B178

Butein

solid

• Synonym(s): 1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one, 2′,3,4,4′-Tetrahydroxychalcone
• Empirical Formula (Hill Notation): C₁₅H₁₂O₅
• CAS Number: 487-52-5
• Molecular Weight: 272.25
• NACRES: NA.77
• PubChem Substance ID: 24891611
• UNSPSC Code: 12352200
• EC Number: 207-659-5
• MDL number: MFCD00017300
• Form: solid

Properties

• form: solid
• color: yellow
• solubility: DMSO: >50 mg/mL, H₂O: insoluble
• SMILES string: OC1=CC(O)=C(C(/C=C/C2=CC(O)=C(O)C=C2)=O)C=C1
• InChI: 1S/C15H12O5/c16-10-3-4-11(14(19)8-10)12(17)5-1-9-2-6-13(18)15(20)7-9/h1-8,16,18-20H/b5-1+
• InChI key: AYMYWHCQALZEGT-ORCRQEGFSA-N
• Gene Information: rat ... Alox5(25290)

Description

General description

Butein (2′,3,4,4′-tetrahydroxychalcone) is a chalcone and a flavonoid, that is produced in plants. It is a plant polyphenol and a bioactive constituent, that is extracted from the heartwood of Dalbergia odorifera, Caragana jubata and Rhus verniciflua stokes, and the stem bark of cashews (Semecarpus anacardium).

Biochem/physiol Actions

Inhibits EGFR and Src tyrosine kinase activities; inhibits cAMP-dependent PDE-IV. Induces apoptosis in B16 melanoma cells and HL-60 human leukemia cells.

Butein exhibit several pharmacological activities, such as anti-oxidant and anti-inflammatory activity. It stimulates apoptotic cell death of human cervical cancer cells. It has therapeutic potentials for chronic diseases, including liver tuberculosis, obesity, diabetes and hypertension. Butein can repress migration and invasion of bladder, breast and pancreatic cancer cells.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Disclaimer

Photosensitive

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)