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Ácido tetrahidrocannabinólico

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Ácido tetrahidrocannabinólico
Identificadores
Número CAS 23978-85-0
Código ATC No adjudicado
PubChem 98523
ChemSpider 88974
Datos químicos
Fórmula C22H30O4 
CCCCCC1=CC2=C([C@@H]3C=C(CC[C@H]3C(O2)(C)C)C)C(=C1C(=O)O)O

Ácido tetrahidrocannabinólico (ATHC, Δ9-ATHC, 2-COOH-THC), es un precursor biosintético del tetrahidrocannabinol (THC), el componente activo de cannabis.[1][2][3][4]​ Cuando se purifica, se forma un polvo que es inestable en presencia de ácidos, calor, oxígeno y/o luz.[5][6]

ATHC se encuentra en cannabis que esté fresco y no seco, pero el proceso de secado produce algo de descarboxilación, que convierte el ACTH en THC. La descarboxilación es mucho más intensa cuando se fuma cannabis[7]​ o se cocina en comidas de cannabis, donde también se convierte en el más psicoactivo[8]11-Hydroxy-THC.[9][10]

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Transcription

Referencias

  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, doi:10.1111/j.2042-7158.1981.tb13806.x .
  2. Sirikantaramas S, Morimoto S, Shoyama Y, Ishikawa Y, Wada Y, Shoyama Y, Taura F. (17 de septiembre de 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, doi:10.1074/jbc.M403693200 .
  3. Moore C, Rana S, Coulter C. (1 de junio de 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, doi:10.1016/j.jchromb.2007.02.016 .
  4. 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 .
  5. «Δ9-Tetrahydrocannabinolic Acid (Δ9-THCA) @ Aphios.com». Archivado desde el original el 15 de abril de 2016. Consultado el 10 de abril de 2016. 
  6. Zoller O, Rhyn P, Zimmerli B. ("2000"), «High-performance liquid chromatographic determination of Δ9-tetrahydrocannabinol and the corresponding acid in hemp containing foods with special regard to the fluorescence properties of Δ9–tetrahydrocannabinol», Journal of Chromatography A 872: 101-110, doi:10.1016/s0021-9673(99)01287-x .
  7. Dussy FE, Hamberg C, Luginbühl M, Schwerzmann T, Briellmann TA. (20 de abril de 2005), «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, doi:10.1016/j.forsciint.2004.05.015 .
  8. Possible hepatotoxicity of chronic marijuana usage Sao Paulo Med. J. vol.122 no.3 São Paulo May 2004.
  9. Johnson JR, Jennison TA, Peat MA, Foltz RL (1984). «Stability of delta 9-tetrahydrocannabinol (THC), 11-hydroxy-THC, and 11-nor-9-carboxy-THC in blood and plasma». Journal of analytical toxicology 8 (5): 202-4. PMID 6094914. doi:10.1093/jat/8.5.202. 
  10. Government Marijuana Researcher Speaks Favorably About Marijuana's Medical Utility NORML September 26, 1996.
Esta página se editó por última vez el 7 mar 2020 a las 23:03.
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