat brain CB1 receptor Rattus norvegicus 47.6 nM
Displacement of [3H]CP-55940 from mouse spleen CB2 receptor Mus musculus 39.3 nM
Binding affinity at CB1 receptor None 47.86 nM
Binding affinity to CB1 receptor None 47.6 nM Binding affinity to CB1 receptor None 47.86 nM
Binding affinity to CB2 receptor None 39.3 nM Binding affinity to CB2 receptor None 38.9 nM
Displacement of [3H]CP-55940 from CB1 receptor in rat brain synaptosome membrane Rattus norvegicus 47.6 nM
Displacement of [3H]CP-55940 from CB2 receptor in mouse spleen membrane Mus musculus 39.3 nM
Displacement of [3H]CP-55940 from human CB1 receptor expressed in HEK293 cells Homo sapiens 28.5 nM
Displacement of [3H]CP-55940 from human CB2 receptor expressed in CHO-K1 cells Homo sapiens 25.0 nM
Binding affinity to human CB1 receptor transfected in HEK293 cells Homo sapiens 28.5 nM
Binding affinity to human CB2 receptor transfected in HEK293 cells Homo sapiens 25.0 nM
Binding affinity to CB1 receptor None 28.5 nM
Binding affinity to CB2 receptor None 25.0 nM
Displacement of [3H]CP-55,940 from mouse CB2 receptor expressed in HEK293 cell membranes by scintillation counting analysis Mus musculus 39.3 nM
Displacement of [3H]CP-55,940 from CB1 receptor in rat brain by scintillation counting analysis Rattus norvegicus 47.6 nM
Binding affinity to rat CB1 receptor Rattus norvegicus 47.6 nM
Binding affinity to mouse spleen CB2 receptor Mus musculus 39.6 nM
Displacement of [3H]CP55940 from full length human recombinant CB1 receptor expressed in HEK293 cells after 90 mins by scintillation counting analysis Homo sapiens 78.0 nM
Displacement of [3H]CP55940 from full length human recombinant CB2 receptor expressed in HEK293 cells after 90 mins by scintillation counting analysis Homo sapiens 12.0 nM

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL267227
FDA SRS B49D0HH807
SureChEMBL SCHEMBL2762327
ZINC ZINC000001721178
CONTENTS