Gastroprotective chalcone derivative
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Sofalcone

Item No. 11882

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[5-[(3-methyl-2-buten-1-yl)oxy]-2-[3-[4-[(3-methyl-2-buten-1-yl)oxy]phenyl]-1-oxo-2-propen-1-yl]phenoxy]-acetic acid
CAS Number
64506-49-6
Synonyms
  • Solon
  • SU 88
Molecular Formula
C27H30O6
Formula Weight
450.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 12 mg/mlDMSO: 16 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
λmax
238, 348 nm
SMILES
C/C(C)=C\COC1=CC(OCC(O)=O)=C(C(/C=C/C2=CC=C(OC/C=C(C)\C)C=C2)=O)C=C1
InChi Code
InChI=1S/C27H30O6/c1-19(2)13-15-31-22-8-5-21(6-9-22)7-12-25(28)24-11-10-23(32-16-14-20(3)4)17-26(24)33-18-27(29)30/h5-14,17H,15-16,18H2,1-4H3,(H,29,30)/b12-7+
InChi Key
GFWRVVCDTLRWPK-KPKJPENVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Sofalcone is an anti-ulcer chalcone derivative.1,2 It blocks inflammation by suppressing the production of nitric oxide, TNF-α, and MCP-1 while inducing the expression of heme oxygenase-1 when used at 10-20 μM.3 Sofalcone (20-50 μM) induces VEGF expression in gastric epithelial cells and promotes gastric ulcer healing following eradication therapy for H. pylori.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kimura, M., Saziki, R., Arai, I., et al. Effect of 2'-carboxymethoxy-4, 4'-bis(3-methyl-2-butenyloxy) chalcone (sofalcone) on chronic gastric ulcers in rats. Jpn. J. Pharmacol. 35(4), 389-396 (1984).

    2. Suwa, T., Nakazima, M., Shinozaki, A., et al. Cytoprotective effect of SU-88, an anti-ulcer agent, in the rat. Jpn. J. Pharmacol. 35, 47-53 (1984).

    3. Tanaka, H., Nakamura, S., Onda, K., et al. Sofalcone, an anti-ulcer chalcone derivative, suppresses inflammatory crosstalk between macrophages and adipocytes and adipocyte differentiation: Implication of heme-oxygenase-1 induction. Biochem. Biophys. Res. Commun. 381(4), 566-571 (2009).

    4. Isomoto, H., Furusu, H., Ohnita, K., et al. Sofalcone, a mucoprotective agent, increases the cure rate of Helicobacter pylori infection when combined with rabeprazole, amoxicillin and clarithromycin. World J. Gastroenterol. 11(11), 1629-1633 (2005).

    5. Higuchi, K., Watanabe, T., Tanigawa, T., et al. Sofalcone, a gastroprotective drug, promotes gastric ulcer healing following eradication therapy for Heliobacter pylori: A randomized controlled comparative trial with cimetidine, an H2-receptor antagonist. J. Gastroenterol. Hepatol. 25, S155-S160 (2010).

    6. Shibuya, A., Onda, K., Kawahara, H., et al. Sofalcone, a gastric mucosa protective agent, increases vascular endothelial growth factor via the Nrf2-heme-oxygenase-1 dependent pathway in gastric epithelial cells. Biochem. Biophys. Res. Commun. 398(3), 581-584 (2010).