Cannabivarin
{{chembox
| Watchedfields = changed
| verifiedrevid = 431281815
| Name = Cannabivarin
| ImageFile = Cannabivarin.svg
| ImageClass = skin-invert-image
| ImageSize = 250px
| ImageFile2 = Cannabivarin molecule ball.png
| ImageSize2 = 250px
| PIN = 6,6,9-Trimethyl-3-propyl-6H-dibenzo[b,d]pyran-1-ol
| OtherNames = 6,6,9-Trimethyl-3-propyl-6H-benzo[c]chromen-1-ol
|Section1={{Chembox Identifiers
| Abbreviations =
| InChIKey = SVTKBAIRFMXQQF-UHFFFAOYAK
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = SVTKBAIRFMXQQF-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 33745-21-0
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = MHH8UW410N
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 540898
| EINECS =
| PubChem = 622545
| SMILES = Oc2cc(cc1OC(c3c(c12)cc(cc3)C)(C)C)CCC
| 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
| RTECS =
| MeSHName = cannabivarin
| ChEBI =
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG =
}}
|Section2={{Chembox Properties
| Formula = C19H22O2
| MolarMass = 282.38 g/mol
| Appearance =
| Density =
| MeltingPt =
| MeltingPt_notes =
| BoilingPt =
| BoilingPt_notes =
| Solubility =
| SolubleOther =
| Solvent =
| LogP =
| VaporPressure =
| HenryConstant =
| AtmosphericOHRateConstant =
| pKa =
| pKb = }}
|Section3={{Chembox Structure
| CrystalStruct =
| Coordination =
| MolShape = }}
|Section4={{Chembox Thermochemistry
| DeltaHf =
| DeltaHc =
| Entropy =
| HeatCapacity = }}
|Section5={{Chembox Pharmacology
| AdminRoutes =
| Bioavail =
| Metabolism =
| HalfLife =
| ProteinBound =
| Excretion =
| Legal_status =
| Legal_US =
| Legal_UK =
| Legal_AU =
| Legal_CA =
| Pregnancy_category =
| Pregnancy_AU =
| Pregnancy_US = }}
|Section6={{Chembox Explosive
| ShockSens =
| FrictionSens =
| DetonationV =
| REFactor = }}
|Section7={{Chembox Hazards
| ExternalSDS =
| MainHazards =
| NFPA-H =
| NFPA-F =
| NFPA-R =
| NFPA-S =
| FlashPt =
| AutoignitionPt =
| ExploLimits =
| LD50 =
| PEL = }}
|Section8={{Chembox Related
| OtherAnions =
| OtherCations =
| OtherFunction =
| OtherFunction_label =
| OtherCompounds = }}
}}
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 ({{chem2|\sCH2\s}}). CBV is an oxidation product of tetrahydrocannabivarin (THCV, THV).{{cite journal |author=Keith Bailey, Denise Gagné|title=Distinction of synthetic cannabidiol, cannabichromene, and cannabivarin by GLC using on-column methylation |doi=10.1002/jps.2600641033 |journal = Journal of Pharmaceutical Sciences |volume = 64 |issue = 10 |pages = 1719–1720 |date = October 1975 |pmid=1185546 |citeseerx=10.1.1.689.8592 }}
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,{{Cite web |url=http://www.deadiversion.usdoj.gov/21cfr/cfr/1308/1308_11.htm |title=§1308.11 Schedule I. |access-date=2014-12-29 |archive-date=2009-08-27 |archive-url=https://web.archive.org/web/20090827043725/http://www.deadiversion.usdoj.gov/21cfr/cfr/1308/1308_11.htm |url-status=dead }} 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
{{reflist}}
External links
- [http://www.erowid.org/plants/cannabis/cannabis_info2.shtml Erowid] Compounds found in Cannabis sativa
{{Cannabinoids}}