Cannabiripsol

Cannabiripsol
Identifiers
IUPAC name
  • (6aR,9S,10S,10aR)-6,6,9-trimethyl-3-pentyl-7,8,10,10a-tetrahydro-6aH-benzo[c]chromene-1,9,10-triol
CAS Number
PubChem CID
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H32O4
Molar mass348.483 g·mol−1
3D model (JSmol)
SMILES
  • CCCCCC1=CC(=C2[C@H]3[C@@H](CC[C@]([C@H]3O)(C)O)C(OC2=C1)(C)C)O
InChI
  • InChI=1S/C21H32O4/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/h11-12,14,17,19,22-24H,5-10H2,1-4H3/t14-,17-,19+,21+/m1/s1
  • Key:TZGCTXUTNDNTTE-DYZHCLJRSA-N

Cannabiripsol is a minor phytocannabinoid with a hexahydrocannabinol backbone, found in trace amounts in the cannabis plant. While it lacks activity at cannabinoid receptors, its activity at other targets has not been studied.[1][2][3]

See also

References

  1. ↑ Boeren EG, Elsohly MA, Turner CE (October 1979). "Cannabiripsol: a novel Cannabis constituent". Experientia. 35 (10): 1278–1279. doi:10.1007/BF01963954. PMID 499397. S2CID 19529732.
  2. ↑ Radwan MM, ElSohly MA, El-Alfy AT, Ahmed SA, Slade D, Husni AS, Manly SP, Wilson L, Seale S, Cutler SJ, Ross SA. Isolation and Pharmacological Evaluation of Minor Cannabinoids from High-Potency Cannabis sativa. J Nat Prod. 2015 Jun 26;78(6):1271-6. doi:10.1021/acs.jnatprod.5b00065 PMID 26000707
  3. ↑ De Vita S, Finamore C, Chini MG, Saviano G, De Felice V, De Marino S, et al. (June 2022). "Phytochemical Analysis of the Methanolic Extract and Essential Oil from Leaves of Industrial Hemp Futura 75 Cultivar: Isolation of a New Cannabinoid Derivative and Biological Profile Using Computational Approaches". Plants. 11 (13): 1671. doi:10.3390/plants11131671. PMC 9269227. PMID 35807623.
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