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 valosin-containing protein (VCP) inhibitor which binds to the N-domain of VCP, suppressing function and impairing autophagosome maturation (1). It also inhibits growth of a wide variety of human cancer cell lines by inhibiting proliferation and inducing apoptosis (2).
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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