Tetrahidrokanabinolna kiselina (THCA, 2-COOH-THC) je biosintetički precursor tetrahidrokanabinola (THC), aktivne komponente kanabisa.[3][4][5][6] THCA je prisutan u varijabilnim količinama u svežem, neosušenom kanabisu, ali se progresiivno dekarboksiluje do THC tokom sušenja, a posebno tokom intezivnog zagrevanja, npr. pri pušenju kanabisa.[7]
Tetrahidrokanabinolna kiselina
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| (IUPAC) ime
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| (6aR,10aR)-1-hidroksi-6,6,9-trimetil-3-pentil-6a,7,8,10a-tetrahidro-6h-benzo[c]hromen-2-karboksilna kiselina
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| Klinički podaci
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| Identifikatori
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| CAS broj
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23978-85-0
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| ATC kod
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nije dodeljen
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| PubChem[1][2]
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98523
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| Hemijski podaci
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| Formula
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C22H30O4
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| Mol. masa
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358,4733 g/mol
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| SMILES
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eMolekuli & PubHem
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| InChI |
|---|
InChI=1S/C22H30O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h11-12,15-16,23H,5-10H2,1-4H3,(H,24,25)/t15-,16-/m1/s1  Y
Key: UCONUSSAWGCZMV-HZPDHXFCSA-N Y |
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| Farmakoinformacioni podaci
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| Trudnoća
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?
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| Pravni status
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- ↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
- ↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
- ↑ Baker PB, Taylor BJ, Gough TA. (Jun 1981), „The tetrahydrocannabinol and tetrahydrocannabinolic acid content of cannabis products”, Journal of Pharmacy and Pharmacology 33 (6): 369-72, PMID 6115009
- ↑ Sirikantaramas S, Morimoto S, Shoyama Y, Ishikawa Y, Wada Y, Shoyama Y, Taura F. (17. 9. 2004.), „The gene controlling marijuana psychoactivity: molecular cloning and heterologous expression of Delta1-tetrahydrocannabinolic acid synthase from Cannabis sativa L.”, Journal of Biological Chemistry 279 (38): 39767-74, PMID 15190053
- ↑ Moore C, Rana S, Coulter C. (1. 6. 2007.), „Simultaneous identification of 2-carboxy-tetrahydrocannabinol, tetrahydrocannabinol, cannabinol and cannabidiol in oral fluid”, J Chromatogr B Analyt Technol Biomed Life Sci. 852 (1-2): 459-64, PMID 17321807
- ↑ Taura F. (Jun 2009), „Studies on tetrahydrocannabinolic acid synthase that produces the acidic precursor of tetrahydrocannabinol, the pharmacologically active cannabinoid in marijuana”, Drug Discoveries and Therapeutics 3 (3): 83-7, PMID 22495534
- ↑ Dussy FE, Hamberg C, Luginbühl M, Schwerzmann T, Briellmann TA. (2005-04-20), „Isolation of Delta9-THCA-A from hemp and analytical aspects concerning the determination of Delta9-THC in cannabis products”, Forensic Science International 149 (1): 3-10, PMID 15734104
