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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:butein
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Accession:CHEBI:3237 term browser browse the term
Definition:A chalcone that is (E)-chalcone bearing four additional hydroxy substituents at positions 2', 3, 4 and 4'.
Synonyms:exact_synonym: (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one;   (E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
 related_synonym: (E)-2',3,4,4'-terahydroxychalcone;   3,4,2',4'-Tetrahydroxychalcone;   Formula=C15H12O5;   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;   SMILES=Oc1ccc(C(=O)\\C=C\\c2ccc(O)c(O)c2)c(O)c1
 xref: CAS:487-52-5;   KEGG:C08578;   KNApSAcK:C00006941;   LIPID_MAPS_instance:LMPK12120111
 xref_mesh: MESH:C040918
 xref: PMID:19643530;   PMID:20515942;   PMID:20681544;   PMID:20696233;   PMID:20826149;   PMID:21131551;   PMID:21170936;   PMID:21212525;   PMID:21770460;   PMID:21964506;   PMID:22114764;   PMID:22155143;   PMID:22180353;   PMID:22185775;   PMID:22245810;   Reaxys:2056928;   Wikipedia:Butein


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butein term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation ISO butein results in decreased phosphorylation of AKT1 protein CTD PMID:20696233 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO butein results in increased expression of BAX protein CTD PMID:11055382 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO butein results in decreased expression of BCL2 protein CTD PMID:11055382 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO butein results in decreased expression of BCL2L1 protein CTD PMID:11055382 NCBI chr 3:148,259,594...148,314,191
Ensembl chr 3:148,259,596...148,313,810
JBrowse link
G Casp3 caspase 3 increases activity ISO butein results in increased activity of CASP3 protein CTD PMID:24931875 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Dio2 iodothyronine deiodinase 2 decreases activity ISO butein results in decreased activity of DIO2 protein CTD PMID:17327447 NCBI chr 6:114,475,156...114,489,443
Ensembl chr 6:114,476,142...114,476,723
JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions ISO [butein results in increased expression of HMOX1 protein] inhibits the reaction [Hydrogen Peroxide results in increased abundance of Reactive Oxygen Species]; [butein results in increased expression of HMOX1 protein] which results in decreased susceptibility to Hydrogen Peroxide; [tin protoporphyrin IX results in decreased expression of and results in decreased activity of HMOX1 protein] inhibits the reaction [butein inhibits the reaction [Hydrogen Peroxide results in increased abundance of Reactive Oxygen Species]]; butein results in increased expression of and results in increased activity of HMOX1 protein; pyrazolanthrone inhibits the reaction [butein results in increased expression of HMOX1 protein] CTD PMID:23318726 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions
decreases expression
ISO 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one promotes the reaction [butein results in decreased expression of MMP9 protein]; benzyloxycarbonylleucyl-leucyl-leucine aldehyde promotes the reaction [butein results in decreased expression of MMP9 protein]; Bortezomib promotes the reaction [butein results in decreased expression of MMP9 protein]; butein inhibits the reaction [TNF protein results in increased expression of MMP9 protein]; prolinedithiocarbamate promotes the reaction [butein results in decreased expression of MMP9 protein]
butein results in decreased expression of MMP9 mRNA; butein results in decreased expression of MMP9 protein
CTD PMID:20696233 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 affects localization ISO butein affects the localization of NFE2L2 protein CTD PMID:23318726 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 affects localization ISO butein affects the localization of NFKB1 protein CTD PMID:20696233 NCBI chr 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity ISO butein results in increased activity of NR1I2 protein CTD PMID:29933105 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO butein results in increased cleavage of PARP1 protein CTD PMID:24931875 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Pttg1 PTTG1 regulator of sister chromatid separation, securin decreases expression
decreases response to substance
ISO butein results in decreased expression of PTTG1 protein
PTTG1 protein results in decreased susceptibility to butein
CTD PMID:24931875 NCBI chr10:29,014,332...29,026,088
Ensembl chr10:29,020,049...29,026,002
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit affects localization ISO butein affects the localization of RELA protein CTD PMID:20696233 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Sirt1 sirtuin 1 increases activity ISO butein results in increased activity of SIRT1 protein CTD PMID:17327447 NCBI chr20:26,831,971...26,851,587
Ensembl chr20:26,833,357...26,852,199
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO butein inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of TNF protein]; butein inhibits the reaction [TNF protein results in increased expression of MMP9 protein] CTD PMID:20696233 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression ISO butein results in decreased expression of VEGFA mRNA CTD PMID:20696233 NCBI chr 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link

Term paths to the root
Path 1
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  CHEBI ontology 19787
    role 19734
      chemical role 19250
        antioxidant 14211
          butein 17
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      ketone 16144
                                        alpha,beta-unsaturated ketone 8520
                                          enone 8520
                                            chalcones 148
                                              butein 17
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