Cannabis Ruderalis

Cannabitriol
Identifiers
  • (9S,10S)-6,6,9-trimethyl-3-pentyl-8,10-dihydro-7H-benzo[c]chromene-1,9,10-triol
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H30O4
Molar mass346.467 g·mol−1
3D model (JSmol)
  • CCCCCC1=CC(=C2C(=C1)OC(C3=C2[C@@H]([C@@](CC3)(C)O)O)(C)C)O
  • InChI=1S/C21H30O4/c1-5-6-7-8-13-11-15(22)18-16(12-13)25-20(2,3)14-9-10-21(4,24)19(23)17(14)18/h11-12,19,22-24H,5-10H2,1-4H3/t19-,21-/m0/s1
  • Key:ZLYNXDIDWUWASO-FPOVZHCZSA-N

Cannabitriol ((+)-CBT, (S,S)-9,10-Dihydroxy-Δ6a(10a)-THC) is a phytocannabinoid first isolated in 1966,[1][2] an oxidation product of tetrahydrocannabinol which has been identified both as a trace component of cannabis and as a metabolite in cannabis users.[3] Its pharmacology has been little studied, though it has been found to act as an anti-estrogen and aromatase inhibitor.[4][5]

See also

References

  1. ^ Chan WR, Magnus KE, Watson HA. The structure of cannabitriol. Experientia. 1976 Mar 15;32(3):283-4. doi:10.1007/BF01940792 PMID 1253891
  2. ^ Elsohly MA, El-Feraly FS, Turner CE. Isolation and characterization of (+)-cannabitriol and (-)-10-ethoxy-9-hydroxy-delta 6a[10a]-tetrahydrocannabinol: two new cannabinoids from Cannabis sativa L. extract. Lloydia. 1977 May-Jun;40(3):275-80. PMID 895385
  3. ^ White RM. Instability and poor recovery of cannabinoids in urine, oral fluid, and hair. Forensic Sci Rev. 2018 Jan;30(1):33-49. PMID 29273570
  4. ^ Baroi S, Saha A, Bachar R, Bachar S. Cannabinoid as Potential Aromatase Inhibitor Through Molecular Modeling and Screening for Anti-Cancer Activity. Dhaka University Journal of Pharmaceutical Sciences 2020; 19: 47-58. doi:10.3329/dujps.v19i1.47818
  5. ^ Kikiowo B, Ogunleye AJ, Iwaloye O, Ijatuyi TT, Adelakun NS, Alashe WO. Induced Fit Docking and Automated QSAR Studies Reveal the ER-α Inhibitory Activity of Cannabis sativa in Breast Cancer. Recent Pat Anticancer Drug Discov. 2021;16(2):273-284. doi:10.2174/1574892816666210201115359 PMID 33563181

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