Tetrahydrocannabutol (original) (raw)
Δ9-Tetrahydrocannabutol (tetrahydrocannabinol-C4, THC-C4, Δ9-THCB, (C4)-Δ9-THC, butyl-THC) is a homologue of tetrahydrocannabinol (THC), the active component of cannabis. They are only different by the pentyl side chain being replaced by a butyl side chain. Δ9-THCB, showed an affinity for the human CB1 (Ki = 15 nM) and CB2 receptors (Ki = 51 nM) comparable to that of Δ9-THC. The formalin test in vivo was performed on Δ9-THCB in order to reveal possible analgesic and anti-inflammatory properties. The tetrad test in mice showed a partial agonistic activity of Δ9-THCB toward the CB1 receptor. The propyl analog, THCV, is a cannabinoid receptor type 1 and cannabinoid receptor type 2 antagonist, while THC is a CB1 agonist. THCB has rarely been isolated from cannabis samples, but appears to be le
| Property | Value |
|---|---|
| dbo:abstract | Δ9-Tetrahydrocannabutol (tetrahydrocannabinol-C4, THC-C4, Δ9-THCB, (C4)-Δ9-THC, butyl-THC) is a homologue of tetrahydrocannabinol (THC), the active component of cannabis. They are only different by the pentyl side chain being replaced by a butyl side chain. Δ9-THCB, showed an affinity for the human CB1 (Ki = 15 nM) and CB2 receptors (Ki = 51 nM) comparable to that of Δ9-THC. The formalin test in vivo was performed on Δ9-THCB in order to reveal possible analgesic and anti-inflammatory properties. The tetrad test in mice showed a partial agonistic activity of Δ9-THCB toward the CB1 receptor. The propyl analog, THCV, is a cannabinoid receptor type 1 and cannabinoid receptor type 2 antagonist, while THC is a CB1 agonist. THCB has rarely been isolated from cannabis samples, but appears to be less commonly present than THC or THCV. It is metabolised in a similar manner to THC. Similarly to THC, it has 7 double bond isomers and 30 stereoisomers. The Δ8 isomer is known as a synthetic cannabinoid under the code name JWH-130, and the ring-opened analogue cannibidibutol is also known. (en) |
| dbo:casNumber | 60008-00-6 |
| dbo:chEMBL | 4437290 |
| dbo:fdaUniiCode | LIC9QAS59U |
| dbo:pubchem | 6453891 |
| dbo:thumbnail | wiki-commons:Special:FilePath/Tetrahydrocannabinol-c4.svg?width=300 |
| dbo:wikiPageExternalLink | https://pubchem.ncbi.nlm.nih.gov/compound/59444413 https://pubchem.ncbi.nlm.nih.gov/compound/6452496 |
| dbo:wikiPageID | 14834506 (xsd:integer) |
| dbo:wikiPageLength | 6445 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID | 1102600352 (xsd:integer) |
| dbo:wikiPageWikiLink | dbr:Cannabis dbr:Cannabis_(drug) dbr:Perrottetinene dbr:Butyl dbr:Pentyl dbc:Benzochromenes dbc:Cannabinoids dbc:Diterpenes dbr:Convention_on_Psychotropic_Substances dbr:Propyl dbc:Terpeno-phenolic_compounds dbc:Tetrahydrocannabinol dbr:Parahexyl dbr:Tetrahydrocannabinol dbr:Tetrahydrocannabiphorol dbr:Tetrahydrocannabihexol dbr:Cannabinoid dbr:Cannabinoid_receptor_type_1 dbr:Cannabinoid_receptor_type_2 dbr:Side_chain dbr:Homolog_(chemistry) dbr:THCV dbr:File:Cannabidibutol_structure.png dbr:File:JWH-130_structure.png |
| dbp:atcPrefix | none (en) |
| dbp:c | 20 (xsd:integer) |
| dbp:casNumber | 60008 (xsd:integer) |
| dbp:chembl | 4437290 (xsd:integer) |
| dbp:chemspiderid | 4956237 (xsd:integer) |
| dbp:drugName | Δ9-Tetrahydrocannabinol-C4 (en) |
| dbp:h | 28 (xsd:integer) |
| dbp:image | THCB 3D BS.png (en) |
| dbp:iupacName | --6,6,9-trimethyl-3-butyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol (en) |
| dbp:o | 2 (xsd:integer) |
| dbp:pubchem | 6453891 (xsd:integer) |
| dbp:smiles | CCCCC1=CC2=CCO (en) |
| dbp:stdinchi | 1 (xsd:integer) |
| dbp:stdinchikey | QHCQSGYWGBDSIY-HZPDHXFCSA-N (en) |
| dbp:unii | LIC9QAS59U (en) |
| dbp:verifiedfields | changed (en) |
| dbp:verifiedrevid | 448003399 (xsd:integer) |
| dbp:watchedfields | changed (en) |
| dbp:wikiPageUsesTemplate | dbt:Cannabinoids dbt:Clear-left dbt:Drugbox dbt:Reflist dbt:Short_description dbt:Cascite dbt:Chemspidercite dbt:Fdacite dbt:Stdinchicite |
| dct:subject | dbc:Benzochromenes dbc:Cannabinoids dbc:Diterpenes dbc:Terpeno-phenolic_compounds dbc:Tetrahydrocannabinol |
| rdf:type | owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q8386 dbo:Drug |
| rdfs:comment | Δ9-Tetrahydrocannabutol (tetrahydrocannabinol-C4, THC-C4, Δ9-THCB, (C4)-Δ9-THC, butyl-THC) is a homologue of tetrahydrocannabinol (THC), the active component of cannabis. They are only different by the pentyl side chain being replaced by a butyl side chain. Δ9-THCB, showed an affinity for the human CB1 (Ki = 15 nM) and CB2 receptors (Ki = 51 nM) comparable to that of Δ9-THC. The formalin test in vivo was performed on Δ9-THCB in order to reveal possible analgesic and anti-inflammatory properties. The tetrad test in mice showed a partial agonistic activity of Δ9-THCB toward the CB1 receptor. The propyl analog, THCV, is a cannabinoid receptor type 1 and cannabinoid receptor type 2 antagonist, while THC is a CB1 agonist. THCB has rarely been isolated from cannabis samples, but appears to be le (en) |
| rdfs:label | Tetrahydrocannabutol (en) |
| owl:sameAs | wikidata:Tetrahydrocannabutol dbpedia-sh:Tetrahydrocannabutol dbpedia-sr:Tetrahydrocannabutol https://global.dbpedia.org/id/4w1JC |
| prov:wasDerivedFrom | wikipedia-en:Tetrahydrocannabutol?oldid=1102600352&ns=0 |
| foaf:depiction | wiki-commons:Special:FilePath/Cannabidibutol_structure.png wiki-commons:Special:FilePath/JWH-130_structure.png wiki-commons:Special:FilePath/THCB_3D_BS.png wiki-commons:Special:FilePath/Tetrahydrocannabinol-c4.svg |
| foaf:isPrimaryTopicOf | wikipedia-en:Tetrahydrocannabutol |
| foaf:name | Δ9-Tetrahydrocannabinol-C4 (en) |
| is dbo:wikiPageRedirects of | dbr:Tetrahydrocannabinol-C4 dbr:Cannabidibutol dbr:JWH-130 dbr:THC-C4 |
| is dbo:wikiPageWikiLink of | dbr:Delta-8-Tetrahydrocannabinol dbr:Parahexyl dbr:Tetrahydrocannabinol-C4 dbr:Tetrahydrocannabiphorol dbr:Tetrahydrocannabivarin dbr:Tetrahydrocannabihexol dbr:Tetrahydrocannabiorcol dbr:Cannabidibutol dbr:JWH-130 dbr:THC-C4 |
| is foaf:primaryTopic of | wikipedia-en:Tetrahydrocannabutol |
