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  1. General Info
  2. Source Info
  3. Effects Info
  4. Reference
Phytochemical Details
01. General Information
Name Butein
PubChem CID 5281222
Molecular Weight 272.25g/mol
Synonyms

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

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 2D-img
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2D MOL 3D MOL
02. Source Information of Phytochemical
Semecarpus anacardium Warm
Chineses Pinyin RouTuoGuo
Flavor Pungent
Species
>Kingdom: Viridiplantae
 -->Phylum: Streptophyta
  -->Class: Equisetopsida
   -->Order: Sapindales
    -->Family: Anacardiaceae
     -->Genus: Semecarpus
      -->Species: Semecarpus anacardium
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Drug(s) whose efficacy can be enhanced by this phytochemical
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Combination Pair ID: 112
Pair Name Butein, Cisplatin
Partner Name Cisplatin
Disease Info [ICD-11: 2C77] Cervical cancer Investigative
Biological Phenomena Induction-->Blockade of cell cycle in G0/G1 phase
Gene Regulation Up-regulation Expression BAX hsa581
Down-regulation Expression BCL2 hsa596
Down-regulation Expression CCND1 hsa595
Down-regulation Expression CCND1 hsa595
Up-regulation Expression PSMD9 hsa5715
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
Combination Pair ID: 113
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.
04. Reference
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
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