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Tetrahydrocannabinol

Tetrahydrocannabinol
Drug information
Drug nameTetrahydrocannabinol (THC)
Systematic (IUPAC) name
IUPAC name(−)-(6aR,10aR)-6,6,9-trimethyl-
3-pentyl-6a,7,8,10a-tetrahydro-
6H-benzo[c]chromen-1-ol
Chemical data
Mol. mass314.45
SynonymsDronabinol
Boiling point157 �C
Solubility in water0.0028 (23 °C) mg/mL (20 �C)
Spec. rot-152° (ethanol)
Bioavailability10-35% (inhalation), 6-20% (oral)
Protein binding95-99%
Metabolismmostly hepatic by CYP2C
Half-life1.6-59 hours, 25-36 hours (orally administered Dronabinol)
Excretion65-80% (feces), 20-35% (urine) as acid metabolites
Therapeutic considerations
Pregnancy cat C
Legal status Schedule I and III (US)

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Tetrahydrocannabinol ( ) (THC), also known as delta-9-tetrahydrocannabinol9-THC), Δ1-THC (using an older chemical nomenclature), or dronabinol, is the main psychoactive substance found in the cannabis plant.

It was first isolated by Yechiel Gaoni and Raphael Mechoulam from the Weizmann Institute of Science in Rehovot, Israel, in 1964. In pure form, it is a glassy solid when cold, and becomes viscous and sticky if warmed. An aromatic terpenoid, THC has a very low solubility in water, but good solubility in most organic solvents.

Like most pharmacologically-active secondary metabolites of plants, THC in cannabis is assumed to be involved in self-defense, perhaps against herbivores. THC also possesses high UV-B (280-315 nm) absorption properties, which, it has been speculated, could protect the plant from harmful UV radiation exposure.

Dronabinol is the International Nonproprietary Name (INN) for a pure isomer of THC, (-)-trans-Δ9-tetrahydrocannabinol, that is, the main isomer in cannabis. It is sold as Marinol (a registered trademark of Solvay Pharmaceuticals). Dronabinol is also marketed, sold, and distributed by PAR Pharmaceutical Companies under the terms of a license and distribution agreement with SVC pharma LP, an affiliate of Rhodes Technologies.

Tetrahydrocannabinol Video

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Hank explains the science behind the effects of that wackiest of weeds, cannabis sativa - aka marijuana. Like SciShow on Facebook: http://www.facebook.com/sc...
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BÄdzie oka. Wszystkim bliskim. Z Innej Perspektywy BÄdź na bieżÄco! - http://www.facebook.com/BardziejMatt Tekst - Sokol, Magik, Fokus Bit - Ratatat Skrecze...
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PLEASE WATCH AND SHARE THIS VIDEO NEW Documentary - http://youtu.be/XfO_MpDm5kc Legalize Cannabis - http://petition.liberal.ca/end-prohibition - Cannabinoid Research - ncbi.nlm.nih.gov/pmc/arti...
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Pot DUI Bill Has Its First Hearing In Colorado Senate Monday - Huffington Post Tweet this news
Huffington Post--THC, or -Tetrahydrocannabinol-, is the psychoactive ingredient found in the cannabis plant. Twelve states have a zero-tolerance policy for driving under the influence of illegal substances, which include marijuana in those states. ... - Date : Mon, 18 Apr 2011 20:35:11 GMT+00:00
Random drug testing for bus drivers conducted in Leyte - Philippine Star Tweet this news
Philippine Star--Of the 50, five tested positive for the presence of either methamphetamines or -tetrahydrocannabinol-, said Ms. Liza Baoy, PDEA information Officer. Methamphetamine is an addictive stimulant, and the active ingredient in “shabu”. ... - Date : Wed, 20 Apr 2011 06:07:10 GMT+00:00
Edmontonians in 4/20 state of mind - Metro Canada - Edmonton Tweet this news
Metro Canada - Edmonton--The “high” comes from a chemical called THC (delta-9--tetrahydrocannabinol-). The smoke wasn't the only thing flying high at the legislature grounds Wednesday as hundreds of locals lit up for 4/20. “It should be decrimi - Date : Thu, 21 Apr 2011 06:35:23 GMT+00:00
Can marijuana kill the pain without the high? - SmartPlanet.com (blog) Tweet this news
SmartPlanet.com (blog)--And both of these effects are caused by its active component, known as -tetrahydrocannabinol- (THC). In order to get high, THC binds to something called the cannabinoid type-1 receptor (CB1R) on cells. But to produce the other effe - Date : Mon, 04 Apr 2011 23:32:00 GMT+00:00
My life began to fall apart, says user of legal high - New Zealand Herald Tweet this news
New Zealand Herald--Robert Moore, 23, says his life began to fall apart after four months of regular use of Kronic, a smoking product which mimics the effects of -tetrahydrocannabinol- (THC), the active ingredient in cannabis. Mr Moore, a third-year comme - Date : Sun, 03 Apr 2011 17:33:53 GMT+00:00
20 POUNDS OF SYNTHETIC MARIJUANA SEIZED BY CBP IN LOUISVILLE - The Cypress Times Tweet this news
The Cypress Times--JWH-018 originated at Clemson University, where researchers developed synthetic cannabinoids in an effort to create therapeutic drugs but can also mimic the narcotic effects of -tetrahydrocannabinol-, or THC, the active ingredient in ma - Date : Tue, 05 Apr 2011 17:57:59 GMT+00:00
Lawful pot a highway danger - The Spokesman Review Tweet this news
The Spokesman Review--When I was involved in clinical drug testing, laboratory analysis was able to detect delta-9--tetrahydrocannabinol- (marijuana) as late as 30 days after the reported use. Alcohol is water-soluble and leaves your body pretty quickly. - Date : Fri, 01 Apr 2011 07:04:02 GMT+00:00
Many reasons not to legalize marijuana - phillyBurbs.com Tweet this news
phillyBurbs.com--The chemical that is the most active in marijuana is delta-9--tetrahydrocannabinol-, or THC for short. There are more than 400 other chemicals in marijuana, and 61 of them are unique to the cannabis plant, which drug dealers secretly cult - Date : Mon, 04 Apr 2011 15:56:30 GMT+00:00
Can-do cannabis - Global Winnipeg Tweet this news
Global Winnipeg--In fact, the active component of marijuana, -tetrahydrocannabinol- (THC), has some useful medicinal effects. It inhibits vomiting, which makes it extremely useful for treating patients receiving chemotherapy. Also, because it increases ap - Date : Mon, 28 Mar 2011 20:02:15 GMT+00:00
Cannabis has Medical Benefits - TopNews New Zealand Tweet this news
TopNews New Zealand---Tetrahydrocannabinol- (THC), an active component of cannabis has some medicinal effects. Cannabis contains more than 60 psychoactive compounds. An Irish Physician, conducted a cannabis experiment in 1830, and used it to treat muscle - Date : Tue, 29 Mar 2011 14:38:46 GMT+00:00

Animal Administration LD50 [mg/kg]
rat oral 666
rat (male) oral 1270
rat (female) oral 730
rat inhalation 42
rat intraperitoneal 373
rat intravenous 29
mouse intravenous 42
mouse oral 482
mouse intraperitoneal 168
monkey (LDLo) intravenous 128
dog oral 525

Cannabinoids

Plant cannabinoids
CBCV * CBD * CBDV * CBGM * CBGV * CBN * CBG * CBV * CBL * THC * THC-C4 * THCV |
Cannabinoid metabolites
8,11-DiOH-THC * 11-COOH-THC * 11-OH-THC |
Endogenous cannabinoids
Arachidonoyl ethanolamide (Anandamide or AEA) * 2-Arachidonoylglycerol (2-AG) * 2-Arachidonyl glyceryl ether (noladin ether) * Virodhamine * Palmitoylethanolamide (PEA) * N-Arachidonoyl dopamine (NADA) * Oleamide * RVD-Hpα |
Synthetic cannabinoid
receptor agonists
Classical cannabinoids
(Dibenzopyrans)
A-40174 * A-41988 * A-42574 * Ajulemic acid * AM-087 * AM-411 * AM-855 * AM-905 * AM-906 * AM-919 * AM-938 * AM-4030 * AMG-1 * AMG-3 * AMG-36 * AMG-41 * Dexanabinol (HU-211) * DMHP * Dronabinol * HHC * HU-210 * HU-243 * JWH-051 * JWH-133 * JWH-139 * JWH-229 * JWH-359 * L-759,633 * L-759,656 * Levonantradol (CP 50,5561) * Nabazenil * Nabidrox (Canbisol) * Nabilone * Nabitan * Naboctate * O-806 * O-823 * O-1057 * O-1125 * O-1238 * O-2545 * O-2694 * Parahexyl * Perrottetinene * Pirnabine * THC-O-acetate * THC-O-phosphate
Nonclassical cannabinoids CP 47,497 * CP 55,244 * CP 55,940 * HU-308 * Nonabine * SPA-229 * Tinabinol * 2-Isopropyl-5-methyl-1-(2,6-dihydroxy-4-nonylphenyl)cyclohex-1-ene
Benzoylindoles AM-630 * AM-694 * AM-1241 * GW-405,833 (L-768,242) * Pravadoline
Naphthoylindoles AM-1220 * JWH-007 * JWH-015 * JWH-018 * JWH-019 * JWH-073 * JWH-081 * JWH-122 * JWH-182 * JWH-200 * JWH-210 * JWH-398 * WIN 55,212-2
Phenylacetylindoles JWH-203 * JWH-250 * JWH-251 * JWH-302
Naphthoylpyrroles JWH-030 * JWH-147 * JWH-307
Eicosanoids AM-883 * Arachidonyl-2'-chloroethylamide * Arachidonylcyclopropylamide * Methanandamide * O-585 * O-689 * O-1812 * O-1860 * O-1861
Others A-836,339 * Abnormal cannabidiol * BAY 38-7271 * BAY 59-3074 * CB-13 * GW-842,166X * JWH-171 * O-1918 * O-2220 * Leelamine * Org 28611 * VSN-16
Endocannabinoid
activity enhancers
AM-404 * CAY-10401 * CAY-10402 * JZL184 * N-arachidonoyl-serotonin * O-1624 * PF-622 * PF-750 * PF-3845 * URB-597 * URB-602 * Genistein * Arvanil * Olvanil * Kaempferol * Biochanin A * URB-754 |
Cannabinoid receptor
antagonists and
inverse agonists
AM-251 * AM-281 * AM-630 * BML-190 * CAY-10508 * CB-25 * CB-52 * Drinabant * Hemopressin * Ibipinabant * JTE-907 * LY-320,135 * MK-9470 * NESS-0327 * O-1184 * O-1248 * O-2050 * O-2654 * Org 27569 * Otenabant * Rimonabant * SR-144,528 * Surinabant * Taranabant * VCHSR |

Antiemetics (A04)

5-HT3 AntagonistsAlosetron * Azasetron * Bemesetron * Cilansetron * Clozapine * Dazopride * Dolasetron * Granisetron * Lerisetron * Metoclopramide * Mianserin * Mirtazapine * Olanzapine * Ondansetron * Palonosetron * Ramosetron * Ricasetron * Tropisetron * Zatosetron
CB1 Agonists (Cannabinoids)Dronabinol * Nabilone * Nonabine
D2/D3 AntagonistsAlizapride * Bromopride * Chlorpromazine * Clebopride * Domperidone * Haloperidol * Itopride * Metoclopramide * Metopimazine * Prochlorperazine * Thiethylperazine
H1 Antagonists (Antihistamines)Cyclizine * Dimenhydrinate * Diphenhydramine * Meclizine * Promethazine
mACh Antagonists (Anticholinergics)Atropine * Hyoscyamine * Scopolamine
NK1 AntagonistsAprepitant * Casopitant * Ezlopitant * Fosaprepitant * Maropitant * Vestipitant
OthersCerium Oxalate * Dexamethasone * Lorazepam * Midazolam * Propofol * Trimethobenzamide

Ancient anaesthesia

Plants/animalsAconite * Argyreia speciosa * Castoreum * Cannabis * Coca * Deadly nightshade * Henbane * Lactucarium * Mandrake * Metel nut * Opium * Poison hemlock * Saussurea * Toloatzin * Willow
PeopleAbulcasis * Avenzoar * Avicenna * Celsus * Dioscorides * Galen * Hippocrates * Rhazes * Sabuncuoğlu * Sushrutha * Theophrastus * Zhang
CompoundsAconitine * Δ9-THC * Atropine * Cocaine * Coniine * Hyoscyamine * Morphine * Salicylate * Scopolamine



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