CH₃CH₃

CBD

Chemistry

53 atoms · Conformer computed and published by PubChem.
Formula
C21H30O2
Molar mass
314.5 g/mol
IUPAC name
2-[(1R,6R)-3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol
InChIKey
QHMBSVQNZZTUGM-ZWKOTPCHSA-N

Chemistry from PubChem CID 644019.

Also known as

  • cannabidiol
  • 13956-29-1
  • (-)-Cannabidiol
  • (-)-trans-Cannabidiol
  • Epidiolex
  • GWP42003-P
  • delta1(2)-trans-Cannabidiol
  • CARDIOLRX

Stereoisomers

4 distinct stereoisomers are registered for this structure.

Attribution

  • Portrait of Raphael Mechoulam
    Raphael Mechoulam — isolated it, 1963

    Full structure and stereochemistry of cannabidiol, published as 'Hashish. I. The structure of cannabidiol'. The co-author was Yuval Shvo, NOT Yechiel Gaoni — Gaoni joined for the THC and CBG work that followed. CBD itself had been obtained in impure form by Roger Adams in 1940; Mechoulam and Shvo settled what it actually is.

    source

  • Yuval Shvo — isolated it, 1963

    Second author with Raphael Mechoulam on "Hashish—I: The structure of cannabidiol", Tetrahedron 19:2073–2078 (1963), PMID 5879214, DOI 10.1016/0040-4020(63)85022-X. CBD had already been obtained in crystalline form in the early 1940s (Adams and co-workers); what the 1963 paper settled was its structure and stereochemistry, mostly by NMR. Mechoulam and Hanuš's 2000 review states this directly and notes the CBD structure was what the Δ⁹-THC structure was then built on. Shvo is not an author on the 1964 THC paper (Gaoni and Mechoulam) or the 1965 total synthesis, and should not be credited with THC.

    source

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