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1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one

Catalog No. TN5263 CAS 569-83-5

Synonyms: Xanthohumol

Xanthohumol, prenylchacone flavonoid, is a natural product with multi-biofunctions purified from Hops Humulus lupulus. Xanthohumol is effective against HIV-1 and might serve as an interesting lead compound. It may represent a novel chemotherapeutic agent for HIV-1 infection.

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1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one, CAS 569-83-5

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Purity: 98%

Biological Description

Chemical Properties

Storage & Solubility Information

Description	Xanthohumol, prenylchacone flavonoid, is a natural product with multi-biofunctions purified from Hops Humulus lupulus. Xanthohumol is effective against HIV-1 and might serve as an interesting lead compound. It may represent a novel chemotherapeutic agent for HIV-1 infection.
In vitro	Xanthohumol inhibited HIV-1 induced cytopathic effects, the production of viral p24 antigen and reverse transcriptase in C8166 lymphocytes at non-cytotoxic concentration. The EC50 values were 0.82, 1.28 and 0.50 microg/ml, respectively. The therapeutic index (TI) was about 10.8. Xanthohumol also inhibited HIV-1 replication in PBMC with EC50 value of 20.74 microg/ml. The activity of recombinant HIV-1 reverse transcriptase and the HIV-1 entry were not inhibited by Xanthohumol[1].
In vivo	Young and old mice were fed a diet supplemented with Xanthohumol for 8 weeks. Spatial memory was assessed with the Morris water maze and protein palmitoylation quantified. The young Xanthohumol-treated mice showed a significant improvement in cognitive flexibility. This evidence suggests that Xanthohumol may play a role in improving cognitive flexability in young animals, but it appears to be ineffective in adjusting the palmitoylation status of neuronal proteins in aged individuals[2].

Synonyms	Xanthohumol
Molecular Weight	354.4
Formula	C21H22O5
CAS No.	569-83-5

Storage

Powder: -20°C for 3 years

In solvent: -80°C for 2 years

Solubility Information

DMSO: 55 mg/ml (155.19 mM)

( < 1 mg/ml refers to the product slightly soluble or insoluble )

References and Literature

1. Wang Q, et al. Xanthohumol, a novel anti-HIV-1 agent purified from Hops Humulus lupulus. Antiviral Res. 2004 Dec;64(3):189-94. 2. Zamzow D, et al. Xanthohumol improved cognitive flexibility in young mice. Behav Brain Res. 2014 Dec 15;275:1-10.

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Keywords

1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one 569-83-5 Apoptosis Chromatin/Epigenetic DNA Damage/DNA Repair Microbiology/Virology Neuroscience Proteases/Proteasome PARP BCL HCV Protease Caspase IAP HIV Protease NMDAR p53 1[2,4Dihydroxy6methoxy3(3methyl2buten1yl)phenyl]3(4hydroxyphenyl)2propen1one 1 [2,4 Dihydroxy 6 methoxy 3 (3 methyl 2 buten 1 yl)phenyl] 3 (4 hydroxyphenyl) 2 propen 1 one Xanthohumol Inhibitor inhibitor inhibit

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