Cannabidiol dimethyl ether

Cannabidiol dimethyl ether
Identifiers
	IUPAC name 1,3-dimethoxy-2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene;
CAS Number	1242-67-7;
PubChem CID	3081957;
ChemSpider	2339454;
UNII	MK7IHZ7MIM;
ChEMBL	ChEMBL499322;
CompTox Dashboard (EPA)	DTXSID00924752 ;
Chemical and physical data
Formula	C23H34O2
Molar mass	342.523 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC1=CC(=C(C(=C1)OC)[C@@H]2C=C(CC[C@H]2C(=C)C)C)OC;
	InChI InChI=1S/C23H34O2/c1-7-8-9-10-18-14-21(24-5)23(22(15-18)25-6)20-13-17(4)11-12-19(20)16(2)3/h13-15,19-20H,2,7-12H2,1,3-6H3/t19-,20+/m0/s1; Key:UYBGHBAVRNATET-VQTJNVASSA-N;

Cannabidiol dimethyl ether (CBDD) is a trace component of cannabis which can also be made synthetically. It is a potent and selective inhibitor of the enzyme 15-lipoxygenase and inhibits oxygenation of linoleic acid, a process involved in the development of atherosclerosis.^[1]^[2]

References

^ Takeda S, Usami N, Yamamoto I, Watanabe K (August 2009). "Cannabidiol-2',6'-dimethyl ether, a cannabidiol derivative, is a highly potent and selective 15-lipoxygenase inhibitor". Drug Metabolism and Disposition. 37 (8): 1733–7. doi:10.1124/dmd.109.026930. PMID 19406952. S2CID 1546599.
^ Takeda S, Hirayama A, Urata S, Mano N, Fukagawa K, Imamura M, et al. (2011). "Cannabidiol-2',6'-dimethyl ether as an effective protector of 15-lipoxygenase-mediated low-density lipoprotein oxidation in vitro". Biological & Pharmaceutical Bulletin. 34 (8): 1252–6. doi:10.1248/bpb.34.1252. PMC 4012644. PMID 21804214.

[1] Takeda S, Usami N, Yamamoto I, Watanabe K (August 2009). "Cannabidiol-2',6'-dimethyl ether, a cannabidiol derivative, is a highly potent and selective 15-lipoxygenase inhibitor". Drug Metabolism and Disposition. 37 (8): 1733–7. doi:10.1124/dmd.109.026930. PMID 19406952. S2CID 1546599.

[2] Takeda S, Hirayama A, Urata S, Mano N, Fukagawa K, Imamura M, et al. (2011). "Cannabidiol-2',6'-dimethyl ether as an effective protector of 15-lipoxygenase-mediated low-density lipoprotein oxidation in vitro". Biological & Pharmaceutical Bulletin. 34 (8): 1252–6. doi:10.1248/bpb.34.1252. PMC 4012644. PMID 21804214.

[1]

[2]

See also

References