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Xanthohumol D

Names

[ CAS No. ]:
274675-25-1

[ Name ]:
Xanthohumol D

[Synonym ]:
(2E)-1-[2,4-Dihydroxy-3-(2-hydroxy-3-methylbut-3-en-1-yl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
(2E)-1-[2,4-Dihydroxy-3-(2-hydroxy-3-methyl-3-buten-1-yl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)-2-propen-1-one
2-Propen-1-one, 1-[2,4-dihydroxy-3-(2-hydroxy-3-methyl-3-buten-1-yl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)-, (2E)-
2-propen-1-one, 1-[2,4-dihydroxy-3-(2-hydroxy-3-methyl-3-butenyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)-, (2E)-

Biological Activity

[Description]:

Xanthohumol D, isolated from hops, is an inhibitor of quinone reductase-2 (QR-2) with the IC50 value of 110 μM, and binds to the active site of QR-2. Xanthohumol D shows antiproliferative activity on human cancer cell lines in vitro[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Others

[Target]

IC50: 110 μM (Quinone reductase-2)[1]


[References]

[1]. Choi Y, et al. Screening natural products for inhibitors of quinone reductase-2 using ultrafiltration LC-MS. Anal Chem. 2011 Feb 1;83(3):1048-52.

[2]. Tronina T, et al. Fungal metabolites of xanthohumol with potent antiproliferative activity on human cancer cell lines in vitro. Bioorg Med Chem. 2013 Apr 1;21(7):2001-6.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
624.2±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C21H22O6

[ Molecular Weight ]:
370.396

[ Flash Point ]:
220.9±25.0 °C

[ Exact Mass ]:
370.141632

[ PSA ]:
107.22000

[ LogP ]:
3.54

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.652

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds