HU-345

HU-345 (cannabinol quinone) is a drug that is able to inhibit aortic ring angiogenesis more potently than its parent compound cannabinol (CBN).[1][2] It exhibits no psychoactive effects on the body.

HU-345
Identifiers
IUPAC name
  • 6,6,9-Trimethyl-3-pentyl-1H-benzo[c]chromene-1,4(6H)-dione
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC21H24O3
Molar mass324.420 g·mol−1
3D model (JSmol)
SMILES
  • O=C2\C(=C/C(=O)C=3c1c(ccc(c1)C)C(OC2=3)(C)C)CCCCC
InChI
  • InChI=1S/C21H24O3/c1-5-6-7-8-14-12-17(22)18-15-11-13(2)9-10-16(15)21(3,4)24-20(18)19(14)23/h9-12H,5-8H2,1-4H3 Y
  • Key:UFDYTRQMIXJHTH-UHFFFAOYSA-N Y
  (verify)

HU-345 can be derived through the oxidative degradation of CBN.[3]

See also

References

  1. Kogan NM, Blázquez C, Alvarez L, Gallily R, Schlesinger M, Guzmán M, Mechoulam R (July 2006). "A cannabinoid quinone inhibits angiogenesis by targeting vascular endothelial cells". Molecular Pharmacology. 70 (1): 51–9. doi:10.1124/mol.105.021089. PMID 16571653. S2CID 4830577.
  2. US patent 0092584, Mechoulam R, Kogan NM, Rabinowitz R, Schlesinger M, "Therapeutic Use of Quinonoid Derivatives of Cannabinoids", granted 2011-04-21
  3. Kogan, Natalya M.; Peters, Maximilian; Mechoulam, Raphael (21 March 2021). "Cannabinoid Quinones—A Review and Novel Observations". Molecules. 26 (6): 1761. doi:10.3390/molecules26061761. PMC 8003933. PMID 33801057.
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