Canniprene

Canniprene (C21H26O4) is an isoprenylated bibenzyl found in the fan leaves of Cannabis sativa.[1] Canniprene can be vaporized and therefore potentially inhaled from cannabis.[2]

Canniprene
Names
Preferred IUPAC name
3-[2-(3-Hydroxy-5-methoxyphenyl)ethyl]-6-methoxy-2-(3-methylbut-2-en-1-yl)phenol
Identifiers
3D model (JSmol)
UNII
  • InChI=1S/C21H26O4/c1-14(2)5-9-19-16(8-10-20(25-4)21(19)23)7-6-15-11-17(22)13-18(12-15)24-3/h5,8,10-13,22-23H,6-7,9H2,1-4H3
    Key: NGQFSSVGVDXEOE-UHFFFAOYSA-N
  • CC(=CCC1=C(C=CC(=C1O)OC)CCC2=CC(=CC(=C2)OC)O)C
Properties
C21H26O4
Molar mass 342.435 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Russo, Ethan B; Marcu, Jahan (2017-06-05). "Cannabis Pharmacology: The Usual Suspects and a Few Promising Leads". Cannabinoid Pharmacology. Advances in Pharmacology. Vol. 80. pp. 67–134. doi:10.1016/bs.apha.2017.03.004. ISBN 9780128112328. ISSN 1054-3589. PMID 28826544.
  2. Allegrone, Gianna; Pollastro, Federica; Magagnini, Gianmaria; Taglialatela-Scafati, Orazio; Seegers, Julia; Koeberle, Andreas; Werz, Oliver; Appendino, Giovanni (2017-03-24). "The Bibenzyl Canniprene Inhibits the Production of Pro-Inflammatory Eicosanoids and Selectively Accumulates in Some Cannabis sativa Strains". Journal of Natural Products. 80 (3): 731–734. doi:10.1021/acs.jnatprod.6b01126. ISSN 0163-3864. PMID 28165233.
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