Canniprene

Canniprene
Names
	Preferred IUPAC name 3-[2-(3-Hydroxy-5-methoxyphenyl)ethyl]-6-methoxy-2-(3-methylbut-2-en-1-yl)phenol
Identifiers
CAS Number	70677-47-3;
3D model (JSmol)	Interactive image;
PubChem CID	53439651;
UNII	95QD8NF292 ;
CompTox Dashboard (EPA)	DTXSID30702065 ;
	InChI 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;
	SMILES CC(=CCC1=C(C=CC(=C1O)OC)CCC2=CC(=CC(=C2)OC)O)C;
Properties
Chemical formula	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

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]

References

^ 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.
^ 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.

Names

Preferred IUPAC name 3-[2-(3-Hydroxy-5-methoxyphenyl)ethyl]-6-methoxy-2-(3-methylbut-2-en-1-yl)phenol
Identifiers
CAS Number	70677-47-3
3D model (JSmol)	Interactive image
PubChem CID	53439651
UNII	95QD8NF292^Y
CompTox Dashboard (EPA)	DTXSID30702065
InChI 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
SMILES CC(=CCC1=C(C=CC(=C1O)OC)CCC2=CC(=CC(=C2)OC)O)C
Properties
Chemical formula	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