CANNABIDIOL

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Trade Names
Synonyms
CBD
Status
Molecule Category Free-form
ATC N03AX24
UNII 19GBJ60SN5
EPA CompTox DTXSID00871959

Structure

InChI Key QHMBSVQNZZTUGM-ZWKOTPCHSA-N
Smiles C=C(C)[C@@H]1CCC(C)=C[C@H]1c1c(O)cc(CCCCC)cc1O
InChI
InChI=1S/C21H30O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h11-13,17-18,22-23H,2,5-10H2,1,3-4H3/t17-,18+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H30O2
Molecular Weight 314.47
AlogP 5.85
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 6.0
Polar Surface Area 40.46
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 23.0

Pharmacology

Mechanism of Action Action Reference
Cannabinoid CB1 receptor negative allosteric modulator NEGATIVE ALLOSTERIC MODULATOR PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 1 Cytochrome P450 family 1A Cytochrome P450 1A1
- - - 150-160 -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2B Cytochrome P450 2B6
- - - 690 -
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- - - 790 -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A5
- - - 190 -
Enzyme Hydrolase
- 670 - - 66
Enzyme Protease Cysteine protease Cysteine protease CD clan Cysteine protease C14 family
- - 18.8 - 15.7
Ion channel Voltage-gated ion channel Transient receptor potential channel
96-900 450 - - -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 100 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Cannabinoid receptor
- - - 230-372 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Lysophosphatidylinositol receptor
445 - - - -
Unclassified protein
510 750 - - 63.9-83.1
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Equus caballus
- 670 - - -
Homo sapiens
- 0.45 18.8 150-790 15.7-83.1
Mus musculus
- - - 230 18-66
Rattus norvegicus
96-900 100-750 - - -

Target Conservation

Protein: Cannabinoid CB1 receptor
Description: Cannabinoid receptor 1
Organism : Homo sapiens
P21554 ENSG00000118432

Related Entries

Cross References

Resources Reference
CAS NUMBER 13956-29-1
ChEBI 69478
ChEMBL CHEMBL190461
DrugBank DB09061
DrugCentral 5288
FDA SRS 19GBJ60SN5
Guide to Pharmacology 4150
PDB P0T
PubChem 644019
SureChEMBL SCHEMBL119679
ZINC ZINC000004097406
CONTENTS