Cannabinodiol

Cannabinodiol
Clinical data
ATC code	None;
Legal status
Legal status	CA: Schedule II; UK: Under Psychoactive Substances Act;
Identifiers
	IUPAC name 5'-Methyl-4-pentyl-2'-(prop-1-en-2-yl)-[1,1'-biphenyl]-2,6-diol;
CAS Number	39624-81-2;
PubChem CID	11551346;
ChemSpider	9726124;
Chemical and physical data
Formula	C21H26O2
Molar mass	310.437 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCCCC1=CC(=C(C(=C1)O)C2=C(C=CC(=C2)C)C(=C)C)O;
	InChI InChI=1S/C21H26O2/c1-5-6-7-8-16-12-19(22)21(20(23)13-16)18-11-15(4)9-10-17(18)14(2)3/h9-13,22-23H,2,5-8H2,1,3-4H3; Key:TWKHUZXSTKISQC-UHFFFAOYSA-N;

Cannabinodiol (also known as cannabidinodiol and CBND)^[1] is a psychoactive^[2] cannabinoid that is present in the plant Cannabis sativa at low concentrations.^[3] It is the fully aromatized derivative of cannabidiol (CBD) and can occur as a product of the photochemical conversion of cannabinol (CBN).^[4]

References

^ US 9084771, McAllister SD, Desprez PY, "Methods and compositions for treating cancer", published 21 July 2015, assigned to Sutter West Bay Hospitals
^ Lewis MM, Yang Y, Wasilewski E, Clarke HA, Kotra LP (September 2017). "Chemical Profiling of Medical Cannabis Extracts". ACS Omega. 2 (9): 6091–6103. doi:10.1021/acsomega.7b00996. PMC 6044620. PMID 30023762. Δ9-THC, cannabinol (CBN), and cannabinodiol (CBND) are known to be psychoactive
^ Robert J.J.Ch, Lousberg; Ludwig Bercht, C. A.; van Ooyen, Ronald; Spronck, Hubertus J. W. (1 January 1977). "Cannabinodiol: Conclusive identification and synthesis of a new cannabinoid from Cannabis sativa". Phytochemistry. 16 (5): 595–597. doi:10.1016/0031-9422(77)80023-X. {{cite journal}}: Unknown parameter |name-list-format= ignored (|name-list-style= suggested) (help)
^ Elsohly MA, Slade D (December 2005). "Chemical constituents of marijuana: the complex mixture of natural cannabinoids". Life Sciences. Natureceuticals (Natural Products), Nutraceuticals, Herbal Botanicals, and Psychoactives: Drug Discovery and Drug-Drug Interactions; Volume I: Natureceuticals (Natural Products), Herbal Botanicals, Psychoactive Hallucinogens and Related Products. 78 (5): 539–48. doi:10.1016/j.lfs.2005.09.011. PMID 16199061.

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[1] US 9084771, McAllister SD, Desprez PY, "Methods and compositions for treating cancer", published 21 July 2015, assigned to Sutter West Bay Hospitals

[2] Lewis MM, Yang Y, Wasilewski E, Clarke HA, Kotra LP (September 2017). "Chemical Profiling of Medical Cannabis Extracts". ACS Omega. 2 (9): 6091–6103. doi:10.1021/acsomega.7b00996. PMC 6044620. PMID 30023762. Δ9-THC, cannabinol (CBN), and cannabinodiol (CBND) are known to be psychoactive

[3] Robert J.J.Ch, Lousberg; Ludwig Bercht, C. A.; van Ooyen, Ronald; Spronck, Hubertus J. W. (1 January 1977). "Cannabinodiol: Conclusive identification and synthesis of a new cannabinoid from Cannabis sativa". Phytochemistry. 16 (5): 595–597. doi:10.1016/0031-9422(77)80023-X. {{cite journal}}: Unknown parameter |name-list-format= ignored (|name-list-style= suggested) (help)

[4] Elsohly MA, Slade D (December 2005). "Chemical constituents of marijuana: the complex mixture of natural cannabinoids". Life Sciences. Natureceuticals (Natural Products), Nutraceuticals, Herbal Botanicals, and Psychoactives: Drug Discovery and Drug-Drug Interactions; Volume I: Natureceuticals (Natural Products), Herbal Botanicals, Psychoactive Hallucinogens and Related Products. 78 (5): 539–48. doi:10.1016/j.lfs.2005.09.011. PMID 16199061.

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See also

References