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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:zerumbone
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Accession:CHEBI:63892 term browser browse the term
Definition:A sesquiterpenoid and cyclic ketone that is (1E,4E,8E)-alpha-humulene which is substituted by an oxo group at the carbon atom attached to two double bonds. It is obtained by steam distillation from a type of edible ginger, Zingiber zerumbet Smith, grown particularly in southeast Asia.
Synonyms:exact_synonym: (2E,6E,10E)-2,6,9,9-tetramethylcycloundeca-2,6,10-trien-1-one
 related_synonym: (E,E,E)-2,6,9,9-tetramethyl-2,6,10-cycloundecatrien-1-one;   2E,6E,9E-humulatrien-8-one;   Formula=C15H22O;   InChI=1S/C15H22O/c1-12-6-5-7-13(2)14(16)9-11-15(3,4)10-8-12/h7-9,11H,5-6,10H2,1-4H3/b11-9+,12-8+,13-7+;   InChIKey=GIHNTRQPEMKFKO-SKTNYSRSSA-N;   SMILES=C\\C1=C/CC(C)(C)\\C=C\\C(=O)\\C(C)=C\\CC1
 xref: CAS:471-05-6;   KEGG:C20262
 xref_mesh: MESH:C403304
 xref: MetaCyc:CPD-11421;   PMID:15997145;   PMID:1804548;   PMID:19343171;   PMID:20546845;   PMID:20708800;   PMID:20955360;   PMID:21307568;   PMID:21367956;   PMID:21423870;   PMID:21527993;   PMID:21668645;   Patent:US2009239953;   Reaxys:3199411

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zerumbone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO zerumbone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of AKT1 protein] CTD PMID:28442377 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 multiple interactions
increases expression		 EXP
ISO		 zerumbone promotes the reaction [[2-aminofluorene co-treated with Diethylnitrosamine] results in increased expression of BAX protein]
zerumbone analog results in increased expression of BAX protein		 CTD PMID:20452335, PMID:28987329 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
multiple interactions		 ISO
EXP		 zerumbone analog results in decreased expression of BCL2 protein; zerumbone results in decreased expression of BCL2 mRNA
zerumbone inhibits the reaction [[2-aminofluorene co-treated with Diethylnitrosamine] results in increased expression of BCL2 protein]		 CTD PMID:16007145, PMID:20452335, PMID:28987329 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374 		JBrowse link
G Bcl2a1 BCL2-related protein A1 decreases expression ISO zerumbone results in decreased expression of BCL2A1 mRNA CTD PMID:16007145 NCBI chr 8:96,551,424...96,559,527
Ensembl chr 8:96,551,245...96,559,483 		JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO zerumbone results in decreased expression of BCL2L1 mRNA CTD PMID:16007145 NCBI chr 3:148,259,594...148,314,191
Ensembl chr 3:148,259,596...148,313,810 		JBrowse link
G Birc2 baculoviral IAP repeat-containing 2 decreases expression ISO zerumbone results in decreased expression of BIRC2 mRNA CTD PMID:16007145 NCBI chr 8:6,014,014...6,036,668
Ensembl chr 8:6,013,207...6,034,142 		JBrowse link
G Birc3 baculoviral IAP repeat-containing 3 decreases expression ISO zerumbone results in decreased expression of BIRC3 mRNA CTD PMID:16007145 NCBI chr 8:6,048,590...6,076,828
Ensembl chr 8:6,048,969...6,076,598 		JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO zerumbone results in decreased expression of BIRC5 mRNA CTD PMID:16007145 NCBI chr10:106,856,097...106,864,419
Ensembl chr10:106,856,097...106,864,413 		JBrowse link
G Casp3 caspase 3 multiple interactions ISO zerumbone analog results in increased activity of and results in increased cleavage of CASP3 protein CTD PMID:28987329 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO zerumbone results in decreased expression of CCND1 mRNA CTD PMID:16007145 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325 		JBrowse link
G Cflar CASP8 and FADD-like apoptosis regulator decreases expression ISO zerumbone results in decreased expression of CFLAR mRNA CTD PMID:16007145 NCBI chr 9:65,534,608...65,586,395
Ensembl chr 9:65,534,704...65,587,251 		JBrowse link
G Chuk component of inhibitor of nuclear factor kappa B kinase complex multiple interactions ISO zerumbone inhibits the reaction [CHUK protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TNF protein results in increased activity of CHUK protein] CTD PMID:16007145 NCBI chr 1:263,848,829...263,884,354
Ensembl chr 1:263,848,884...263,885,169 		JBrowse link
G Gpx1 glutathione peroxidase 1 increases expression ISO zerumbone results in increased expression of GPX1 mRNA CTD PMID:15122579 NCBI chr 8:117,117,430...117,118,528
Ensembl chr 8:117,117,430...117,118,522 		JBrowse link
G Gstp1 glutathione S-transferase pi 1 increases expression ISO zerumbone results in increased expression of GSTP1 mRNA CTD PMID:15122579 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147 		JBrowse link
G Icam1 intercellular adhesion molecule 1 decreases expression ISO zerumbone results in decreased expression of ICAM1 mRNA CTD PMID:16007145 NCBI chr 8:22,035,287...22,047,049
Ensembl chr 8:22,035,256...22,047,059 		JBrowse link
G Ikbkb inhibitor of nuclear factor kappa B kinase subunit beta multiple interactions ISO zerumbone inhibits the reaction [TNF protein results in increased activity of IKBKB protein] CTD PMID:16007145 NCBI chr16:74,177,233...74,230,809
Ensembl chr16:74,177,215...74,230,815 		JBrowse link
G Il1b interleukin 1 beta decreases expression
decreases secretion
multiple interactions		 ISO zerumbone results in decreased expression of IL1B mRNA
zerumbone results in decreased secretion of IL1B protein
zerumbone inhibits the reaction [IL1B protein results in increased expression of IL1B mRNA]; zerumbone inhibits the reaction [IL1B protein results in increased phosphorylation of RELA protein]		 CTD PMID:27567548 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO zerumbone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of IL6 protein] CTD PMID:28442377 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807 		JBrowse link
G Map3k14 mitogen-activated protein kinase kinase kinase 14 multiple interactions ISO zerumbone inhibits the reaction [MAP3K14 protein results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:16007145 NCBI chr10:91,303,428...91,353,601
Ensembl chr10:91,303,428...91,353,601 		JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO zerumbone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of MAPK1 protein] CTD PMID:15122579 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254 		JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO zerumbone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of MAPK3 protein] CTD PMID:15122579 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975 		JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions ISO zerumbone analog results in decreased expression of and results in decreased secretion of MMP2 protein CTD PMID:28987329 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611 		JBrowse link
G Mmp3 matrix metallopeptidase 3 multiple interactions ISO zerumbone inhibits the reaction [DDT results in increased expression of MMP3 mRNA]; zerumbone inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of MMP3 mRNA] CTD PMID:20865247 NCBI chr 8:5,676,608...5,698,579
Ensembl chr 8:5,676,665...5,698,579 		JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression
multiple interactions		 ISO zerumbone results in decreased expression of MMP9 mRNA
zerumbone analog results in decreased expression of and results in decreased secretion of MMP9 protein		 CTD PMID:16007145, PMID:28987329 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520 		JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor decreases expression ISO zerumbone results in decreased expression of MYC mRNA CTD PMID:16007145 NCBI chr 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240 		JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO zerumbone inhibits the reaction [CHUK protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [Hydrogen Peroxide results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [MAP3K14 protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [Okadaic Acid results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TNFRSF1A protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TRADD protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TRAF2 protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone results in decreased activity of [NFKB1 protein binds to RELA protein] CTD PMID:16007145 NCBI chr 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689 		JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO zerumbone inhibits the reaction [TNF protein results in increased degradation of NFKBIA protein]; zerumbone inhibits the reaction [TNF protein results in increased phosphorylation of NFKBIA protein] CTD PMID:16007145 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457 		JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions ISO zerumbone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of NOS2 protein] CTD PMID:28442377 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190 		JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 increases expression ISO zerumbone results in increased expression of NQO1 mRNA CTD PMID:15122579 NCBI chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO zerumbone analog results in increased cleavage of PARP1 protein; zerumbone results in increased cleavage of PARP1 protein CTD PMID:16007145, PMID:28987329 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716 		JBrowse link
G Pcna proliferating cell nuclear antigen multiple interactions EXP zerumbone inhibits the reaction [[2-aminofluorene co-treated with Diethylnitrosamine] results in increased expression of PCNA protein] CTD PMID:20452335 NCBI chr 3:124,880,698...124,884,570
Ensembl chr 3:124,880,698...124,884,570 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions
decreases expression		 ISO zerumbone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of PTGS2 protein]; zerumbone inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of PTGS2 mRNA]; zerumbone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of PTGS2 protein]
zerumbone inhibits the reaction [DDT results in increased expression of PTGS2 mRNA]; zerumbone inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of PTGS2 mRNA]
zerumbone results in decreased expression of PTGS2 mRNA		 CTD PMID:15122579, PMID:16007145, PMID:20865247, PMID:28442377 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions
decreases phosphorylation		 ISO zerumbone inhibits the reaction [CHUK protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [Hydrogen Peroxide results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [IL1B protein results in increased phosphorylation of RELA protein]; zerumbone inhibits the reaction [MAP3K14 protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [Okadaic Acid results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [Tetradecanoylphorbol Acetate results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TNF protein results in increased acetylation of RELA protein]; zerumbone inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TNF protein results in increased phosphorylation of and affects the localization of RELA protein]; zerumbone inhibits the reaction [TNFRSF1A protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TRADD protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TRAF2 protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone results in decreased activity of [NFKB1 protein binds to RELA protein]
zerumbone results in decreased phosphorylation of RELA protein		 CTD PMID:16007145, PMID:27567548 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249 		JBrowse link
G Sod2 superoxide dismutase 2 increases expression ISO zerumbone results in increased expression of SOD2 mRNA CTD PMID:15122579 NCBI chr 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO zerumbone inhibits the reaction [TNF protein results in increased acetylation of RELA protein]; zerumbone inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]; zerumbone inhibits the reaction [TNF protein results in increased activity of CHUK protein]; zerumbone inhibits the reaction [TNF protein results in increased activity of IKBKB protein]; zerumbone inhibits the reaction [TNF protein results in increased degradation of NFKBIA protein]; zerumbone inhibits the reaction [TNF protein results in increased phosphorylation of and affects the localization of RELA protein]; zerumbone inhibits the reaction [TNF protein results in increased phosphorylation of NFKBIA protein]
zerumbone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of TNF protein]		 CTD PMID:16007145, PMID:28442377 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000 		JBrowse link
G Tnfrsf1a TNF receptor superfamily member 1A multiple interactions ISO zerumbone inhibits the reaction [TNFRSF1A protein results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:16007145 NCBI chr 4:157,864,905...157,877,634
Ensembl chr 4:157,864,969...157,877,633 		JBrowse link
G Tradd TNFRSF1A-associated via death domain multiple interactions ISO zerumbone inhibits the reaction [TRADD protein results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:16007145 NCBI chr19:37,214,461...37,221,099
Ensembl chr19:37,214,471...37,216,572 		JBrowse link
G Traf1 TNF receptor-associated factor 1 decreases expression ISO zerumbone results in decreased expression of TRAF1 mRNA CTD PMID:16007145 NCBI chr 3:14,003,340...14,022,955
Ensembl chr 3:14,003,340...14,022,672 		JBrowse link
G Traf2 Tnf receptor-associated factor 2 multiple interactions ISO zerumbone inhibits the reaction [TRAF2 protein results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:16007145 NCBI chr 3:2,746,061...2,770,690
Ensembl chr 3:2,746,075...2,770,620 		JBrowse link
G Vegfa vascular endothelial growth factor A multiple interactions
decreases expression		 ISO zerumbone inhibits the reaction [DDT results in increased expression of VEGFA mRNA]; zerumbone inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of VEGFA mRNA]
zerumbone analog results in decreased expression of VEGFA protein		 CTD PMID:20865247, PMID:28987329 NCBI chr 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681 		JBrowse link
G Xiap X-linked inhibitor of apoptosis decreases expression ISO zerumbone results in decreased expression of XIAP mRNA CTD PMID:16007145 NCBI chr  X:128,409,425...128,455,786
Ensembl chr  X:128,409,472...128,453,000 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        anti-inflammatory agent 14948
          zerumbone 41
            5-hydroxyzerumbone 0
            zerumboneoxide 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    main group molecular entity 19670
                      s-block molecular entity 19428
                        hydrogen molecular entity 19418
                          hydrides 18685
                            organic hydride 18248
                              organic fundamental parent 18248
                                hydrocarbon 17968
                                  terpene 9593
                                    sesquiterpene 2692
                                      humulane 42
                                        humulene 42
                                          alpha-humulene 42
                                            zerumbone 41
                                              5-hydroxyzerumbone 0
                                              zerumboneoxide 0
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