Exogenous cannabinoids as substrates, inhibitors, and inducers of human drug metabolizing enzymes: a systematic review.

Article Details

Citation

Stout SM, Cimino NM

Exogenous cannabinoids as substrates, inhibitors, and inducers of human drug metabolizing enzymes: a systematic review.

Drug Metab Rev. 2014 Feb;46(1):86-95. doi: 10.3109/03602532.2013.849268. Epub 2013 Oct 25.

PubMed ID
24160757 [ View in PubMed
]
Abstract

Exogenous cannabinoids are structurally and pharmacologically diverse compounds that are widely used. The purpose of this systematic review is to summarize the data characterizing the potential for these compounds to act as substrates, inhibitors, or inducers of human drug metabolizing enzymes, with the aim of clarifying the significance of these properties in clinical care and drug interactions. In vitro data were identified that characterize cytochrome P-450 (CYP-450) enzymes as potential significant contributors to the primary metabolism of several exogenous cannabinoids: tetrahydrocannabinol (THC; CYPs 2C9, 3A4); cannabidiol (CBD; CYPs 2C19, 3A4); cannabinol (CBN; CYPs 2C9, 3A4); JWH-018 (CYPs 1A2, 2C9); and AM2201 (CYPs 1A2, 2C9). CYP-450 enzymes may also contribute to the secondary metabolism of THC, and UDP-glucuronosyltransferases have been identified as capable of catalyzing both primary (CBD, CBN) and secondary (THC, JWH-018, JWH-073) cannabinoid metabolism. Clinical pharmacogenetic data further support CYP2C9 as a significant contributor to THC metabolism, and a pharmacokinetic interaction study using ketoconazole with oromucosal cannabis extract further supports CYP3A4 as a significant metabolic pathway for THC and CBD. However, the absence of interaction between CBD from oromucosal cannabis extract with omeprazole suggests a less significant role of CYP2C19 in CBD metabolism. Studies of THC, CBD, and CBN inhibition and induction of major human CYP-450 isoforms generally reflect a low risk of clinically significant drug interactions with most use, but specific human data are lacking. Smoked cannabis herb (marijuana) likely induces CYP1A2 mediated theophylline metabolism, although the role of cannabinoids specifically in eliciting this effect is questionable.

DrugBank Data that Cites this Article

Drugs
Drug Targets
DrugTargetKindOrganismPharmacological ActionActions
CannabidiolCytochrome P450 1A2ProteinHumans
Unknown
Inhibitor
Details
CannabidiolCytochrome P450 1B1ProteinHumans
Unknown
Inhibitor
Details
CannabidiolCytochrome P450 3A7ProteinHumans
Unknown
Inhibitor
Details
NabiximolsCytochrome P450 1A1ProteinHumans
Unknown
Inhibitor
Details
NabiximolsCytochrome P450 1A2ProteinHumans
Unknown
Inhibitor
Details
NabiximolsCytochrome P450 3A7ProteinHumans
Unknown
Inhibitor
Details
Drug Enzymes
DrugEnzymeKindOrganismPharmacological ActionActions
CannabidiolCytochrome P450 1A1ProteinHumans
Unknown
Inhibitor
Details
CannabidiolCytochrome P450 1A2ProteinHumans
Unknown
Substrate
Inhibitor
Inducer
Details
CannabidiolCytochrome P450 1B1ProteinHumans
Unknown
Inhibitor
Details
CannabidiolCytochrome P450 2A6ProteinHumans
Unknown
Inhibitor
Details
CannabidiolCytochrome P450 2B6ProteinHumans
Unknown
Substrate
Inhibitor
Inducer
Details
CannabidiolCytochrome P450 2C19ProteinHumans
Unknown
Substrate
Inhibitor
Details
CannabidiolCytochrome P450 2C9ProteinHumans
No
Substrate
Inhibitor
Details
CannabidiolCytochrome P450 2D6ProteinHumans
Unknown
Substrate
Inhibitor
Details
CannabidiolCytochrome P450 2E1ProteinHumans
No
Substrate
Inhibitor
Details
CannabidiolCytochrome P450 3A4ProteinHumans
Unknown
Substrate
Inhibitor
Details
CannabidiolCytochrome P450 3A5ProteinHumans
Unknown
Substrate
Inhibitor
Details
CannabidiolCytochrome P450 3A7ProteinHumans
No
Inhibitor
Details
CannabidiolUDP-glucuronosyltransferase 1-9ProteinHumans
No
Substrate
Inhibitor
Details
CannabidiolUDP-glucuronosyltransferase 2B17ProteinHumans
No
Substrate
Details
CannabidiolUDP-glucuronosyltransferase 2B7ProteinHumans
No
Substrate
Inhibitor
Details
CannabinolCytochrome P450 1A1ProteinHumans
Unknown
Inhibitor
Details
CannabinolCytochrome P450 1A2ProteinHumans
Unknown
Inhibitor
Details
CannabinolCytochrome P450 1B1ProteinHumans
Unknown
Inhibitor
Details
CannabinolCytochrome P450 2A6ProteinHumans
Unknown
Inhibitor
Details
CannabinolCytochrome P450 2B6ProteinHumans
Unknown
Inhibitor
Details
CannabinolCytochrome P450 2C19ProteinHumans
Unknown
Substrate
Details
CannabinolCytochrome P450 2C9ProteinHumans
Unknown
Substrate
Inhibitor
Details
CannabinolCytochrome P450 2D6ProteinHumans
Unknown
Inhibitor
Details
CannabinolCytochrome P450 3A4ProteinHumans
Unknown
Substrate
Inhibitor
Details
CannabinolCytochrome P450 3A5ProteinHumans
Unknown
Inhibitor
Details
CannabinolCytochrome P450 3A7ProteinHumans
Unknown
Inhibitor
Details
CannabinolUDP-glucuronosyltransferase 1-10ProteinHumans
Unknown
Substrate
Details
CannabinolUDP-glucuronosyltransferase 1-7ProteinHumans
Unknown
Substrate
Inhibitor
Details
CannabinolUDP-glucuronosyltransferase 1-8ProteinHumans
Unknown
Substrate
Inhibitor
Details
CannabinolUDP-glucuronosyltransferase 1-9ProteinHumans
Unknown
Substrate
Inhibitor
Details
CannabinolUDP-glucuronosyltransferase 2B7ProteinHumans
Unknown
Substrate
Inducer
Details
DronabinolCytochrome P450 1A1ProteinHumans
No
Inhibitor
Inducer
Details
DronabinolCytochrome P450 1A2ProteinHumans
No
Inhibitor
Details
DronabinolCytochrome P450 1B1ProteinHumans
No
Inhibitor
Details
DronabinolCytochrome P450 2A6ProteinHumans
No
Inhibitor
Details
DronabinolCytochrome P450 2B6ProteinHumans
No
Inhibitor
Details
DronabinolCytochrome P450 2C19ProteinHumans
No
Substrate
Inhibitor
Details
DronabinolCytochrome P450 2C9ProteinHumans
No
Substrate
Inhibitor
Inducer
Details
DronabinolCytochrome P450 2D6ProteinHumans
No
Inhibitor
Details
DronabinolCytochrome P450 3A4ProteinHumans
No
Substrate
Inhibitor
Details
DronabinolCytochrome P450 3A5ProteinHumans
No
Inhibitor
Details
DronabinolCytochrome P450 3A7ProteinHumans
No
Inhibitor
Details
Medical CannabisCytochrome P450 1A1ProteinHumans
Unknown
Inhibitor
Inducer
Details
Medical CannabisCytochrome P450 1A2ProteinHumans
Unknown
Substrate
Inhibitor
Inducer
Details
Medical CannabisCytochrome P450 1B1ProteinHumans
Unknown
Inhibitor
Details
Medical CannabisCytochrome P450 2A6ProteinHumans
Unknown
Inhibitor
Details
Medical CannabisCytochrome P450 2B6ProteinHumans
Unknown
Substrate
Inhibitor
Inducer
Details
Medical CannabisCytochrome P450 2C19ProteinHumans
Unknown
Substrate
Inhibitor
Details
Medical CannabisCytochrome P450 2C9ProteinHumans
No
Substrate
Inhibitor
Inducer
Details
Medical CannabisCytochrome P450 2D6ProteinHumans
Unknown
Substrate
Inhibitor
Details
Medical CannabisCytochrome P450 2E1ProteinHumans
Unknown
Substrate
Inhibitor
Details
Medical CannabisCytochrome P450 3A4ProteinHumans
Unknown
Substrate
Inhibitor
Details
Medical CannabisCytochrome P450 3A5ProteinHumans
Unknown
Substrate
Inhibitor
Details
Medical CannabisCytochrome P450 3A7ProteinHumans
Unknown
Inhibitor
Details
Medical CannabisUDP-glucuronosyltransferase 1-10ProteinHumans
Unknown
Substrate
Details
Medical CannabisUDP-glucuronosyltransferase 1-7ProteinHumans
Unknown
Substrate
Inhibitor
Details
Medical CannabisUDP-glucuronosyltransferase 1-8ProteinHumans
Unknown
Substrate
Inhibitor
Details
Medical CannabisUDP-glucuronosyltransferase 1-9ProteinHumans
Unknown
Substrate
Inhibitor
Details
Medical CannabisUDP-glucuronosyltransferase 2B17ProteinHumans
Unknown
Substrate
Details
Medical CannabisUDP-glucuronosyltransferase 2B7ProteinHumans
Unknown
Substrate
Inhibitor
Inducer
Details
NabiximolsCytochrome P450 2C19ProteinHumans
Unknown
Substrate
Details
NabiximolsCytochrome P450 2C9ProteinHumans
No
Substrate
Details
NabiximolsCytochrome P450 2D6ProteinHumans
Unknown
Substrate
Details
NabiximolsCytochrome P450 3A4ProteinHumans
Unknown
Substrate
Details
NabiximolsCytochrome P450 3A5ProteinHumans
Unknown
Substrate
Details
Drug Transporters
DrugTransporterKindOrganismPharmacological ActionActions
CannabidiolATP-binding cassette sub-family G member 2ProteinHumans
Unknown
Inhibitor
Details
CannabidiolMultidrug resistance-associated protein 1ProteinHumans
Unknown
Inhibitor
Details
CannabinolATP-binding cassette sub-family G member 2ProteinHumans
Unknown
Inhibitor
Details
CannabinolMultidrug resistance-associated protein 1ProteinHumans
Unknown
Inhibitor
Details
CannabinolP-glycoprotein 1ProteinHumans
Unknown
Inhibitor
Details
DronabinolATP-binding cassette sub-family G member 2ProteinHumans
No
Inhibitor
Details
DronabinolMultidrug resistance-associated protein 1ProteinHumans
Unknown
Inhibitor
Details
DronabinolP-glycoprotein 1ProteinHumans
Unknown
Inhibitor
Details
Medical CannabisATP-binding cassette sub-family G member 2ProteinHumans
Unknown
Inhibitor
Details
Medical CannabisMultidrug resistance-associated protein 1ProteinHumans
Unknown
Inhibitor
Details
Medical CannabisP-glycoprotein 1ProteinHumans
Unknown
Inhibitor
Details