File:THC.svg · Wikimedia Commons · See Wikimedia Commons
tetrahydrocannabinol
Sign in to saveAlso known as Δ9-THC, Abbott 40566, delta9-THC, Marinol®, THC, 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)-, Marinol, 6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
Tetrahydrocannabinol (THC) is a cannabinoid found in cannabis. It is the principal psychoactive constituent of Cannabis and one of at least 113 total cannabinoids identified on the plant. Although the chemical formula for THC (C21H30O2) describes multiple isomers, the term THC usually refers to the delta-9-THC isomer with chemical name '(−)-trans-Δ9-tetrahydrocannabinol'. It is a colorless oil.
OverviewAI-generated
Tetrahydrocannabinol is a chemical compound with the formula C₂₁H₃₀O₂. Its IUPAC name is (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol. The substance has a mass of 314.225 and a weight of 314.5. It possesses a charge of 0, one hydrogen bond donor, and two hydrogen bond acceptors. The xlogp value is 7, and the tpsa is 29.5.
The compound is associated with 13,959 PubMed entries. It is referenced by 2,562 other encyclopedia articles.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 420242758
- Drug.drug_name
- Tetrahydrocannabinol
- Drug.INN
- Dronabinol
- Drug.image
- THC.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Delta-9-tetrahydrocannabinol-from-tosylate-xtal-3D-balls.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Marinol, Syndros
- Drug.licence_US
- Dronabinol
- Drug.pregnancy_US
- C
- Drug.addiction_liability
- Relatively low: 9%
- Drug.dependency_liability
- Physical: Low Psychological: Low–moderate
- Drug.routes_of_administration
- By mouth, transdermal, sublingual, inhalation
- Drug.class
- Cannabinoid
- Drug.legal_AU
- Unscheduled: ACT, Schedule 8 (Controlled Drug)
- Drug.legal_BR
- Dronabinol: A3; THC <30mg/ml: A3; others: F2 (prohibited).
via Wikipedia infobox
Chemical data
- Formula
- C21H30O2
- Molecular weight
- 314.5 g/mol
- IUPAC name
- (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromen-1-ol
- SMILES
- CCCCCC1=CC(=C2[C@@H]3C=C(CC[C@H]3C(OC2=C1)(C)C)C)O
- InChIKey
- CYQFCXCEBYINGO-IAGOWNOFSA-N
- XLogP
- 7
- Polar surface area
- 29.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
13,959 papers- Cannabidiol and Δ8-Tetrahydrocannabinol: Cannabinoids of Rising Interest and Concern.Forensic science review · 2023
- Delta-8 tetrahydrocannabinol, delta-10 tetrahydrocannabinol, and tetrahydrocannabinol-O acetate exposures reported to America's Poison Centers.Clinical toxicology (Philadelphia, Pa.) · 2024
- Synthetic tetrahydrocannabinol.Journal of forensic sciences · 1983
- 11-Nor-9-Carboxy-Δ8-Tetrahydrocannabinol, 7-Carboxy Cannabidiol, and 11-Nor-9-Carboxy-Δ9-Tetrahydrocannabinol in Urine by LC-MS/MS.Methods in molecular biology (Clifton, N.J.) · 2024
- Novel Δ(8)-Tetrahydrocannabinol Vaporizers Contain Unlabeled Adulterants, Unintended Byproducts of Chemical Synthesis, and Heavy Metals.Chemical research in toxicology · 2022
via PubMed
~23 min read
Encyclopedic overview
31 sectionsContents
- Uses
- Recreational use
- Medical uses
- Side effects
- Overdose
- Interactions
- Pharmacology
- Mechanism of action
- Pharmacokinetics
- Absorption
- Distribution
- Metabolism
- Elimination
- List of related compounds
- Chemistry
- Biosynthesis
- History
- Society and culture
- Comparisons with medical cannabis
- Drug testing
- Regulation
- In the United States
- In Canada
- Research
- Multiple sclerosis symptoms
- Neurodegenerative disorders
- Other neurological disorders
- Potential for toxicity
- See also
- References
- External links
Tetrahydrocannabinol (THC) is a cannabinoid found in cannabis. It is the principal psychoactive constituent of Cannabis and one of at least 113 total cannabinoids identified on the plant. Although the chemical formula for THC (C21H30O2) describes multiple isomers, the term THC usually refers to the delta-9-THC isomer with chemical name '(−)-trans-Δ9-tetrahydrocannabinol'. It is a colorless oil.
THC, also known pharmaceutically as dronabinol, is used medically to relieve chemotherapy-induced nausea and HIV/AIDS-related anorexia. Nabiximols, a botanical drug which contains THC, is used medically to treat symptoms of multiple sclerosis, including spasticity and neuropathic pain. THC acts as a partial agonist at CB1 and CB2 cannabinoid receptors.
Excerpted from Wikipedia’s “tetrahydrocannabinol” article, available under the CC BY-SA 4.0 licence.