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«(–)-Delta-9-(/trans)-tetrahydrocannabinol»
CSA Names: (–)-Delta-9-(trans)-tetrahydrocannabinol
Dronabinol
(6aR-trans)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol
CSA Location: Schedule III Section (g) Subsection (1) DEA code 7369
CSA History: 63 FR 59751 proposed to add on 5 Nov 1998
64 FR 35928 added effective 2 Jul 1999
Names: (6aR)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol (IUPAC)
Molecular formula: C21H30O2
Nominal mass: 314
Average mass: 314.4617
Monoisotopic mass: 314.224580
CAS registry number: 1972-08-3
ChemSpider: 4479482
PubChem: 16078 2978
Wikipedia: Dronabinol
Erowid: Dronabinol
Drugs-Forum:
Bluelight:
Standard InChI: InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16?,17-/m1/s1
Standard InChI key: CYQFCXCEBYINGO-ZYMOGRSISA-N
SMILES: CCCCCc1cc(O)c2c(c1)OC([C@H]1C2C=C(C)CC1)(C)C
Tags: USCSA,cannabinoid
 
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Dronabinol MS (NIST).pdf EI MS Used with the permission of NIST Mass Spectrometry Data Center Collection (C) 2008 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved.
Delta-9-THC.pdf EI MS UV Used with permission of CND Analytical. From "Analytical Profiles of the Hallucinogens"
Delta-9-THC IRD.bmp GC IRD Used with Permission of Oklahoma State Bureau of Investigation, Forensic Science Center, Controlled Substances Laboratory.
Vendor ID URL
Cerilliant T-005 http://www.cerilliant.com/ShopOnline/Item_Details.aspx?itemno=db0feb0a-d1ee-4e43-834e-16e562f0ac4e
Grace Davison (Alltech) 01387 http://www.discoverysciences.com/uploadedFiles/Home/B505A_Drug_Catalog_LR_04_17_09.pdf
Sigma Aldrich T2386 http://www.sigmaaldrich.com/catalog/ProductDetail.do?lang=en&N4=T2386|SIGMA&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC
Toronto Research Chemicals T293200 https://www.trc-canada.com/detail.php?CatNum=T293200
Title Publication Date Vol. Iss. Page(s) Remarks
A new pyrazole-carboxamide type synthetic cannabinoid AB-CHFUPYCA [N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-3-(4-fluorophenyl)-1H-pyrazole-5-carboxamide] identified in illegal product Forensic Toxicology 2015-07-01 Vol 33 (367-373) Nahoko Uchiyama et al
Consideration of the major cannabinoid agonists 2009-07-00 Advisory Council on the Misuse of Drugs
Understanding the Spice phenomenon 2009-00-00 European Monitoring Centre for Drugs and Drug Addiction
Further consideration of the synthetic cannabinoids 2012-10-18 Advisory Council on the Misuse of Drugs
GC–MS and FTIR evaluation of the six benzoyl-substituted-1-pentylindoles: Isomeric synthetic cannabinoids Talanta 2014-11-01 Vol 129 (171-182) Forrest T. Smitha et al
Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary Forensic Science International 2012-01-01 Vol 214 (27-32) Péter Jankovics et al
Synthetic cannabinoids and cathinones: prevalence and markets Forensic Science Review 2013-03-01 Vol 25 (7-26) Bretteville-Jensen et al
Identification and analytical properties of new synthetic cannabimimetics bearing 2,2,3,3-tetramethylcyclopropanecarbonyl moiety Forensic Science International 2013-03-10 Vol 226 (62-73) Vadim Shevyrin et al
Spice, bath salts, and the U.S. military: the emergence of synthetic cannabinoid receptor agonists and cathinones in the U.S. Armed Forces. 2012-09-01 Loeffler G, Hurst D, Penn A, Yung K
Synthetic cannabinoid and marijuana exposures reported to poison centers Hum Exp Toxicol 2012-10-31 (1006-1011) MB Forrester et al
Separation and structural characterization of the synthetic cannabinoids JWH-412 and 1-[(5-fluoropentyl)-1H-indol-3yl]-(4-methylnaphthalen-1-yl)methanone using GC–MS, NMR analysis and a flash chromato Forensic Science International 2012-07-12 Vol 220 (e17-e22) Bjoern Moosmann et al
Cannabinoid chemistry: an overview Cannabinoids as Therapeutics 2005-01-01 (23-46) Lumír O. Hanuš and Raphael Mechoulam
CLARIFICATION OF LISTING OF "TETRAHYDROCANNABINOLS" IN SCHEDULE I AND EXEMPTION FROM CONTROL OF CERTAIN INDUSTRIAL PRODUCTS AND MATERIALS DERIVED FROM THE CANNABIS PLANT; FINAL RULES Microgram Bulletin 2003-06-00 Vol 36 (6)
The Synthesis and Pharmacological Evaluation of Adamantane-Derived Indoles: Cannabimimetic Drugs of Abuse ACS Chem. Neurosci 2013-00-00 Vol 4 (1081–1092) Samuel D. Banister et al
Isolation of Δ9-THCA-A from hemp and analytical aspects concerning the determination of Δ9-THC in cannabis products For. Sci. Int. 2005-05-10 Vol 149 Franz E. Dussy et al
The cannabinoid content of marihuana samples seized in Greece and its forensic application For. Sci. Int. 1998-08-12 Vol 95 M. Stefanidou et al
Detection of Δ9-tetrahydrocannabinol (THC) in hair using GC–MS Egyptian J. For. Sci. 2014-03-01 Vol 4 (17-20) Himanshu Khajuria & Biswa P. Nayak
Novel indole and azaindole (pyrrolopyridine) cannabinoid (CB) receptor agonists: Design, synthesis, structure–activity relationships, physicochemical properties and biological activity European Journal of Medicinal 2011-10-01 Vol 46 (5086-5098) Antoni R. Blaazera et al
Identification of 1-butyl-3-(1-(4-methyl)naphtoyl)indole detected for the first time in “herbal high” products on the Italian market Forensic Science International 2012-11-30 Vol 223 (e42-e46) Ermanno Valoti et al
Rapid identification of synthetic cannabinoids in herbal samples via direct analysis in real time mass spectrometry Rapid Comm. in Mass Spec 2012-05-15 Vol 26 (1109-1114) Rabi A. Musah et al
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