8,9-Dihydrocannabidiol

8,9-Dihydrocannabidiol
Names
Preferred IUPAC name
2-[(1S,6S)-3-Methyl-6-(propan-2-yl)cyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
Other names
H2CBD, DiHydroCBD
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C21H32O2/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/h11-14,17-18,22-23H,5-10H2,1-4H3/t17-,18+/m0/s1
    Key: PCXRACLQFPRCBB-ZWKOTPCHSA-N
  • CCCCCC1=CC(=C(C(=C1)O)[C@@H]2C=C(CC[C@H]2C(C)C)C)O
Properties
C21H32O2
Molar mass 316.485 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

8,9-Dihydrocannabidiol (also known as H2CBD, DiHydroCBD, Delta-1-H2CBD, or Delta-1-DiHydroCBD) is a synthetic cannabinoid that is closely related to cannabidiol (CBD) itself.[1][2] that was first synthesized by Alexander R. Todd in 1940 derived from the catalytic hydrogenation of cannabidiol.[3]

  1. ^ Mascal M, Hafezi N, Wang D, Hu Y, Serra G, Dallas ML, Spencer JP (May 2019). "Synthetic, non-intoxicating 8,9-dihydrocannabidiol for the mitigation of seizures". Scientific Reports. 9 (1): 7778. Bibcode:2019NatSR...9.7778M. doi:10.1038/s41598-019-44056-y. PMC 6533278. PMID 31123271.
  2. ^ Li H, Liu Y, Tian D, Tian L, Ju X, Qi L, et al. (April 2020). "Overview of cannabidiol (CBD) and its analogues: Structures, biological activities, and neuroprotective mechanisms in epilepsy and Alzheimer's disease". European Journal of Medicinal Chemistry. 192: 112163. doi:10.1016/j.ejmech.2020.112163. PMID 32109623. S2CID 211564148.
  3. ^ Jacob, A.; Todd, A. R. (1940). "119. Cannabis indica. Part II. Isolation of cannabidiol from Egyptian hashish. Observations on the structure of cannabinol". J. Chem. Soc. 119: 649–653. doi:10.1039/jr9400000649.