Introduction to Tetrahydrocannabinol
THC is generally used as cannabis or some cannabis-derived preparation (hashish, space cakes, etc). THC, in its synthetic form (Dronabinol) to be used orally, is also available in some countries.
Ways of Administration
THC, when derived from a natural source can be smoked, vaporized or ingested as cannabis and related preparations.
Synthetic THC is available for oral administration. In some studies, THC is administered intravenously.
Effects of Tetrahydrocannabinol
The effects of THC are similar to those of cannabis, although some differences exist.
- Reduced intraocular pressure
- Increased appetite
Combinations with Tetrahydrocannabinol
THC is usually combined to the other cannabinoids found in cannabis. The combinations are the same as those of cannabis.
Different Uses for Tetrahydrocannabinol
THC, as Dronabinol, is used to increase appetite of aids patients.
Pharmacology of Tetrahydrocannabinol
LD50 (mg/kg) (sesame oil emulsion of ∆9-THC) :
Male rat : 800 orally, 672 intraperitoneally, 35.5 intravenously
LD50 (mg/kg) (∆8-THC):
Mice : 27.5 intravenously
Chemistry of TetrahydrocannabinolFrom a chemical point of view, THC consist of seven isomers, depending on the position of the insaturation on the "upper" ring consisting of the carbons 6a-7-8-9-10-10a.
Column 1 Column 2 Title compound ∆9-THC Systematic (IUPAC) name: (−)-(6aR,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol Synonyms: (6aR,10aR)-6a,7,8,10a-tetrahydro-3-pentyl-6H-dibenzo[b,d]pyran-1-ol, (–)-∆1-3,4-trans-tetrahydrocannabinol, ∆9-THC, ∆1-THC, dronabinol, QCD-84924, Marinol Molecular Formula: C21H30O2 Molar mass: 314.46 g/mol CAS Registry Number: 1972-08-3 Melting Point: no data Boiling Point: 200°C @ 0.02 mmHg, also reported 157°C Flash Point: no data Solubility: Insoluble in water (0.0028 mg/mL); Freely soluble in benzene and aromatic solvents, butane and other alkanes; Soluble in acetone, isopropanol, ethanol. Additionnal data: pKa 10.6 Notes: Aspect : light yellow resinous oil; hardens upon refrigerationApart from the aforementionned positionnal isomers, 4 stereoisomers exists depending on the absolute configuration of the 6a and 10a carbons.
Column 1 Column 2 Title compound ∆8-THC Systematic (IUPAC) name: (−)-(6aR,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol Synonyms: (–)-∆6-3,4-trans-tetrahydrocannabinol, ∆8-THC, ∆6-THC Molecular Formula: C21H30O2 Molar mass: 314.46 g/mol CAS Registry Number: 5957-75-5 Melting Point: no data Boiling Point: 200°C @ 0.001 mmHg Flash Point: no data Solubility: no data Additionnal data: none Notes: none
The Dangers of Tetrahydrocannabinol
Physical Health Risks
<Physical Problem 1 - Please Identify and Add Others As Necessary>
<Physical Problem 2 - Please Identify and Add Others As Necessary>
Mental Health Risks
<Mental Health Risk 1 - Please Identify and Add Others As Necessary>
<Mental Health Risk 2 - Please Identify and Add Others As Necessary>
Tetrahydrocannabinol is produced via cannabis cultivation followed by extraction.
Biosynthesis of Tetrahydrocannabinol
Forms of Tetrahydrocannabinol
Legal Status of Tetrahydrocannabinol
Tetrahydrocannabinol is a controlled substance 21 CFR 1308.11
History of Tetrahydrocannabinol
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- ^ a b c d e f gMerck Index, fifteenth edition (2013)
- ^ a bCalculated from Atomic Weights of the Elements, 2007
- ^John M. McPartland, Ethan B. Russo; Cannabis and Cannabis Extracts: Greater Than the Sum of Their Parts? (2001)
- ^Garrett, Edward R.; Hunt, C. Anthony (July 1974). "Physicochemical properties, solubility, and protein binding of Δ9-tetrahydrocannabinol". J. Pharm. Sci. 63 (7): 1056–64.