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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:SB 415286
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Accession:CHEBI:91107 term browser browse the term
Definition:A member of the class of maleimides carrying 3-chloro-4-hydroxyphenylamino and 2-nitrophenyl substituents at positions 3 and 4 respectively.
Synonyms:exact_synonym: 3-(3-chloro-4-hydroxyanilino)-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione
 related_synonym: 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione;   Formula=C16H10ClN3O5;   InChI=1S/C16H10ClN3O5/c17-10-7-8(5-6-12(10)21)18-14-13(15(22)19-16(14)23)9-3-1-2-4-11(9)20(24)25/h1-7,21H,(H2,18,19,22,23);   InChIKey=PQCXVIPXISBFPN-UHFFFAOYSA-N;   SB415286;   SMILES=N1C(C(=C(C1=O)NC2=CC=C(C(=C2)Cl)O)C3=CC=CC=C3[N+]([O-])=O)=O
 alt_id: MESH:C417520
 xref: CAS:264218-23-7;   LINCS:LSM-3719
 xref_mesh: MESH:C417520
 xref: PMID:11279265;   PMID:11696357;   PMID:12950267;   PMID:12960765;   PMID:14729058;   PMID:15950778;   PMID:18342477;   PMID:18502415;   PMID:18938143;   PMID:22776263;   PMID:23871716;   PMID:24176578;   PMID:24228880;   Reaxys:8795652


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SB 415286 term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G APP amyloid beta precursor protein multiple interactions EXP 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Copper affects the localization of APP protein] CTD PMID:24610780 NCBI chr21:25,880,550...26,171,128
Ensembl chr21:25,880,535...26,171,128 		JBrowse link
G CASP3 caspase 3 multiple interactions ISO 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in increased cleavage of CASP3 protein] CTD PMID:33548343 NCBI chr 4:184,627,696...184,649,447
Ensembl chr 4:184,627,696...184,650,062 		JBrowse link
G CASP8 caspase 8 multiple interactions EXP 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one results in increased activity of CASP8 protein]; 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Camptothecin results in increased activity of CASP8 protein]; 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Etoposide results in increased activity of CASP8 protein] CTD PMID:15475000 PMID:15942663 NCBI chr 2:201,233,463...201,287,711
Ensembl chr 2:201,233,443...201,361,836 		JBrowse link
G CCND1 cyclin D1 increases expression
multiple interactions		 ISO
EXP		 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in increased expression of CCND1 mRNA
[3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione co-treated with WNT3A protein] results in increased expression of CCND1 mRNA; bisphenol A inhibits the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in increased expression of CCND1 mRNA]
[3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in decreased activity of GSK3B protein] inhibits the reaction [Sirolimus results in decreased expression of CCND1 protein]		 CTD PMID:15753396 PMID:25381574 NCBI chr11:69,641,156...69,654,474
Ensembl chr11:69,641,156...69,654,474 		JBrowse link
G CREB1 cAMP responsive element binding protein 1 increases phosphorylation
multiple interactions		 EXP
ISO		 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in increased phosphorylation of CREB1 protein
3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [resveratrol inhibits the reaction [Colforsin results in increased phosphorylation of CREB1 protein]]; 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [sodium arsenite results in decreased phosphorylation of CREB1 protein]		 CTD PMID:23292070 PMID:29723552 NCBI chr 2:207,529,962...207,605,988
Ensembl chr 2:207,529,737...207,605,988 		JBrowse link
G CTNNB1 catenin beta 1 multiple interactions ISO [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in decreased activity of GSK3B protein] which results in increased expression of CTNNB1 protein CTD PMID:19159680 NCBI chr 3:41,199,505...41,240,443
Ensembl chr 3:41,194,741...41,260,096 		JBrowse link
G DBN1 drebrin 1 multiple interactions ISO 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased expression of DBN1 protein]; DPYSL2 protein affects the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased expression of DBN1 protein]] CTD PMID:33548343 NCBI chr 5:177,456,610...177,473,634
Ensembl chr 5:177,456,608...177,474,401 		JBrowse link
G DLG4 discs large MAGUK scaffold protein 4 multiple interactions ISO 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased expression of DLG4 protein]; DPYSL2 protein affects the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased expression of DLG4 protein]] CTD PMID:33548343 NCBI chr17:7,187,187...7,220,050
Ensembl chr17:7,187,187...7,219,841 		JBrowse link
G DPYSL2 dihydropyrimidinase like 2 multiple interactions ISO 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in increased phosphorylation of DPYSL2 protein]; DPYSL2 protein affects the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased expression of DBN1 protein]]; DPYSL2 protein affects the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased expression of DLG4 protein]]; DPYSL2 protein affects the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased expression of SYP protein]] CTD PMID:33548343 NCBI chr 8:26,514,031...26,658,175
Ensembl chr 8:26,514,031...26,658,178 		JBrowse link
G FAS Fas cell surface death receptor multiple interactions EXP 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Camptothecin results in increased expression of and affects the localization of FAS protein]; 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Etoposide results in increased expression of and affects the localization of FAS protein] CTD PMID:15475000 NCBI chr10:88,964,050...89,017,059
Ensembl chr10:88,953,813...89,029,605 		JBrowse link
G GSK3B glycogen synthase kinase 3 beta multiple interactions
decreases activity		 EXP
ISO		 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Dizocilpine Maleate results in decreased phosphorylation of and results in increased activity of GSK3B protein]; [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in decreased activity of GSK3B protein] inhibits the reaction [Sirolimus results in decreased expression of CCND1 protein]
3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased phosphorylation of GSK3B protein]
[3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in decreased activity of GSK3B protein] which results in increased expression of CTNNB1 protein		 CTD PMID:15753396 PMID:19159680 PMID:31563592 PMID:33548343 NCBI chr 3:119,821,321...120,094,447
Ensembl chr 3:119,821,321...120,094,994 		JBrowse link
G GYS1 glycogen synthase 1 multiple interactions EXP 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [resveratrol results in increased phosphorylation of GYS1 protein] CTD PMID:23292070 NCBI chr19:48,968,130...48,993,309
Ensembl chr19:48,968,130...48,993,310 		JBrowse link
G IL6 interleukin 6 multiple interactions ISO 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Cisplatin results in increased expression of IL6 mRNA] CTD PMID:24560772 NCBI chr 7:22,727,200...22,731,998
Ensembl chr 7:22,725,884...22,732,002 		JBrowse link
G LEF1 lymphoid enhancer binding factor 1 increases expression
multiple interactions		 ISO 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in increased expression of LEF1 mRNA
bisphenol A inhibits the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in increased expression of LEF1 mRNA]; WNT3A protein promotes the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in increased expression of LEF1 mRNA]		 CTD PMID:25381574 NCBI chr 4:108,047,548...108,168,932
Ensembl chr 4:108,047,545...108,168,956 		JBrowse link
G PARP1 poly(ADP-ribose) polymerase 1 multiple interactions ISO 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Cyclosporine results in increased cleavage of PARP1 protein] CTD PMID:22155090 NCBI chr 1:226,360,691...226,408,093
Ensembl chr 1:226,360,210...226,408,154 		JBrowse link
G RPS6KB1 ribosomal protein S6 kinase B1 multiple interactions EXP 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [resveratrol results in decreased phosphorylation of RPS6KB1 protein] CTD PMID:23292070 NCBI chr17:59,893,121...59,950,574
Ensembl chr17:59,893,046...59,950,574 		JBrowse link
G SYP synaptophysin multiple interactions ISO 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased expression of SYP protein]; DPYSL2 protein affects the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Sevoflurane results in decreased expression of SYP protein]] CTD PMID:33548343 NCBI chr  X:49,187,815...49,200,193
Ensembl chr  X:49,187,815...49,200,218 		JBrowse link
G TNF tumor necrosis factor multiple interactions ISO 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione inhibits the reaction [Cisplatin results in increased expression of TNF mRNA] CTD PMID:24560772 NCBI chr 6:31,575,565...31,578,336
Ensembl chr 6:31,575,565...31,578,336 		JBrowse link
G WNT3A Wnt family member 3A multiple interactions ISO [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione co-treated with WNT3A protein] results in increased expression of CCND1 mRNA; WNT3A protein promotes the reaction [3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione results in increased expression of LEF1 mRNA] CTD PMID:25381574 NCBI chr 1:228,006,998...228,061,271
Ensembl chr 1:228,006,998...228,061,271 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 26034
    role 25961
      chemical role 24242
        antioxidant 17487
          SB 415286 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 26034
    subatomic particle 26009
      composite particle 26009
        hadron 26020
          baryon 26009
            nucleon 26009
              atomic nucleus 26009
                atom 26009
                  main group element atom 25834
                    p-block element atom 25834
                      carbon group element atom 25434
                        carbon atom 25403
                          organic molecular entity 25392
                            heteroorganic entity 24766
                              organochalcogen compound 24378
                                organooxygen compound 24054
                                  carbonyl compound 23563
                                    dicarboxylic acids and O-substituted derivatives 11525
                                      dicarboxylic acid 11519
                                        C4-dicarboxylic acid 1408
                                          butenedioic acid 625
                                            maleic acid 590
                                              maleimides 167
                                                SB 415286 19
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