HU-336

HU-336
Identifiers
	IUPAC name (6aR,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-1H-benzo[c]chromene-1,4(6H)-dione;
CAS Number	19542-59-7 ;
PubChem CID	11370880;
ChemSpider	9545797 ;
Chemical and physical data
Formula	C21H28O3
Molar mass	328.445 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C\2C=1OC([C@H]3[C@H](C=1C(=O)/C=C/2CCCCC)C/C(=C\C3)C)(C)C;
	InChI 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 ; Key:GOZGLSHDDOJPJS-HZPDHXFCSA-N ;
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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.^[1]

References[edit]

^ 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.

[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.

[1]

Published Scientific Journals

Adverse Structural and Functional Effects of Marijuana on the Brain: Evidence Reviewed

Support for Marijuana Legalization and Predictors of Intentions to Use Marijuana More Often in Response to Legalization Among U.S. Young Adults

Quantitative analyses of synergistic responses between cannabidiol and DNA-damaging agents on the proliferation and viability of glioblastoma and neural progenitor cells in culture

Cannabis Ruderalis

HU-336

See also[edit]

References[edit]

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Identifiers

IUPAC name (6aR,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-1H-benzo[c]chromene-1,4(6H)-dione
CAS Number	19542-59-7^Y
PubChem CID	11370880
ChemSpider	9545797^Y
Chemical and physical data
Formula	C₂₁H₂₈O₃
Molar mass	328.445 g/mol g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C\2C=1OC([C@H]3[C@H](C=1C(=O)/C=C/2CCCCC)C/C(=C\C3)C)(C)C
InChI 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)