Cannabitriol
Group of isomers
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Chemical and physical data | |
Formula | C21H30O4 |
Molar mass | 346.467 g·mol−1 |
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Cannabitriol ((+)-CBT, (S,S)-9,10-Dihydroxy-Δ6a(10a)-THC) is a phytocannabinoid first isolated in 1966,[1][2][3] an oxidation product of tetrahydrocannabinol which has been identified both as a trace component of cannabis and as a metabolite in cannabis users.[4] Its pharmacology has been little studied, though it has been found to act as an antiestrogen and aromatase inhibitor.[5][6]
See also
- 8,11-Dihydroxy-THC
- 9-OH-HHC
- Cannabicitran (also sometimes called CBT)
- Cannabiripsol
- Delta-3-THC
References
- ^ Obata Y, Ishikawa Y (June 1966). "Studies on the constituents of hemp plant (Cannabis sativa L.) Part III. Isolation of a gibbs-positive compound from Japanese hemp". Agricultural and Biological Chemistry. 30 (6): 619–620. doi:10.1080/00021369.1966.10858651.
- ^ Chan WR, Magnus KE, Watson HA (March 1976). "The structure of cannabitriol". Experientia. 32 (3): 283–4. doi:10.1007/BF01940792. PMID 1253891. S2CID 2679030.
- ^ Elsohly MA, El-Feraly FS, Turner CE (1977). "Isolation and characterization of (+)-cannabitriol and (-)-10-ethoxy-9-hydroxy-delta 6a[10a]-tetrahydrocannabinol: two new cannabinoids from Cannabis sativa L. extract". Lloydia. 40 (3): 275–80. PMID 895385.
- ^ White RM (January 2018). "Instability and poor recovery of cannabinoids in urine, oral fluid, and hair". Forensic Science Review. 30 (1): 33–49. PMID 29273570.
- ^ Baroi S, Saha A, Bachar R, Bachar SC (June 2020). "Cannabinoid as Potential Aromatase Inhibitor through Molecular Modeling and Screening for Anti-Cancer Activity". Dhaka University Journal of Pharmaceutical Sciences. 19 (1): 47–58. doi:10.3329/dujps.v19i1.47818. S2CID 225712476.
- ^ Kikiowo B, Ogunleye AJ, Iwaloye O, Ijatuyi TT, Adelakun NS, Alashe WO (2021). "Induced Fit Docking and Automated QSAR Studies Reveal the ER-α Inhibitory Activity of Cannabis sativa in Breast Cancer". Recent Patents on Anti-Cancer Drug Discovery. 16 (2): 273–284. doi:10.2174/1574892816666210201115359. PMID 33563181. S2CID 231865568.
External links
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(comparison)
Cannabibutols |
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Cannabichromenes | |
Cannabicyclols |
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Cannabidiols | |
Cannabielsoins |
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Cannabigerols | |
Cannabiphorols |
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Cannabinols | |
Cannabitriols |
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Cannabivarins |
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Delta-8-tetrahydrocannabinols |
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Delta-9-tetrahydrocannabinols | |
Delta-10-Tetrahydrocannabinols | |
Miscellaneous cannabinoids |
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Active metabolites |
- Arachidonoyl ethanolamide (AEA; anandamide)
- 2-Arachidonoylglycerol (2-AG)
- 2-Arachidonyl glyceryl ether (2-AGE; noladin ether)
- 2-Oleoylglycerol (2-OG)
- N-Arachidonoyl dopamine (NADA)
- N-Arachidonylglycine (NAGly)
- 2-Arachidonoyl lysophosphatidylinositol (2-ALPI)
- N-Arachidonoyl serotonin (AA-5-HT)
- Docosatetraenoylethanolamide (DEA)
- Lysophosphatidylinositol (LPI)
- Oleamide
- Oleoylethanolamide (OEA)
- Palmitoylethanolamide (PEA)
- RVD-Hpα
- Stearoylethanolamide (SEA)
- O-Arachidonoyl ethanolamine (O-AEA; virodhamine)
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids (dibenzopyrans) |
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Non-classical cannabinoids |
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Adamantoylindoles |
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Benzimidazoles | |
Benzoylindoles |
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Cyclohexylphenols | |
Eicosanoids |
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Hydrocarbons | |
Indazole carboxamides | |
Indazole-3- carboxamides |
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Indole-3-carboxamides |
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Indole-3-carboxylates | |
Naphthoylindazoles | |
Naphthoylindoles |
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Naphthoylpyrroles | |
Naphthylmethylindenes | |
Naphthylmethylindoles | |
Phenylacetylindoles | |
Pyrazolecarboxamides |
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Pyrrolobenzoxazines | |
Quinolinyl esters | |
Tetramethylcyclo- propanoylindazoles | |
Tetramethylcyclo- propanoylindoles | |
Tetramethylcyclo- propylindoles | |
Others |
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enhancers
(inactivation inhibitors)
- 4-Nonylphenylboronic acid
- AM-404
- Arachidonoyl serotonin
- Arvanil
- BIA 10-2474
- Biochanin A
- CAY-10401
- CAY-10429
- Genistein
- Guineesine
- IDFP
- JNJ 1661010
- JNJ-42165279
- JZL184
- JZL195
- Kaempferol
- LY-2183240
- MK-4409
- O-1624
- O-2093
- Oleoylethanolamide (OEA)
- Olvanil
- Palmitoylethanolamide (PEA)
- PF-04457845
- PF-622
- PF-750
- PF-3845
- PHOP
- URB-447
- URB-597
- URB-602
- URB-754
- VDM-11
(antagonists/inverse
agonists/antibodies)
- AM-251
- AM-281
- AM-630
- AM-1387
- AM-4113
- AM-6527
- AM-6545
- BML-190
- Brizantin (Бризантин)
- CAY-10508
- CB-25
- CB-52
- CB-86
- Dietressa (Диетресса)
- Drinabant (AVE1625)
- Hemopressin
- Ibipinabant (SLV319)
- JTE-907
- LH-21
- LY-320,135
- MDA-77
- MJ-15
- MK-9470
- NESS-0327
- NIDA-41020
- O-606
- O-1184
- O-1248
- O-1918
- O-2050
- O-2654
- Otenabant (CP-945,598)
- PF-514273
- PipISB
- PSB-SB-487
- Rimonabant (SR141716)
- Rosonabant (E-6776)
- SR-144,528
- Surinabant (SR147778)
- Taranabant (MK-0364)
- TM-38837
- VCHSR
- See also: Cannabinoid receptor modulators (cannabinoids by pharmacology)
- List of: AM cannabinoids
- JWH cannabinoids
- Designer drugs § Synthetic cannabimimetics
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