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B178

Sigma-Aldrich

Butein

solid

Synonim(y):

1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one, 2′,3,4,4′-Tetrahydroxychalcone

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About This Item

Wzór empiryczny (zapis Hilla):
C15H12O5
Numer CAS:
487-52-5
Masa cząsteczkowa:
272.25
Numer WE:
207-659-5
Numer MDL:
MFCD00017300
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:
24891611
NACRES:
NA.77

Postać

solid

kolor

yellow

rozpuszczalność

DMSO: >50 mg/mL
H2O: insoluble

ciąg SMILES

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+

Klucz InChI

AYMYWHCQALZEGT-ORCRQEGFSA-N

informacje o genach

rat ... Alox5(25290)

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Opis ogólny

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).

Działania biochem./fizjol.

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.

Cechy i korzyści

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.

Przestroga

Photosensitive
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Kod klasy składowania

13 - Non Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)

Certyfikaty analizy (CoA)

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Odwiedź Bibliotekę dokumentów

Naghma Khan et al.
Antioxidants & redox signaling, 16(11), 1195-1204 (2011-11-26)
Prostate cancer (PCa) is one of the most common cancers in men in the United States with similar trends worldwide. For several reasons, it is an ideal candidate disease for intervention with dietary botanical antioxidants. Indeed, many botanical antioxidants are
Chia-Yu Ma et al.
Journal of agricultural and food chemistry, 59(16), 9032-9038 (2011-07-21)
Liver cancer is one of the most commonly diagnosed cancers and the leading cause of death in human populations. Butein, a tetrahydroxychalcone, has been shown to induce apoptosis in many human cancer cells, but the effects of butein on the
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
Zafar Rasheed et al.
The Journal of pharmacology and experimental therapeutics, 333(2), 354-363 (2010-02-19)
Activation of mast cells in rheumatoid synovial tissue has often been associated with tumor necrosis factor (TNF)-alpha, interleukin (IL)-6, and IL-8 production and disease pathogenesis by adjacent cell types. Butea monosperma (BM) is a well known medicinal plant in India
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