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Chemical compound
HU-336
(6aR ,10aR )-6,6,9-Trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-1H -benzo[c ]chromene-1,4(6H )-dione
CAS Number PubChem CID Formula C 21 H 28 O 3 Molar mass 328.452 g·mol−1 3D model (JSmol )
O=C\2C=1OC([C@H]3[C@H](C=1C(=O)/C=C/2CCCCC)C/C(=C\C3)C)(C)C
InChI=1S/C21H28O3/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/h9,12,15-16H,5-8,10-11H2,1-4H3/t15-,16-/m1/s1
Y Key:GOZGLSHDDOJPJS-HZPDHXFCSA-N
Y
(verify)
HU-336 is a strongly antiangiogenic compound , significantly inhibiting angiogenesis at concentrations as low as 300 nM. It inhibits angiogenesis by directly inducing apoptosis of vascular endothelial cells without changing the expression of pro- and antiangiogenic cytokines and their receptors. HU-336 is highly effective against tumor xenografts in nude mice. Although it is technically the oxidized quinone of delta-8 THC, it is entirely non psychoactive.[ 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 .
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