Xanthohumol

Autophagy inhibitor

Catalog No. SIH-370

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CAS No. 6754-58-1
Molecular Formula C21H22O5
SKU: SIH-370 Categories: ,

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SIH-370_Xanthohumol_Chemical_Structure.png
Product Name Xanthohumol
Description

Autophagy inhibitor

Purity >98% (TLC); NMR (Conforms)
CAS No. 6754-58-1
Molecular Formula C21H22O5
Molecular Weight 354.4
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inhibitor
Solubility May be dissolved in DMSO (35 mg/ml) or Ethanol (35 mg/ml)
Source Synthetic
Appearance Yellow solid
SMILES CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)/C=C/C2=CC=C(C=C2)O)O)C
InChI InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+
InChIKey ORXQGKIUCDPEAJ-YRNVUSSQSA-N
Safety Phrases Classification: Toxic
Safety Phrases:
S22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection
Hazard Phrases:
H317 May cause an allergic skin reaction.
H400 Very toxic to aquatic life.
Precautionary Phrases:
P273 Avoid release to the environment.
P280 Wear protective gloves.
Cite This Product Xanthohumol (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-370)

Biological Description

Alternative Names (2E)-1-[2,4-Dihydroxy-6-methoxy-3-(­3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-­2-propen-1-one
Research Areas Autophagy, Cancer
PubChem ID 639665
Scientific Background Xanthohumol is a prenylated flavonoid and valosin-containing protein (VCP) inhibitor that has shown promise in neurodegenerative disease research. By binding to the N-domain of VCP, it disrupts autophagosome maturation, a process critical for cellular waste clearance in neurons. Impaired autophagy is a hallmark of neurodegenerative disorders such as Alzheimer’s and Parkinson’s disease. Xanthohumol also exhibits potent anticancer activity by inhibiting cell proliferation and inducing apoptosis. Its dual role in modulating proteostasis and cell survival pathways makes it a valuable tool for investigating therapeutic interventions in neurodegeneration.
References 1. Sasazawa Y., et al. (2012) ACS Chem Biol. 7(5): 892-900.
2. Vene R., et al. (2012) Mol. Med. 18: 1292.

Product Images

<p>Chemical structure of Xanthohumol (SIH-370), a Autophagy inhibitor. CAS #: 6754-58-1. Molecular Formula: C21H22O5. Molecular Weight: 354.4 g/mol.</p>

Chemical structure of Xanthohumol (SIH-370), a Autophagy inhibitor. CAS #: 6754-58-1. Molecular Formula: C21H22O5. Molecular Weight: 354.4 g/mol.

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