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Tetrahydrocannabinol

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Definition: A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound. Dronabinol is a synthetic form of delta-9-THC.     
Pharmacological Action Analgesics, Non-Narcotic; Hallucinogens; Psychotropic Drugs
Other names delta(9)-THC; THC; Dronabinol; Tetrahydrocannabinol, Trans Isomer; 9 ene Tetrahydrocannabinol; delta(9)-Tetrahydrocannabinol; delta(1)-Tetrahydrocannabinol; delta(1)-THC; Tetrahydrocannabinol, Trans-Isomer; Tetrahydrocannabinol, Trans-(+-)-Isomer; Tetrahydrocannabinol, (6aS-cis)-Isomer; Tetrahydrocannabinol, (6aR-cis)-Isomer; Tetrahydrocannabinol, (6a-trans)-Isomer; Solvay Brand of Tetrahydrocannabinol; Marinol; 9-ene-TetrahydrocannabinolDrugs* : DRONABINOL; MARINOL
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
O 3223  0   Tetrahydrocannabinol/*analogs & derivatives Receptor, Cannabinoid, CB2/agonists. Neuropharmacology 2011 Feb-Mar;60(2-3):244-51
Org 26828  0   Tetrahydrocannabinol/*analogs & derivatives. J Psychopharmacol. 2010 Nov;24(11):1689-96
1-bromo-1-deoxy-3-(1',1'-dimethylhexyl)-delta(8)-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives Ligands Receptor, Cannabinoid, CB2. Bioorg Med Chem 2010 Nov 15;18(22):7809-15
perrottetinene  0   Tetrahydrocannabinol/*analogs & derivatives. Org Lett 2008 Jan 17;10(2):269-71
delta(1)-tetrahydrocannabinolic acid  0   Tetrahydrocannabinol/*analogs & derivatives. J Biol Chem 2007 Jul 13;282(28):20739-51
PRS-211,220  0   *Imidazoles Tetrahydrocannabinol/*analogs & derivatives. Eur J Pharm Sci 2007 Aug;31(5):298-305
(6aR,10aR)-3-(1-methansulfonylamino-4-hexyn-6-yl)6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo(b,d)pyran  0   *Pyrans Tetrahydrocannabinol/*analogs & derivatives. Eur J Pharmacol. 2006 Jan 13;530(1-2):103-6
7'-Isothiocyanato-11-hydroxy-1',1'-dimethylheptylhexahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. Mol Pharmacol. 2005 Dec;68(6):1623-35
7beta-hydroxy-delta8-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. Biol Pharm Bull. 2005 Apr;28(4):646-51
(-)-adamantyl-delta8-tetrahydrocannabinol  0   Adamantane/*analogs & derivatives Tetrahydrocannabinol/*analogs & derivatives Receptor, Cannabinoid, CB1/agonists. Behav Pharmacol. 2004 Nov;15(7):517-21
ajulemic acid  0   Tetrahydrocannabinol/*analogs & derivatives Interleukin-1/antagonists & inhibitors. Biol Reprod 2002 Oct;67(4):649-55
3-(1',1'-dimethylbutyl)-1-deoxy-delta(8)-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives Ligands. Bioorg Med Chem 1999 Dec;7(12):2905-14
delta(6)-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. Isr J Med Sci 1973;9 Suppl:31-42
6'-azidohex-2'-yne-delta(8)-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. Br J Pharmacol 1998 Nov;125(6):1345-51
1',1'-dimethylheptyl-delta(8)-tetrahydrocannabinol-11-oic acid  0   Tetrahydrocannabinol/*analogs & derivatives. Life Sci 1998;63(3):161-8
7-oxo-delta(8)-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. Arch Biochem Biophys 1997 Dec 1;348(1):56-64
7-hydroxy-delta(8)-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. Arch Biochem Biophys 1997 Dec 1;348(1):56-64
5'-cyano-1',1'-dimethyl-delta(8)-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. Neuropharmacology 1996;35(12):1793-804
3-nor-pentyl-3-(1',1'-dimethylheptyl)-11-(N,N-bis(2-chloroethyl)amino)-delta(8)-tetrahydrocannabinol  0   *Nitrogen Mustard Compounds Tetrahydrocannabinol/*analogs & derivatives. Neuropharmacology 1996;35(12):1793-804
O 823  0   Tetrahydrocannabinol/*analogs & derivatives. Eur J Pharmacol 1996 Nov 14;315(2):195-201
1',2'-dimethylheptyl-1-deoxy-delta(8)-tetrahydrocannabinol  105823-04-9   Tetrahydrocannabinol/*analogs & derivatives. J Med Chem 1996 Sep 27;39(20):3875-7
3-(1-heptenyl)-hexahydro-9-hydroxymethyl-6,6-dimethyl-6H-dibenzo(b,d)pyran-1-ol  0   Tetrahydrocannabinol/*analogs & derivatives. J Med Chem 1996 Sep 13;39(19):3790-6
11-hydroxyhexahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. J Med Chem 1996 Sep 13;39(19):3790-6
7'-isothiocyanato-1',1'-dimethylheptyl-delta(8)-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. Life Sci 1995 May 5;56(23-24):1957-62
11-hydroxy-7'-isothiocyanato-1',1'-dimethylheptyl-delta-8-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. J Med Chem 1994 Nov 11;37(23):3867-70
11-acetoxy-delta(8)-tetrahydrocannabinol  36871-18-8   Tetrahydrocannabinol/*analogs & derivatives. Biochem Mol Biol Int 1993 Sep;31(1):25-30
HU 213  61597-28-2 6H-Dibenzo(b,d)pyran-1-ol, 3-(1,1-dimethylheptyl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-, (6aS-trans)  Tetrahydrocannabinol/*analogs & derivatives. Can J Physiol Pharmacol 1992 Oct;70(10):1305-8
5'-azido-delta(8)-tetrahydrocannabinol  0   Tetrahydrocannabinol/*analogs & derivatives. J Med Chem 1992 Aug 7;35(12):3076-9
delta9-tetrahydrocannabinol hemisuccinate  52855-15-9   Tetrahydrocannabinol/*analogs & derivatives. J Pharm Sci 1991 Oct;80(10):942-5
ethyl-delta-9-tetrahydrocannabinol  134840-81-6   Tetrahydrocannabinol/*analogs & derivatives. Biol Mass Spectrom 1991;20(5):324
ethyl-delta-8-tetrahydrocannabinol  51768-58-2   Tetrahydrocannabinol/*analogs & derivatives. Biol Mass Spectrom 1991;20(5):324
9-keto-cannabinoid methyl ether  135415-65-5   Tetrahydrocannabinol/*analogs & derivatives. Kao Hsiung I Hsueh Ko Hsueh Tsa Chih 1991;7(3):148
2-iodo-5'-azido-delta(8)-tetrahydrocannabinol  134141-74-5   *Azides Tetrahydrocannabinol/*analogs & derivatives. Biochem Biophys Res Commun 1991;176(1):492
4'-hydroxy-delta(9)-tetrahydrocannabinol  58434-43-8   Tetrahydrocannabinol/*analogs & derivatives. Drug Metab Dispos 1990;18(3):350
4'',5''-bisnor-delta(1)-tetrahydrocannabinol-7,3''-dicarboxylic acid  54388-16-8   Tetrahydrocannabinol/*analogs & derivatives. J Anal Toxicol 1990;14(3):176
2'-hydroxy-delta(9)-tetrahydrocannabinol  65372-82-9   Tetrahydrocannabinol/*analogs & derivatives. Xenobiotica 1989;19(12):1437
HU 211  112924-45-5 6H-Dibenzo(b,d)pyran-9-methanol, 3-(1,1-dimethylheptyl)-6a,7,10,10a-tetrahydro-1-hydroxy-6,6-dimethyl-, (6aS-trans)  Tetrahydrocannabinol/*analogs & derivatives.
Pharma Action Anti-Arrhythmia Agents ; Antiemetics ; Excitatory Amino Acid Antagonists ; Neuroprotective Agents
Proc Natl Acad Sci USA 1989;86(23):9584
n-hexyl-delta-9-tetrahydrocannabinol  36482-24-3   Tetrahydrocannabinol/*analogs & derivatives. Eur J Drug Metab Pharmacokinet 1988;13(3):165
n-hexyl-delta-8-tetrahydrocannabinol  20622-30-4   Tetrahydrocannabinol/*analogs & derivatives. Eur J Drug Metab Pharmacokinet 1988;13(3):165
butyl-delta(9)-tetrahydrocannabinol  60008-00-6   Tetrahydrocannabinol/*analogs & derivatives. Xenobiotica 1988;18(4):417
butyl-delta(8)-tetrahydrocannabinol  51768-59-3   Tetrahydrocannabinol/*analogs & derivatives. Xenobiotica 1988;18(4):417
propyl-delta(8)-tetrahydrocannabinol  31262-38-1   Tetrahydrocannabinol/*analogs & derivatives. Biomed Environ Mass Spectrom 1988;15(7):403
abn-delta(8)-tetrahydrocannabinol  114624-39-4   Tetrahydrocannabinol/*analogs & derivatives. Biomed Environ Mass Spectrom 1988;15(7):389
methyl-delta(8)-tetrahydrocannabinol  67805-86-1   Tetrahydrocannabinol/*analogs & derivatives. Biomed Environ Mass Spectrom 1988;15(7):389
O-methyl-delta-9 tetrahydrocannabinol  36403-68-6   Tetrahydrocannabinol/*analogs & derivatives. Natl Inst Drug Abuse Res Monogr Ser 1987;7:82
delta(9-11)-tetrahydrocannabinol  16849-44-8   Tetrahydrocannabinol/*analogs & derivatives. J Pharmacol Exp Ther 1987;241(2):521
7-hydroxyhexahydrocannabinol  64663-39-4   Tetrahydrocannabinol/*analogs & derivatives. Pharmacol Biochem Behav 1986;25(2):393
N-ethyl-17-methyl-delta(8)-tetrahydrocannabinol-18-oic amide  99760-99-3   Tetrahydrocannabinol/*analogs & derivatives. Biochem Pharmacol 1985;34(22):3983
5'-trimethylammonium-delta(8)-tetrahydrocannabinol  99469-31-5   Tetrahydrocannabinol/*analogs & derivatives. J Pharmacol Exp Ther 1985;234(3):784
3-heptyl-delta(1)-tetrahydrocannabinol  54763-99-4   Tetrahydrocannabinol/*analogs & derivatives. Xenobiotica 1985;15(3):187
delta-9-tetrahydrocannabinol dichloroethyl carbamoyl ester  82459-41-4   *Nitrogen Mustard Compounds Tetrahydrocannabinol/*analogs & derivatives. Sci Sin B 1984;27(10):1048
1-hydroxy-3-(1',2'-dimethylheptyl)-6,6,9-trimethyl-7,8,9,10-tetrahydro-6-dibenzopyran acetate  39624-99-2   Tetrahydrocannabinol/*analogs & derivatives. Neurosci Behav Rev 1984;8(3):369
3',11-dihydroxy-delta(9)-tetrahydrocannabinol  59652-70-9 6H-Dibenzo(b,d)pyran-3-propanol, alpha-ethyl-6a,7,8,10a-tetrahydro-1-hydroxy-9-(hydroxymethyl)-6,6-dimethyl  Tetrahydrocannabinol/*analogs & derivatives. J Med Chem 1982;25(12):1447
3'-hydroxy-delta(9)-tetrahydrocannabinol  58434-44-9 6H-Dibenzo(b,d)pyran-3-propanol, alpha-ethyl-6a,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl  Tetrahydrocannabinol/*analogs & derivatives. J Med Chem 1982;15(12):1447
delta-8-tetrahydrocannabinol  5957-75-5   Tetrahydrocannabinol/*analogs & derivatives. J Immunopharmacol 1982;3(3-4):371
8-hydroxy-delta(9)-tetrahydrocannabinol  34984-78-6 6H-Dibenzo(b,d)pyran-1,8-diol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-(6aalpha,8alpha,10abeta))  Tetrahydrocannabinol/*analogs & derivatives. Clin Toxical 1981; 18(5):565; Neuropharmacology 1982;21(1):7
dimethyl-heptyl tetrahydrocannabinol  24359-49-7   Tetrahydrocannabinol/*analogs & derivatives. Psychopharmacology 1981;75(2):152
4'-(beta-D-glucopyranosyluronic acid)-delta(1)-tetrahydrocannabinol  80128-71-8 L-Gulonic acid, 2,6-anhydro-6-C-(6a,7,8,10a-tetrahydro-1-hydroxy-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-2-yl)-, (6aR-(2(S*),6aalpha,10abeta))  Tetrahydrocannabinol/*analogs & derivatives. Carbohydr Res 1981;98(1):143
Hashish oil  8001-45-4 Cannabis sativa, hashish  *Tetrahydrocannabinol. Toxicol Appl Pharmacol 1981;58(1):118
1,2-dihydroxyhexahydrocannabinol acetate  77369-37-0 6H-Dibenzo(b,d)pyran-1,9,10-triol, 6a,7,8,9,10,10a-hexahydro-6,6,9-trimethyl-3-pentyl-, 1,10-diacetate, (6aR-(6aalpha,9alpha,10beta,10abeta))  Tetrahydrocannabinol/*analogs & derivatives. Xenobiotica 1980;10(11):805
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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