Cannabivarin

Cannabivarin
Names
Preferred IUPAC name
6,6,9-Trimethyl-3-propyl-6H-dibenzo[b,d]pyran-1-ol
Other names
6,6,9-Trimethyl-3-propyl-6H-benzo[c]chromen-1-ol
Identifiers
CAS Number
  • 33745-21-0 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 540898 checkY
MeSH cannabivarin
PubChem CID
  • 622545
UNII
  • MHH8UW410N checkY
CompTox Dashboard (EPA)
  • DTXSID00187421 Edit this at Wikidata
InChI
  • InChI=1S/C19H22O2/c1-5-6-13-10-16(20)18-14-9-12(2)7-8-15(14)19(3,4)21-17(18)11-13/h7-11,20H,5-6H2,1-4H3 checkY
    Key: SVTKBAIRFMXQQF-UHFFFAOYSA-N checkY
  • InChI=1/C19H22O2/c1-5-6-13-10-16(20)18-14-9-12(2)7-8-15(14)19(3,4)21-17(18)11-13/h7-11,20H,5-6H2,1-4H3
    Key: SVTKBAIRFMXQQF-UHFFFAOYAK
  • Oc2cc(cc1OC(c3c(c12)cc(cc3)C)(C)C)CCC
Properties
Chemical formula
C19H22O2
Molar mass 282.38 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references
Chemical compound

Cannabivarin (CBV), also known as cannabivarol, is considered a non-psychoactive cannabinoid — it does not produce the euphoric side effects found in THC. Minor amounts of CBV are found in the hemp plant Cannabis sativa. It is an analog of cannabinol (CBN) with the side chain shortened by two methylene bridges (-CH2-). CBV is an oxidation product of tetrahydrocannabivarin (THCV, THV).[1]

Chemistry

It has no double bond isomers nor stereoisomers.

Legal status

It is not scheduled by Convention on Psychotropic Substances.

United States

CBV is not scheduled at the federal level in the United States,[2] but it could be considered an analog (of THC), in which case, sales or possession intended for human consumption could be prosecuted under the Federal Analog Act.

See also

References

  1. ^ Keith Bailey, Denise Gagné (October 1975). "Distinction of synthetic cannabidiol, cannabichromene, and cannabivarin by GLC using on-column methylation". Journal of Pharmaceutical Sciences. 64 (10): 1719–1720. CiteSeerX 10.1.1.689.8592. doi:10.1002/jps.2600641033. PMID 1185546.
  2. ^ "§1308.11 Schedule I." Archived from the original on 2009-08-27. Retrieved 2014-12-29.

External links

  • Erowid Compounds found in Cannabis sativa
  • v
  • t
  • e
Phytocannabinoids
(comparison)
Cannabibutols
  • CBB
Cannabichromenes
Cannabicyclols
  • CBL
    • CBLA
  • CBLB
  • CBLP
    • CBLPA
  • CBLV
    • CBLVA
Cannabidiols
Cannabielsoins
  • CBE
    • CBEA
      • CBEA-A
      • CBEA-B
  • CBEB
  • CBEP
    • CBEPA
  • CBEV
Cannabigerols
  • CBG
    • CBGA
    • CBGB
    • CBGBA
    • CBGM
      • CBGAM
  • CBGP
    • CBGPA
  • CBNR
    • CBNRA
      • CBNRA-A
  • CBGV
    • CBGVA
      • CBGVA-A
  • CBGQ
Cannabiphorols
  • CBP
Cannabinols
  • CBN
    • CBNA
    • CBN-C1
    • CBN-C2
    • CBN-C4
    • CBNM
  • CBND
    • CBNDA
  • CBNP
    • CBNPA
  • CBVD
    • CBVDA
Cannabitriols
  • CBT
    • CBTA
  • CBTB
  • CBTV
    • CBTVA
  • CBTP
    • CBTPA
Cannabivarins
  • CBV
    • CBVA
Delta-8-tetrahydrocannabinols
  • Delta-8-THC
    • Delta-8-THCA
      • Delta-8-THCA-A
  • Delta-8-THCB
  • Delta-8-THCP
  • Delta-8-THCV
Delta-9-tetrahydrocannabinols
Delta-10-Tetrahydrocannabinols
Miscellaneous cannabinoids
Active metabolites
EndocannabinoidsSynthetic
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids
(dibenzopyrans)
Non-classical
cannabinoids
Adamantoylindoles
Benzimidazoles
Benzoylindoles
Cyclohexylphenols
Eicosanoids
Hydrocarbons
Indazole carboxamides
Indazole-3-
carboxamides
Indole-3-carboxamides
Indole-3-carboxylates
Naphthoylindazoles
Naphthoylindoles
Naphthoylpyrroles
Naphthylmethylindenes
Naphthylmethylindoles
Phenylacetylindoles
Pyrazolecarboxamides
Pyrrolobenzoxazines
Quinolinyl esters
Tetramethylcyclo-
propanoylindazoles
Tetramethylcyclo-
propanoylindoles
Tetramethylcyclo-
propylindoles
Others
Allosteric CBRTooltip Cannabinoid receptor ligandsEndocannabinoid
enhancers
(inactivation inhibitors)Anticannabinoids
(antagonists/inverse
agonists/antibodies)