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

SKU: orb1297060

Description

Xanthohumol is a prenylated chalcone flavonoid isolated from Humulus lupulus (Hops). It exhibits promising anti-HIV-1 activity in vitro and serves as a valuable research lead for investigating novel chemotherapeutic approaches against viral infections.

Research Area

Cell Biology, Epigenetics & Chromatin, Infectious Disease & Virology, Molecular Biology, Neuroscience, Protein Biochemistry

Key Properties

• CAS Number: 569-83-5
• MW: 354.4
• Purity: 99.10% (May vary between batches)
• Formula: C₂₁H₂₂O₅
• SMILES: COc1cc(O)c(C\C=C(/C)C)c(O)c1C(=O)\C=C\c1ccc(O)cc1
• Target: HCV Protease,NMDAR,HIV Protease,IAP,Bcl-2 Family,PARP,Apoptosis,p53,Caspase
• Solubility: DMSO:55 mg/mL (155.19 mM)

Bioactivity

• 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.
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• 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.
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Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Caspase, 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, AIF, Bcl-2, HCV Protease, HCVProtease, HCV, HIVProtease, HIV Protease, HIV, NMDA receptor, NMDAR, PARP, p53, XIAP, Xanthohumol

Compound Identifiers

PubChem CID

160869