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bisdemethoxycurcumin - Ontology Report - Rat Genome Database

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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:bisdemethoxycurcumin
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Accession:CHEBI:71045 term browser browse the term
Definition:A beta-diketone that is methane in which two of the hydrogens are substituted by 4-hydroxycinnamoyl groups.
Synonyms:exact_synonym: (1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
 related_synonym: 1,7-Bis(4-hydroxyphenyl)-1,6-Heptadiene-3,5-dione;   Bis(4-hydroxycinnamoyl)methane;   Bis(p-hydroxycinnamoyl)methane;   Curcumin III;   Didemethoxycurcumin;   Formula=C19H16O4;   InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+;   InChIKey=PREBVFJICNPEKM-YDWXAUTNSA-N;   SMILES=Oc1ccc(cc1)\\C=C\\C(=O)CC(=O)\\C=C\\c1ccc(O)cc1
 xref: CAS:24939-16-0;   CAS:33171-05-0;   KEGG:C17743
 xref_mesh: MESH:C034786
 xref: MetaCyc:CPD-12188;   PMID:20953820;   PMID:21041675;   PMID:21136025;   PMID:21484077;   PMID:21640982;   PMID:21856253;   PMID:21933103;   PMID:21941764;   PMID:21968952;   PMID:22029407;   PMID:22145830;   PMID:22156608;   PMID:22207005;   PMID:22237476;   PMID:22434443;   PMID:22457548;   PMID:22531131;   PMID:22566109;   PMID:22725836;   PMID:22753036;   PMID:22768090;   PMID:22849866;   PMID:22928089;   PMID:22980852;   PMID:23079892;   Patent:US2006258752;   Patent:US2010048957;   Patent:WO2007011674;   Reaxys:3149384

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bisdemethoxycurcumin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcc1 ATP binding cassette subfamily C member 1 decreases activity ISO bisdemethoxycurcumin results in decreased activity of ABCC1 protein; curcumin III results in decreased activity of ABCC1 protein CTD PMID:15885658 PMID:16021489 NCBI chr10:1,022,041...1,162,431
Ensembl chr10:531,812...655,114 		JBrowse link
G Abcc2 ATP binding cassette subfamily C member 2 decreases activity ISO bisdemethoxycurcumin results in decreased activity of ABCC2 protein CTD PMID:15885658 NCBI chr 1:252,613,875...252,672,459
Ensembl chr 1:242,664,657...242,723,238 		JBrowse link
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation
multiple interactions
decreases expression 		ISO bisdemethoxycurcumin results in increased phosphorylation of AKT1 protein
AKT1 protein affects the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA]
[bisdemethoxycurcumin co-treated with Curcumin co-treated with demethoxycurcumin] inhibits the reaction [VEGF protein results in increased phosphorylation of AKT1 protein]; bisdemethoxycurcumin inhibits the reaction [VEGF protein results in increased phosphorylation of AKT1 protein]
bisdemethoxycurcumin results in decreased expression of AKT1 protein modified form 		CTD PMID:17535857 PMID:35735092 PMID:35752269 NCBI chr 6:137,534,810...137,555,131
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
G App amyloid beta precursor protein multiple interactions ISO [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of MGAT3 mRNA; [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of TLR2 mRNA; [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of TLR3 mRNA; [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of TLR4 mRNA; [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of VDR mRNA; [bisdemethoxycurcumin co-treated with APP protein] results in increased expression of MGAT3 mRNA; [bisdemethoxycurcumin co-treated with APP protein] results in increased expression of TLR2 mRNA; [bisdemethoxycurcumin co-treated with APP protein] results in increased expression of TLR3 mRNA; [bisdemethoxycurcumin co-treated with APP protein] results in increased expression of TLR4 mRNA; bisdemethoxycurcumin inhibits the reaction [APP protein binds to APP protein] CTD PMID:19715544 PMID:22029407 NCBI chr11:37,506,207...37,724,351
Ensembl chr11:24,019,778...24,236,561 		JBrowse link
G Cd36 CD36 molecule increases expression
multiple interactions 		ISO bisdemethoxycurcumin results in increased expression of CD36 mRNA
bisdemethoxycurcumin inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of CD36 mRNA] 		CTD PMID:23386263 NCBI chr 4:17,317,343...17,410,084
Ensembl chr 4:17,354,466...17,513,903 		JBrowse link
G Egfr epidermal growth factor receptor decreases expression ISO bisdemethoxycurcumin results in decreased expression of EGFR protein modified form CTD PMID:35735092 NCBI chr14:95,378,626...95,551,358
Ensembl chr14:91,177,067...91,344,382 		JBrowse link
G Erbb2 erb-b2 receptor tyrosine kinase 2 increases response to substance
decreases expression 		ISO ERBB2 protein results in increased susceptibility to bisdemethoxycurcumin
bisdemethoxycurcumin results in decreased expression of ERBB2 protein 		CTD PMID:34291863 NCBI chr10:83,907,491...83,931,365
Ensembl chr10:83,411,313...83,435,078 		JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit increases expression ISO bisdemethoxycurcumin results in increased expression of GCLM mRNA; bisdemethoxycurcumin results in increased expression of GCLM protein CTD PMID:17535857 PMID:19188863 NCBI chr 2:213,032,135...213,052,192
Ensembl chr 2:210,347,482...210,367,535 		JBrowse link
G Grb2 growth factor receptor bound protein 2 decreases expression ISO bisdemethoxycurcumin results in decreased expression of GRB2 protein CTD PMID:35735092 NCBI chr10:101,380,354...101,448,138
Ensembl chr10:100,869,718...100,949,309 		JBrowse link
G Hmox1 heme oxygenase 1 increases expression
multiple interactions 		ISO bisdemethoxycurcumin results in increased expression of HMOX1 mRNA; bisdemethoxycurcumin results in increased expression of HMOX1 protein
[demethoxycurcumin co-treated with bisdemethoxycurcumin] results in increased expression of HMOX1 mRNA; AKT1 protein affects the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA]; KEAP1 protein inhibits the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA]; NFE2L2 protein affects the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA]; PRKCD protein affects the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA]; rottlerin inhibits the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA]; rottlerin inhibits the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 protein]; Wortmannin inhibits the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA]; Wortmannin inhibits the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 protein] 		CTD PMID:17535857 PMID:19188863 PMID:23386263 NCBI chr19:13,452,365...13,479,823
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP
ISO 		bisdemethoxycurcumin inhibits the reaction [Freund's Adjuvant results in increased secretion of IL1B protein]
bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased secretion of IL1B protein] 		CTD PMID:38056805 NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 multiple interactions EXP
ISO 		bisdemethoxycurcumin inhibits the reaction [Freund's Adjuvant results in increased secretion of IL6 protein]
bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased secretion of IL6 protein] 		CTD PMID:38056805 NCBI chr 4:5,889,999...5,894,575
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Kdr kinase insert domain receptor multiple interactions ISO [bisdemethoxycurcumin co-treated with Curcumin co-treated with demethoxycurcumin] inhibits the reaction [VEGF protein results in increased phosphorylation of KDR protein]; bisdemethoxycurcumin inhibits the reaction [VEGF protein results in increased phosphorylation of KDR protein] CTD PMID:35752269 NCBI chr14:32,572,031...32,615,204
Ensembl chr14:32,217,871...32,261,018 		JBrowse link
G Keap1 Kelch-like ECH-associated protein 1 multiple interactions ISO KEAP1 protein inhibits the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA] CTD PMID:17535857 NCBI chr 8:28,044,555...28,054,042
Ensembl chr 8:19,768,375...19,777,862 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation
multiple interactions
decreases expression 		ISO bisdemethoxycurcumin results in increased phosphorylation of MAPK1 protein
[bisdemethoxycurcumin co-treated with Curcumin co-treated with demethoxycurcumin] inhibits the reaction [VEGF protein results in increased phosphorylation of MAPK1 protein]; bisdemethoxycurcumin inhibits the reaction [VEGF protein results in increased phosphorylation of MAPK1 protein]
bisdemethoxycurcumin results in decreased expression of MAPK1 protein modified form 		CTD PMID:17535857 PMID:35735092 PMID:35752269 NCBI chr11:97,462,025...97,529,193
Ensembl chr11:83,957,813...84,023,616 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation
multiple interactions
decreases expression 		ISO bisdemethoxycurcumin results in increased phosphorylation of MAPK3 protein
[bisdemethoxycurcumin co-treated with Curcumin co-treated with demethoxycurcumin] inhibits the reaction [VEGF protein results in increased phosphorylation of MAPK3 protein]; bisdemethoxycurcumin inhibits the reaction [VEGF protein results in increased phosphorylation of MAPK3 protein]
bisdemethoxycurcumin results in decreased expression of MAPK3 protein modified form 		CTD PMID:17535857 PMID:35735092 PMID:35752269 NCBI chr 1:190,797,189...190,803,411
Ensembl chr 1:181,366,637...181,372,863 		JBrowse link
G Mgat3 beta-1,4-mannosyl-glycoprotein 4-beta-N-acetylglucosaminyltransferase multiple interactions
increases expression 		ISO [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of MGAT3 mRNA; [bisdemethoxycurcumin co-treated with APP protein] results in increased expression of MGAT3 mRNA
bisdemethoxycurcumin results in increased expression of MGAT3 mRNA 		CTD PMID:19090986 PMID:22029407 NCBI chr 7:113,614,011...113,640,201
Ensembl chr 7:111,675,730...111,762,026 		JBrowse link
G Mmp14 matrix metallopeptidase 14 decreases expression ISO bisdemethoxycurcumin results in decreased expression of MMP14 protein CTD PMID:18495463 NCBI chr15:31,857,824...31,867,049
Ensembl chr15:27,887,727...27,899,864 		JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions
decreases expression 		ISO bisdemethoxycurcumin results in decreased secretion of and results in decreased activity of MMP2 protein modified form
bisdemethoxycurcumin results in decreased expression of MMP2 protein 		CTD PMID:18495463 PMID:35735092 NCBI chr19:30,327,643...30,355,856
Ensembl chr19:14,154,657...14,182,870 		JBrowse link
G Mmp9 matrix metallopeptidase 9 multiple interactions
decreases expression 		ISO bisdemethoxycurcumin results in decreased secretion of and results in decreased activity of MMP9 protein
bisdemethoxycurcumin results in decreased expression of MMP9 protein 		CTD PMID:18495463 PMID:35735092 NCBI chr 3:174,103,474...174,111,434
Ensembl chr 3:153,683,858...153,692,120 		JBrowse link
G Msr1 macrophage scavenger receptor 1 multiple interactions ISO bisdemethoxycurcumin inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of MSR1 mRNA] CTD PMID:23386263 NCBI chr16:52,717,775...52,803,602
Ensembl chr16:52,717,732...52,799,676 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 affects localization
multiple interactions 		ISO bisdemethoxycurcumin affects the localization of NFE2L2 protein
[demethoxycurcumin co-treated with bisdemethoxycurcumin] affects the localization of NFE2L2 protein; NFE2L2 protein affects the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA] 		CTD PMID:17535857 NCBI chr 3:81,001,529...81,031,165
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO
EXP 		bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of NFKB1 protein]
bisdemethoxycurcumin inhibits the reaction [Freund's Adjuvant results in increased phosphorylation of NFKB1 protein] 		CTD PMID:38056805 NCBI chr 2:226,689,745...226,805,897
Ensembl chr 2:224,016,214...224,110,404 		JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO
EXP 		bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in decreased expression of NFKBIA protein]; bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of and results in increased degradation of NFKBIA protein]
bisdemethoxycurcumin inhibits the reaction [Freund's Adjuvant results in decreased expression of NFKBIA protein] 		CTD PMID:18449507 PMID:38056805 NCBI chr 6:78,593,844...78,597,307
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO
EXP 		bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA]; bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein] CTD PMID:18449507 PMID:18481332 PMID:18838107 PMID:19188055 NCBI chr10:64,313,335...64,349,221
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression ISO bisdemethoxycurcumin results in increased expression of NQO1 mRNA; bisdemethoxycurcumin results in increased expression of NQO1 protein CTD PMID:17535857 PMID:19188863 NCBI chr19:52,205,374...52,220,267
Ensembl chr19:35,295,573...35,310,557 		JBrowse link
G Pdpk1 3-phosphoinositide dependent protein kinase-1 decreases expression ISO bisdemethoxycurcumin results in decreased expression of PDPK1 protein modified form CTD PMID:35735092 NCBI chr10:13,610,000...13,687,226
Ensembl chr10:13,105,498...13,174,623 		JBrowse link
G Plau plasminogen activator, urokinase decreases secretion ISO bisdemethoxycurcumin results in decreased secretion of PLAU protein CTD PMID:18495463 NCBI chr15:3,505,485...3,511,987
Ensembl chr15:3,456,232...3,462,775 		JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma affects binding ISO bisdemethoxycurcumin binds to PPARG protein CTD PMID:15713005 NCBI chr 4:150,095,743...150,221,104
Ensembl chr 4:148,423,194...148,548,468 		JBrowse link
G Prkcd protein kinase C, delta multiple interactions ISO PRKCD protein affects the reaction [bisdemethoxycurcumin results in increased expression of HMOX1 mRNA] CTD PMID:17535857 NCBI chr16:5,775,681...5,806,122
Ensembl chr16:5,769,215...5,799,352 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO
EXP 		bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 mRNA]; bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 protein]
bisdemethoxycurcumin inhibits the reaction [Freund's Adjuvant results in increased expression of PTGS2 protein] 		CTD PMID:18449507 PMID:38056805 NCBI chr13:64,714,063...64,722,320
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Raf1 Raf-1 proto-oncogene, serine/threonine kinase decreases expression ISO bisdemethoxycurcumin results in decreased expression of RAF1 protein modified form CTD PMID:35735092 NCBI chr 4:150,352,158...150,412,813
Ensembl chr 4:148,679,530...148,740,317 		JBrowse link
G Sos1 SOS Ras/Rac guanine nucleotide exchange factor 1 decreases expression ISO bisdemethoxycurcumin results in decreased expression of SOS1 protein CTD PMID:35735092 NCBI chr 6:20,286,117...20,363,350
Ensembl chr 6:14,533,360...14,611,107 		JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 decreases expression ISO bisdemethoxycurcumin results in decreased expression of TIMP1 protein CTD PMID:35735092 NCBI chr  X:3,766,509...3,772,578
Ensembl chr  X:1,212,972...1,217,664 		JBrowse link
G Timp2 TIMP metallopeptidase inhibitor 2 decreases expression ISO bisdemethoxycurcumin results in decreased expression of TIMP2 protein CTD PMID:18495463 NCBI chr10:104,041,604...104,089,214
Ensembl chr10:103,531,505...103,590,611 		JBrowse link
G Tlr2 toll-like receptor 2 multiple interactions ISO [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of TLR2 mRNA; [bisdemethoxycurcumin co-treated with APP protein] results in increased expression of TLR2 mRNA CTD PMID:22029407 NCBI chr 2:171,499,189...171,504,831
Ensembl chr 2:169,197,419...169,206,630 		JBrowse link
G Tlr3 toll-like receptor 3 multiple interactions ISO [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of TLR3 mRNA; [bisdemethoxycurcumin co-treated with APP protein] results in increased expression of TLR3 mRNA CTD PMID:22029407 NCBI chr16:46,821,980...46,837,900
Ensembl chr16:46,822,039...46,836,545 		JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions ISO [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of TLR4 mRNA; [bisdemethoxycurcumin co-treated with APP protein] results in increased expression of TLR4 mRNA CTD PMID:22029407 NCBI chr 5:85,161,247...85,174,882
Ensembl chr 5:80,145,826...80,159,628 		JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP
ISO 		bisdemethoxycurcumin inhibits the reaction [Freund's Adjuvant results in increased secretion of TNF protein]; bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased expression of TNF mRNA]; bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased expression of TNF protein]
bisdemethoxycurcumin inhibits the reaction [Lipopolysaccharides results in increased secretion of TNF protein] 		CTD PMID:18838107 PMID:38056805 NCBI chr20:3,626,685...3,629,303
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Vdr vitamin D receptor multiple interactions ISO [bisdemethoxycurcumin analog co-treated with APP protein] results in increased expression of VDR mRNA CTD PMID:22029407 NCBI chr 7:130,864,764...130,916,757
Ensembl chr 7:128,987,981...129,037,677 		JBrowse link
G Vegfa vascular endothelial growth factor A multiple interactions ISO [bisdemethoxycurcumin co-treated with Curcumin co-treated with demethoxycurcumin] inhibits the reaction [VEGF protein results in increased phosphorylation of AKT1 protein]; [bisdemethoxycurcumin co-treated with Curcumin co-treated with demethoxycurcumin] inhibits the reaction [VEGF protein results in increased phosphorylation of KDR protein]; [bisdemethoxycurcumin co-treated with Curcumin co-treated with demethoxycurcumin] inhibits the reaction [VEGF protein results in increased phosphorylation of MAPK1 protein]; [bisdemethoxycurcumin co-treated with Curcumin co-treated with demethoxycurcumin] inhibits the reaction [VEGF protein results in increased phosphorylation of MAPK3 protein]; bisdemethoxycurcumin inhibits the reaction [VEGF protein results in increased phosphorylation of AKT1 protein]; bisdemethoxycurcumin inhibits the reaction [VEGF protein results in increased phosphorylation of KDR protein]; bisdemethoxycurcumin inhibits the reaction [VEGF protein results in increased phosphorylation of MAPK1 protein]; bisdemethoxycurcumin inhibits the reaction [VEGF protein results in increased phosphorylation of MAPK3 protein] CTD PMID:35752269 NCBI chr 9:22,452,854...22,468,194
Ensembl chr 9:14,955,300...14,970,641 		JBrowse link
G Wt1 WT1 transcription factor decreases expression ISO bisdemethoxycurcumin results in decreased expression of WT1 mRNA; bisdemethoxycurcumin results in decreased expression of WT1 protein CTD PMID:18034345 NCBI chr 3:112,019,721...112,068,454
Ensembl chr 3:91,567,001...91,613,643 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20856
    role 20816
      biological role 20814
        biochemical role 20261
          metabolite 20243
            bisdemethoxycurcumin 42
Path 2
Term Annotations click to browse term
  CHEBI ontology 20856
    subatomic particle 20854
      composite particle 20854
        hadron 20854
          baryon 20854
            nucleon 20854
              atomic nucleus 20854
                atom 20854
                  main group element atom 20777
                    p-block element atom 20777
                      carbon group element atom 20710
                        carbon atom 20704
                          organic molecular entity 20704
                            heteroorganic entity 20215
                              organochalcogen compound 19902
                                organooxygen compound 19804
                                  carbon oxoacid 19150
                                    carboxylic acid 19147
                                      monocarboxylic acid 18300
                                        alpha,beta-unsaturated monocarboxylic acid 13607
                                          cinnamic acids 2560
                                            hydroxycinnamic acid 1419
                                              monohydroxycinnamic acid 1066
                                                coumaric acid 42
                                                  4-coumaric acid 42
                                                    bisdemethoxycurcumin 42
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