Cannabinodiol

Cannabinodiol

Names
IUPAC name 2-[(1R,6R)-6-Isopropenyl-3-methyl-3-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol
Other names Epidiolex
Identifiers
ChemSpider	24593618
Jmol interactive 3D	Image
InChI InChI=1S/C21H30O2/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/h9,12-13,17-18,22-23H,2,5-8,10-11H2,1,3-4H3/t17-,18+/m0/s1 Key: ZTGXAWYVTLUPDT-ZWKOTPCHSA-N
SMILES CCCCCc1cc(c(c(c1)O)[C@@H]2CC(=CC[C@H]2C(=C)C)C)O
Properties
Chemical formula	C21H30O2
Molar mass	314.47 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

Cannabinodiol (CBDL) is one of many phytocannabinoids present in the plant Cannabis sativa, otherwise known as marijuana. Despite being present in low concentrations,^[1] it is relevant for being one of three known psychoactive cannabinoids found in the plant's flowers, although at lower concentrations than THC and cannabinol. It is a constituent of Lebanese hashish. The chemical nomenclature and preferred IUPAC name is 2,6-dihydroxy-6′-isopropenyl-3′-methyl-4-n-pentyl-biphenyl, the aromatic analogue of cannabidiol. It can occur as a product of the photochemical conversion of cannabinol.^[2]

References

1. Robert j.j.Ch, Lousberg; Ludwig Bercht, C.A.; Van Ooyen, Ronald; Spronck, Hubertus J.W. (1977). "Cannabinodiol: Conclusive identification and synthesis of a new cannabinoid from Cannabis sativa". Phytochemistry 16 (5): 595. doi:10.1016/0031-9422(77)80023-X.
2. Elsohly, Mahmoud A.; Slade, Desmond (2005). "Chemical constituents of marijuana: The complex mixture of natural cannabinoids". Life Sciences 78 (5): 539. doi:10.1016/j.lfs.2005.09.011. PMID 16199061.