Cannabinol

Cannabinol
Identifiers
	IUPAC name 6,6,9-trimethyl-3-pentyl-benzo[c]chromen-1-ol;
CAS Number	521-35-7;
PubChem CID	2543;
IUPHAR/BPS	740;
ChemSpider	2447 ;
KEGG	C07580 ;
ChEMBL	ChEMBL74415 ;
CompTox Dashboard (EPA)	DTXSID3048996 ;
ECHA InfoCard	100.216.772
Chemical and physical data
Formula	C21H26O2
Molar mass	310.43 g/mol
3D model (JSmol)	Interactive image;
	SMILES Oc2cc(cc1OC(c3c(c12)cc(cc3)C)(C)C)CCCCC;
	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 ;
	(verify)

Not to be confused with Cannabidiol, a cannabinoid that's less psychoactive and which is sometimes erroneously called/pronounced 'Cannabinol'.

Cannabinol (CBN) is a psychoactive substance cannabinoid found in Cannabis sativa and Cannabis indica/afghanica.^[1] It is also a metabolite of tetrahydrocannabinol (THC).^[2] CBN acts as a weak agonist of the CB₁ and CB₂ receptors, with lower affinity in comparison to THC.^[3]^[4]

References

^ 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ McCallum ND, Yagen B, Levy S, Mechoulam R (1975). "Cannabinol: a rapidly formed metabolite of delta-1- and delta-6-tetrahydrocannabinol". Experientia. 31 (5): 520–1. PMID 1140243. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
^ Mahadevan A, Siegel C, Martin BR, Abood ME, Beletskaya I, Razdan RK (2000). "Novel cannabinol probes for CB1 and CB2 cannabinoid receptors". Journal of Medicinal Chemistry. 43 (20): 3778–85. doi:10.1021/jm0001572. PMID 11020293. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
^ 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.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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