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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

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Catalog No. TN5263Cas No. 569-83-5
Alias Xanthohumol

1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one (Xanthohumol) , prenylchacone flavonoid, is a natural product with multi-biofunctions purified from Hops Humulus lupulus,is effective against HIV-1 and might serve as an interesting lead compound. It may represent a novel chemotherapeutic agent for HIV-1 infection.

1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one
Other Forms of 1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one:
XanthohumolT33426754-58-1
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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

🥰Excellent
Purity: 99.1%
Catalog No. TN5263Alias XanthohumolCas No. 569-83-5
1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one (Xanthohumol) , prenylchacone flavonoid, is a natural product with multi-biofunctions purified from Hops Humulus lupulus,is effective against HIV-1 and might serve as an interesting lead compound. It may represent a novel chemotherapeutic agent for HIV-1 infection.
Pack SizePriceAvailabilityQuantity
1 mg$36In Stock
5 mg$77In Stock
10 mg$108In Stock
25 mg$179In Stock
50 mg$266In Stock
100 mg$395In Stock
1 mL x 10 mM (in DMSO)$90In Stock
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Purity:99.1%
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Product Introduction

Bioactivity
Description
1-[2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one (Xanthohumol) , prenylchacone flavonoid, is a natural product with multi-biofunctions purified from Hops Humulus lupulus,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].
SynonymsXanthohumol
Chemical Properties
Molecular Weight354.4
FormulaC21H22O5
Cas No.569-83-5
SmilesC(C=CC1=CC=C(O)C=C1)(=O)C2=C(OC)C=C(O)C(CC=C(C)C)=C2O
Relative Density.1.244 g/cm3 (Predicted)
ColorYellow
AppearanceSolid
Storage & Solubility Information
StoragePowder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
Solubility Information
DMSO: 55 mg/mL (155.19 mM), Sonication is recommended.
Solution Preparation Table
DMSO
1mg5mg10mg50mg
1 mM2.8217 mL14.1084 mL28.2167 mL141.0835 mL
5 mM0.5643 mL2.8217 mL5.6433 mL28.2167 mL
10 mM0.2822 mL1.4108 mL2.8217 mL14.1084 mL
20 mM0.1411 mL0.7054 mL1.4108 mL7.0542 mL
50 mM0.0564 mL0.2822 mL0.5643 mL2.8217 mL
100 mM0.0282 mL0.1411 mL0.2822 mL1.4108 mL

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Keywords

XIAPPARPp53NMDARNMDA receptorHIVProteaseHIV ProteaseHIVHCVProteaseHCV ProteaseHCVCaspaseBcl-2AIF1[2,4Dihydroxy6methoxy3(3methyl2buten1yl)phenyl]3(4hydroxyphenyl)2propen1one1 [2,4 Dihydroxy 6 methoxy 3 (3 methyl 2 buten 1 yl)phenyl] 3 (4 hydroxyphenyl) 2 propen 1 one
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