Tetrahydrocannabinol

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Tetrahydrocannabinol
Tetrahydrocannabinol.svg
Delta-9-tetrahydrocannabinol-from-tosylate-xtal-3D-balls.png
Clinical data
Tred names Marinol
Leecence data
Pregnancy
category
  • US: C (Risk nae ruled oot)
Dependence
liability
8–10% (Relatively low risk of tolerance)[1]
Routes o
admeenistration
Orally, local/topical, transdermal, sublingual, inhaled
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability 10–35% (inhalation), 6–20% (oral)[3]
Protein bindin 97–99%[3][4][5]
Metabolism Maistly hepatic by CYP2C[3]
Biological hauf-life 1.6–59 h,[3] 25–36 h (orally administered dronabinol)
Excretion 65–80% (feces), 20–35% (urine) as acid metabolites[3]
Identifiers
Synonyms Dronabinol
CAS Nummer
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
ECHA InfoCard 100.153.676
Chemical and physical data
Formula C21H30O2
Molar mass 314.469 g/mol
3D model (Jmol)
Specific rotation -152° (ethanol)
Bylin pynt 157 °C (315 °F) [7]
Solubility in watter 0.0028,[6] (23 °C) mg/mL (20 °C)
 NYesY (whit is this?)  (verify)

Tetrahydrocannabinol (THC), or mair precisely its main isomer (−)-trans9-tetrahydrocannabinol ((6aR,10aR)-delta-9-tetrahydrocannabinol), is the principal psychoactive constituent (or cannabinoid) o cannabis.

References[eedit | eedit soorce]

  1. Marlowe, Douglas B. (December 2010). "The Facts On Marijuana". NADCP. Based upon several nationwide epidemiological studies, marijuana’s dependence liability has been reliably determined to be 8 to 10 percent. 
  2. http://www.fda.gov/ohrms/dockets/dockets/05n0479/05N-0479-emc0004-04.pdf
  3. 3.0 3.1 3.2 3.3 3.4 Grotenhermen, F (2003). "Pharmacokinetics and pharmacodynamics of cannabinoids". Clin Pharmacokinet. 42 (4): 327–60. doi:10.2165/00003088-200342040-00003. PMID 12648025. (Subscription required (help)). 
  4. The Royal Pharmaceutical Society of Great Britain (30 November 2006). "Cannabis". In Sean C. Sweetman. Martindale: The Complete Drug Reference: Single User (35th ed.). Pharmaceutical Press. ISBN 978-0-85369-703-9. [page needit]
  5. "Tetrahydrocannabinol – Compound Summary". National Center for Biotechnology Information. PubChem. Retrieved 12 Januar 2014. Dronabinol has a large apparent volume of distribution, approximately 10 L/kg, because of its lipid solubility. The plasma protein binding of dronabinol and its metabolites is approximately 97%. 
  6. Garrett ER, Hunt CA (Julie 1974). "Physicochemical properties, solubility, and protein binding of Δ9-tetrahydrocannabinol". J. Pharm. Sci. 63 (7): 1056–64. doi:10.1002/jps.2600630705. PMID 4853640. 
  7. McPartland JM, Russo EB (2001). "Cannabis and cannabis extracts: greater than the sum of their parts?" (PDF). Journal of Cannabis Therapeutics. 1 (3/4): 103–132. doi:10.1300/J175v01n03_08.