CAS Number487-52-5
SynonymsMFCD00017300; (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; 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
Molecular FormulaC15H12O5
Molecular Weight272.25
Purity≥98.0 (HPLC)%
Density1.5±0.1 g/cm3
Boiling Point560.9±50.0 °C at 760 mmHg
Melting Point216°C
Appearancesolid | yellow
EINECS207-659-5
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 487-52-5 |
| Catalog No. | 2A-9068701 |
| Chinese Name | 紫铆因 |
| Synonyms | 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; 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 |
| Molecular Formula | C15H12O5 |
| Molecular Weight | 272.25 |
| Purity | ≥98.0 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 560.9±50.0 °C at 760 mmHg |
| Melting Point | 216°C |
| Appearance | solid | yellow |
| Water Solubility | DMSO: >50 mg/mL |
| Storage Condition | Store sealed at -20°C in a ventilated, dry environ |
| Application | Butein is a plant polyphenol that acts as a specific protein tyrosine kinase inhibitor. |
| EINECS | 207-659-5 |
| PubChem ID | 329764364 |
| MDL Number | MFCD00017300 |
| 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+ |
| InChI Key | AYMYWHCQALZEGT-ORCRQEGFSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 85151701 |
| Hazard Symbols | transportation |
| MSDS | msds/68701_1_487_52_5.pdf |
| Bioactivity | 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 >> Autophagy Natural Products >> Phenols Research 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 |
| Use of | Properties Articles39 Name butein Synonym More Synonyms Butein Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Natural Products >> Phenols Research Areas >> Cancer 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 [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 Molecular Formula C15H12O5 PSA 17.07000 Appearance of Characters solid | yellow Index of Refraction 1.748 InChIKey AYMYWHCQALZEGT-ORCRQEGFSA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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