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Cannabidiol dimethyl ether
1,3-dimethoxy-2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene
CAS Number
PubChem
CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (
EPA )
Formula C 23 H 34 O 2
Molar mass 342.523 g·mol−1 3D model (
JSmol )
CCCCCC1=CC(=C(C(=C1)OC)[C@@H]2C=C(CC[C@H]2C(=C)C)C)OC
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 [
citation needed ] 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]
See also
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 .
Phytocannabinoids (
comparison )
Cannabibutols Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabiphorols Cannabinols Cannabitriols Cannabivarins Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols Delta-10-Tetrahydrocannabinols Miscellaneous cannabinoids Active metabolites
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Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Pyrrolobenzoxazines Quinolinyl esters Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles Tetramethylcyclo- propylindoles Others
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