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
• EC Number: 207-659-5
• MDL number: MFCD00017300
• UNSPSC Code: 12352200
• PubChem Substance ID: 24891611
• NACRES: NA.77

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

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.

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

Features and Benefits

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Caution

Photosensitive

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves