CAS 487-52-5|Butein
| Common Name | Butein | ||
|---|---|---|---|
| CAS Number | 487-52-5 | Molecular Weight | 272.25 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 560.9±50.0 °C at 760 mmHg |
| Molecular Formula | C15H12O5 | Melting Point | 216°C |
| MSDS | ChineseUSA | Flash Point | 307.1±26.6 °C |
Names
| Name | butein |
|---|---|
| Synonym | More Synonyms |
Butein BiologicalActivity
| Description | Butein, a plant polyphenol isolated from Rhus verniciflua, inhibit the activation of protein tyrosine kinase and EGFR. target: EGFR [1]In vitro: 1) Butein inhibited the activation of AKT, extracellular signal-regulated kinase (ERKs) and p38 kinases in the presence of cisplatin.[2] 2) FoxO3a and its downstream molecules play a role in the synergistic effects of butein and cisplatin.[2]3) Butein suppresses cell proliferation and enhances apoptosis in paclitaxel-resistant ovarian cancer cells.[3]4) Butein activates FOXO3a/p27kip1 pathway in ALL cell lines.[4]5) Butein inhibited not only the epidermal growth factor (EGF)-stimulated auto-phosphotyrosine level of EGF receptor in HepG2 cells but also tyrosine-specific protein kinase activities of EGF receptor (IC50= 65 μM) and p60c-src(IC50= 65 μM)In vivo: 1) Butein in combination with cisplatin suppresses tumor growth and increases FoxO3a expression.[1] |
|---|---|
| Related Catalog | Signaling Pathways >>Autophagy >>AutophagyNatural Products >>PhenolsResearch Areas >>Cancer |
| Target | EGFR |
| References | [1]. Er-Bin Yang et al. Butein, a Specific Protein Tyrosine Kinase Inhibitor. Biochem Biophys Res Commun, 1998 Apr 17, 245(2):435-8. [2]. Zhang L et al. Butein sensitizes HeLa cells to cisplatin through the AKT and ERK/p38 MAPK pathways by targeting FoxO3a. Int J Mol Med, 2015 Oct, 36(4):957-66 [3]. Hyeong Sim Choi et al. Rhus verniciflua Stokes (RVS) and butein induce apoptosis of paclitaxel-resistant SKOV-3/PAX ovarian cancer cells through inhibition of AKT phosphorylation. BMC Complement Altern Med, 2016, 16: 122. [4]. Tang YL et al. Butein inhibits cell proliferation and induces cell cycle arrest in acute lymphoblastic leukemia via FOXO3a/p27kip1 pathway. Oncotarget, 2016 Apr 5, 7(14):18651-64. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 560.9±50.0 °C at 760 mmHg |
| Melting Point | 216°C |
| Molecular Formula | C15H12O5 |
| Molecular Weight | 272.25 |
| Flash Point | 307.1±26.6 °C |
| PSA | 17.07000 |
| LogP | 2.66 |
| Appearance of Characters | solid | yellow |
| Vapour Pressure | 0.0±1.6 mmHg at 25°C |
| Index of Refraction | 1.748 |
| InChIKey | AYMYWHCQALZEGT-ORCRQEGFSA-N |
| SMILES | O=C(C=Cc1ccc(O)c(O)c1)c1ccc(O)cc1O |
| Storage condition | -20°C |
| Water Solubility | DMSO: >50 mg/mL |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Safety Phrases | S22-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
Articles39
More Articles| Butein sensitizes HeLa cells to cisplatin through the AKT and ERK/p38 MAPK pathways by targeting FoxO3a. Int. J. Mol. Med. 36 , 957-66, (2015) Drug resistance remains a major challenge in cancer therapy. Butein, a polyphenolic compound, has been shown to exhibit anticancer activity through the inhibition of the activation of the protein kina... | |
| Butein, a novel dual inhibitor of MET and EGFR, overcomes gefitinib-resistant lung cancer growth. Mol. Carcinog. 54(4) , 322-31, (2015) Lung cancer is a leading cause of death worldwide and MET amplification is a major therapeutic limitation in acquired-resistance lung cancer. We hypothesized that butein, a phytochemical, can overcome... | |
| Butein induces apoptosis in human uveal melanoma cells through mitochondrial apoptosis pathway. Curr. Eye Res. 37 , 730-739, (2012) To study the cytotoxic effects and related signaling pathways of butein on human uveal melanoma cells in vitro.Three human uveal melanoma cell lines (M17, SP6.5, and C918), retinal pigment epithelial ... |
Synonyms
| Chalcone, 2',3,4,4'-tetrahydroxy- (7CI,8CI) |
| MFCD00017300 |
| (E)-1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one |
| (2E)-1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one |
| (2E)-1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one |
| Einecs 207-659-5 |
| 2-Propen-1-one, 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-, (2E)- |
| Butein,2',3,4,4'-Tetrahydroxychalcone |
| Butein |
| 2',3,4,4'-TETRAHYDROCHALCONE |
| 3,4,2',4'-TETRAHYDROXYCHALCONE |
| QR CQ DV1U1R CQ DQ &&E Form |
| 2',3,4,4'-TETRAHYDROXYCHALCONE |
| (E)-1-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-propen-1-one |
| 2′,3,4,4′-Tetrahydroxychalcone |
