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HU-331
Cayman Chemical Item Number 10005673
Description
The endocannabinoids present a rich system of central cannabinoid (CB1), peripheral cannabinoid (CB2), and non-CB receptor-mediated pharmacology that has stimulated research in many fields including memory, weight loss and appetite, neurodegeneration, tumor surveillance, analgesia, and inflammation.1↗,2↗ HU-331 is a hydroxylquinone cannabidiol analog that exhibits potent antineoplastic activity on a variety of human cancer cell lines.3↗ It effectively inhibits the growth of human Raji and Jurkat lymphoma cells in vitro with an EC50 of approximately 0.2 µg/ml and an EC80 of 1.56 µg/ml. HU-331 also inhibits the growth of HT-29 colon carcinoma cells, which have been inoculated into nude mice, by more than 50% at a dose of 5 mg/kg.3↗
1 Pertwee, R.G. Pharmacology of cannabinoid receptor ligands. Curr Med Chem 6 635-664 (1999).
2 Martin, B.R., Mechoulam, R., and Razdan, R.K. Discovery and characterization of endogenous cannabinoids. Life Sci 65 573-595 (1999).
3 Kogan, N.M., Rabinowitz, R., Levi, P., et al. Synthesis and antitumor activity of quinonoid derivatives of cannabinoids. J Med Chem 47 3800-3806 (2004).
Formal Name 3-hydroxy-2-[(1R,6R)-3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-2,5-cyclohexadiene-1,4-dione
CAS Number 137252-25-6
Molecular Formula C21H28O3
Formula Weight 328.5
Formulation A solution in methyl acetate
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES CCCCCC1=CC(=O)C(=C(O)C1=O)[C@@H]1C=C(C)CC[C@H]1C(=C)C
InCHI Code 1S/C21H28O3/c1-5-6-7-8-15-12-18(22)19(21(24)20(15)23)17-11-14(4)9-10-16(17)13(2)3/h11-12,16-17,24H,2,5-10H2,1,3-4H3/t16-,17+/m0/s1
InCHI Key WDXXEUARVHTWQF-DLBZAZTESA-N |