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フォーム
solid
色
yellow
溶解性
DMSO: >50 mg/mL
H2O: insoluble
SMILES記法
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
遺伝子情報
rat ... Alox5(25290)
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詳細
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).
生物化学的／生理学的作用
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.
特徴および利点
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.
注意
光に不安定です。
保管分類コード
13 - Non Combustible Solids
WGK
WGK 3
引火点(°F)
Not applicable
引火点(℃)
Not applicable
個人用保護具 (PPE)
Eyeshields, Gloves, type N95 (US)
適用法令
試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。
Jan Code
B178-VAR:
B178-5MG:
B178-BULK:
Dong-Oh Moon et al.
Toxicology in vitro : an international journal published in association with BIBRA, 24(7), 1927-1934 (2010-08-11)
3,4,2',4'-Tetrahydroxychalcone (butein) has potent anti-inflammatory, anti-cancer and anti-fibrogenic effects. However, little is known about the mechanism by which butein inhibits metastasis and invasion. This study aimed to investigate the effects of butein on the expression of matrix metalloproteinase (MMP-9) and
Butein induces apoptotic cell death of human cervical cancer cells
Yang P Y, et al.
Oncology Letters, 16(5), 6615-6623 (2018)
Agnieszka Szuster-Ciesielska et al.
Journal of gastroenterology, 48(2), 222-237 (2012-06-23)
Butein has been reported to prevent and partly reverse liver fibrosis in vivo; however, the mechanisms of its action are poorly understood. We, therefore, aimed to determine the antifibrotic potential of butein. We assessed the influence of the incubation of
Karin Schlangen et al.
Journal of experimental botany, 61(12), 3451-3459 (2010-06-23)
A chalcone 3-hydroxylase (CH3H) cDNA clone was isolated and characterized from Cosmos sulphureus petals accumulating butein (2',3,4,4'-tetrahydroxychalcone) derivatives as yellow flower pigments. The recombinant protein catalyses the introduction of an additional hydroxyl group in the B-ring of chalcones, a reaction
S M Yu et al.
European journal of pharmacology, 280(1), 69-77 (1995-06-23)
Butein, isolated from Dalbergia odorifera T. Chen, caused endothelium-dependent relaxation of rat aorta precontracted with phenylephrine. This effect was abolished in endothelium-denuded aorta and in endothelium-intact aorta in the presence of NG-monomethyl-L-arginine, oxyhemoglobin and methylene blue, whereas the effect was
資料
Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.
ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.
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