2',3,4,4'-tetrahydroxychalcone, 2',4',3,4-tetrahydroxychalcone, butein

| Name | Butein | ||
| PubChem CID | 5281222 | ||
| Molecular Weight | 272.25g/mol | ||
| Synonyms |
2',3,4,4'-tetrahydroxychalcone, 2',4',3,4-tetrahydroxychalcone, butein |
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| Formula | C₁₅H₁₂O₅ | ||
| SMILES | C1=CC(=C(C=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O)O | ||
| 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+ | ||
| InChIKey | AYMYWHCQALZEGT-ORCRQEGFSA-N | ||
| CAS Number | 487-52-5 | ||
| ChEMBL ID | CHEMBL128000 | ||
| ChEBI ID | CHEBI:3237 | ||
| Herb ID | HBIN019083 | ||
| KEGG ID | C08578 | ||
| Toxicity | Organism | Test Type | Route(Dose) |
| rat | LD50 | intraperitoneal(165 mg/kg) | |
| mouse | LD50 | intraperitoneal(254 mg/kg) | |
| rat | LD50 | oral(322 mg/kg) | |
| Structure |
Download
2D
MOL
3D
MOL
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| Chineses Pinyin | RouTuoGuo | ||
| Flavor | Pungent | ||
| Species |
>Kingdom: Viridiplantae
-->Phylum: Streptophyta
-->Class: Equisetopsida
-->Order: Sapindales
-->Family: Anacardiaceae
-->Genus: Semecarpus
-->Species: Semecarpus anacardium
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| Pair Name | Butein, Cisplatin | |||
| Partner Name | Cisplatin | |||
| Disease Info | [ICD-11: 2C77.Z] | Cervical cancer | Investigative | |
| Biological Phenomena | Induction-->Blockade of cell cycle in G0/G1 phase | |||
| Gene Regulation | Down-regulation | Expression | CCND1 | hsa595 |
| Down-regulation | Expression | BCL2 | hsa596 | |
| Up-regulation | Expression | PSMD9 | hsa5715 | |
| Up-regulation | Expression | BAX | hsa581 | |
| Down-regulation | Expression | CCND1 | hsa595 | |
| In Vitro Model | HeLa | Human papillomavirus-related cervical adenocarcinoma | Homo sapiens (Human) | CVCL_0030 |
| In Vivo Model | Suspensions of 1×10⁶ HeLa cells were injected subcutaneously into the flanks of nude mice. | |||
| Result | Butein sensitizes HeLa cells to cisplatin through the AKT and ERK/p38 MAPK pathways by targeting FoxO3a | |||
| Pair Name | Butein, TNF-related apoptosis inducing ligand | |||
| Partner Name | TNF-related apoptosis inducing ligand | |||
| Disease Info | [ICD-11: 2B33.4] | Leukemia | Investigative | |
| Biological Phenomena | Induction-->Apoptosis | |||
| Gene Regulation | Up-regulation | Activity | CASP3 | hsa836 |
| Up-regulation | Activity | CASP8 | hsa841 | |
| Up-regulation | Expression | TNFRSF10A | hsa8797 | |
| Up-regulation | Expression | TNFRSF10B | hsa8795 | |
| In Vitro Model | U-937 | Adult acute monocytic leukemia | Homo sapiens (Human) | CVCL_0007 |
| Result | Our data suggests that combined treatment with butein and TRAIL may provide a safe and effective strategy for treating cancer. | |||
| No. | Title | Href |
|---|---|---|
| 1 | 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. doi: 10.3892/ijmm.2015.2324. | Click |
| 2 | Butein sensitizes human leukemia cells to apoptosis induced by tumor necrosis factor-related apoptosis inducing ligand (TRAIL). Arch Pharm Res. 2008 Sep;31(9):1179-86. doi: 10.1007/s12272-001-1286-2. | Click |