Kanabinol

Kanabinol
(IUPAC) ime
	6,6,9-trimetil-3-pentil-benzo[c]hromen-1-ol
Klinički podaci
Identifikatori
CAS broj	521-35-7
ATC kod	nije dodeljen
PubChem	2543
ChemSpider	2447
UNII	7UYP6MC9GH
KEGG	C07580
ChEMBL	CHEMBL74415
Hemijski podaci
Formula	C21H26O2
Mol. masa	310,4319 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C21H26O2/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/h9-13,22H,5-8H2,1-4H3 ; Key: VBGLYOIFKLUMQG-UHFFFAOYSA-N
Fizički podaci
Tačka topljenja	77 °C (171 °F)
Rastvorljivost u voda	nerastvoran je u vodi, rastvoran je u metanolu i etanolu mg/mL (20 °C)
Farmakoinformacioni podaci
Trudnoća	?
Pravni status

Kanabinol (CBN) je slab psihoaktivni kanabinoid prisutan u Cannabis sativa i Cannabis indica.^[8] On je takođe metabolit tetrahidrokanabinola (THC).^[9] CBN deluje kao slab agonist CB1 receptora. On ima visok afinitet za CB₂ receptore, mada niži nego THC.^[10]^[11]

Povezano

Kanabinoidi

Reference

↑ 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.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Lide, David R. (2012). CRC Handbook of Chemistry and Physics. CRC Press. str. 3-90. ISBN 1-43988049-2.
↑ Biotrend: Cannabinol Arhivirano 2016-05-22 na Wayback Machine-u (PDF: 21 kB)
↑ Karniol IG, Shirakawa I, Takahashi RN, Knobel E, Musty RE (1975). „Effects of delta9-tetrahydrocannabinol and cannabinol in man”. Pharmacology 13 (6): 502–12. DOI:10.1159/000136944. PMID 1221432.
↑ McCallum ND, Yagen B, Levy S, Mechoulam R (May 1975). „Cannabinol: a rapidly formed metabolite of delta-1- and delta-6-tetrahydrocannabinol”. Experientia 31 (5): 520–1. PMID 1140243.
↑ Mahadevan A, Siegel C, Martin BR, Abood ME, Beletskaya I, Razdan RK (October 2000). „Novel cannabinol probes for CB1 and CB2 cannabinoid receptors”. Journal of Medicinal Chemistry 43 (20): 3778–85. DOI:10.1021/jm0001572. PMID 11020293.
↑ Petitet F, Jeantaud B, Reibaud M, Imperato A, Dubroeucq MC (1998). „Complex pharmacology of natural cannabinoids: evidence for partial agonist activity of delta9-tetrahydrocannabinol and antagonist activity of cannabidiol on rat brain cannabinoid receptors”. Life Sciences 63 (1): PL1–6. DOI:10.1016/S0024-3205(98)00238-0. PMID 9667767.

Literatura

Vanjske veze

	Portal Medicina
	Portal Hemija

Erowid Compounds found in Cannabis sativa

Šablon:Kanabinoidi

[1] 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

[2] 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.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[CRC-6] Lide, David R. (2012). CRC Handbook of Chemistry and Physics. CRC Press. str. 3-90. ISBN 1-43988049-2.

[7] Biotrend: Cannabinol Arhivirano 2016-05-22 na Wayback Machine-u (PDF: 21 kB)

[pmid1221432-8] Karniol IG, Shirakawa I, Takahashi RN, Knobel E, Musty RE (1975). „Effects of delta9-tetrahydrocannabinol and cannabinol in man”. Pharmacology 13 (6): 502–12. DOI:10.1159/000136944. PMID 1221432.

[pmid1140243-9] McCallum ND, Yagen B, Levy S, Mechoulam R (May 1975). „Cannabinol: a rapidly formed metabolite of delta-1- and delta-6-tetrahydrocannabinol”. Experientia 31 (5): 520–1. PMID 1140243.

[pmid11020293-10] Mahadevan A, Siegel C, Martin BR, Abood ME, Beletskaya I, Razdan RK (October 2000). „Novel cannabinol probes for CB1 and CB2 cannabinoid receptors”. Journal of Medicinal Chemistry 43 (20): 3778–85. DOI:10.1021/jm0001572. PMID 11020293.

[pmid9667767-11] Petitet F, Jeantaud B, Reibaud M, Imperato A, Dubroeucq MC (1998). „Complex pharmacology of natural cannabinoids: evidence for partial agonist activity of delta9-tetrahydrocannabinol and antagonist activity of cannabidiol on rat brain cannabinoid receptors”. Life Sciences 63 (1): PL1–6. DOI:10.1016/S0024-3205(98)00238-0. PMID 9667767.

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