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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 6:137,534,810...137,555,131
Ensembl chr 6:137,535,390...137,552,610 		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 1:105,076,472...105,081,906
Ensembl chr 1:105,076,473...105,086,429 		JBrowse link
G Bbc3 Bcl-2 binding component 3 increases expression ISO zerumbone results in increased expression of BBC3 mRNA CTD PMID:36122806 NCBI chr 1:86,141,450...86,150,666
Ensembl chr 1:86,141,603...86,150,666 		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 chr13:23,204,464...23,366,900
Ensembl chr13:23,204,464...23,366,900 		JBrowse link
G Bcl2a1 BCL2-related protein A1 decreases expression ISO zerumbone results in decreased expression of BCL2A1 mRNA CTD PMID:16007145 NCBI chr 8:98,596,806...98,604,890
Ensembl chr 8:98,596,650...98,604,890 		JBrowse link
G Bcl2l1 Bcl2-like 1 decreases expression ISO zerumbone results in decreased expression of BCL2L1 mRNA CTD PMID:16007145 NCBI chr 3:161,713,777...161,764,844
Ensembl chr 3:161,745,540...161,764,907
Ensembl chr 1:161,745,540...161,764,907 		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 8:13,253,697...13,273,672
Ensembl chr 8:13,253,706...13,271,911 		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 8:13,285,702...13,313,329
Ensembl chr 8:13,285,703...13,298,590 		JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO zerumbone results in decreased expression of BIRC5 mRNA CTD PMID:16007145 PMID:36122806 NCBI chr10:103,567,369...103,580,069
Ensembl chr10:103,572,080...103,582,155 		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 chr16:52,395,539...52,413,794
Ensembl chr16:52,395,540...52,413,732 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO zerumbone results in decreased expression of CCND1 mRNA CTD PMID:16007145 NCBI chr 1:209,518,288...209,527,986
Ensembl chr 1:209,518,288...209,527,810 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases expression ISO zerumbone results in increased expression of CDKN1A mRNA CTD PMID:36122806 NCBI chr20:7,150,820...7,161,373
Ensembl chr20:7,153,958...7,164,969 		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 9:67,679,502...67,747,226
Ensembl chr 9:67,679,559...67,726,434 		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 1:252,908,748...252,944,273
Ensembl chr 1:252,908,749...252,944,273 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 decreases expression ISO zerumbone results in decreased expression of CYP1A1 mRNA CTD PMID:36122806 NCBI chr 8:66,991,940...66,998,014
Ensembl chr 8:66,991,970...66,998,012 		JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 increases expression ISO zerumbone results in increased expression of CYP1A2 mRNA CTD PMID:36122806 NCBI chr 8:66,971,261...66,978,149
Ensembl chr 8:66,971,261...66,978,149 		JBrowse link
G Cyp2c6 cytochrome P450, family 2, subfamily C, polypeptide 6 increases expression ISO zerumbone results in increased expression of CYP2C19 mRNA CTD PMID:36122806 NCBI chr 1:247,879,058...247,916,804
Ensembl chr 1:247,879,078...247,916,798 		JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 decreases expression ISO zerumbone results in decreased expression of CYP2D6 mRNA CTD PMID:36122806 NCBI chr 7:115,762,662...115,771,832
Ensembl chr 7:115,761,696...115,771,837 		JBrowse link
G Ern1 endoplasmic reticulum to nucleus signaling 1 increases expression ISO zerumbone results in increased expression of ERN1 mRNA CTD PMID:36122806 NCBI chr10:91,826,663...91,920,976
Ensembl chr10:91,830,428...91,920,791 		JBrowse link
G Gadd45a growth arrest and DNA-damage-inducible, alpha increases expression ISO zerumbone results in increased expression of GADD45A mRNA CTD PMID:36122806 NCBI chr 4:97,484,497...97,486,799
Ensembl chr 4:97,484,502...97,486,807 		JBrowse link
G Gpx1 glutathione peroxidase 1 increases expression ISO zerumbone results in increased expression of GPX1 mRNA CTD PMID:15122579 NCBI chr 8:117,905,462...117,906,588
Ensembl chr 8:117,905,280...117,906,581 		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 1:210,767,237...210,770,242
Ensembl chr 1:210,767,237...210,769,705 		JBrowse link
G Icam1 intercellular adhesion molecule 1 decreases expression ISO zerumbone results in decreased expression of ICAM1 mRNA CTD PMID:16007145 NCBI chr 8:27,829,688...27,841,618
Ensembl chr 8:27,829,161...27,841,617 		JBrowse link
G Igf1 insulin-like growth factor 1 decreases expression ISO zerumbone results in decreased expression of IGF1 mRNA CTD PMID:36122806 NCBI chr 7:24,169,608...24,249,446
Ensembl chr 7:24,130,137...24,246,764 		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 chr16:76,021,968...76,075,717
Ensembl chr16:76,022,008...76,081,911 		JBrowse link
G Il1b interleukin 1 beta decreases expression
multiple interactions
decreases secretion 		ISO zerumbone results in decreased expression of IL1B mRNA
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]
zerumbone results in decreased secretion of IL1B protein 		CTD PMID:27567548 NCBI chr 3:137,030,200...137,036,581
Ensembl chr 3:137,030,205...137,036,601 		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 4:5,889,999...5,894,575
Ensembl chr 4:5,889,999...5,894,610 		JBrowse link
G Map1lc3a microtubule-associated protein 1 light chain 3 alpha decreases expression ISO zerumbone results in decreased expression of MAP1LC3A mRNA CTD PMID:36122806 NCBI chr 3:164,243,204...164,244,850
Ensembl chr 3:164,243,093...164,244,850 		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 chr10:88,665,417...88,715,669
Ensembl chr10:88,665,417...88,715,592 		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 chr11:97,462,025...97,529,193
Ensembl chr11:97,462,025...97,527,825 		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 1:190,797,189...190,803,411
Ensembl chr 1:190,797,185...190,803,411 		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 chr19:30,327,643...30,355,856
Ensembl chr19:30,327,643...30,355,856 		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 8:12,925,267...12,938,828
Ensembl chr 8:12,925,280...12,938,826 		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 3:174,103,474...174,111,434
Ensembl chr 3:174,084,123...174,111,442 		JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor decreases expression ISO zerumbone results in decreased expression of MYC mRNA CTD PMID:16007145 PMID:36122806 NCBI chr 7:95,483,105...95,488,031
Ensembl chr 7:95,483,105...95,488,028 		JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions
decreases expression 		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]
zerumbone results in decreased expression of NFKB1 mRNA 		CTD PMID:16007145 PMID:36122806 NCBI chr 2:226,689,745...226,805,897
Ensembl chr 2:226,689,745...226,783,088 		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 6:78,593,844...78,597,307
Ensembl chr 6:78,593,847...78,597,072 		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 chr10:64,313,335...64,349,221
Ensembl chr10:64,313,335...64,401,880 		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 chr19:52,205,374...52,220,267
Ensembl chr19:52,205,314...52,220,260 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage
decreases expression 		ISO zerumbone analog results in increased cleavage of PARP1 protein; zerumbone results in increased cleavage of PARP1 protein
zerumbone results in decreased expression of PARP1 mRNA 		CTD PMID:16007145 PMID:28987329 PMID:36122806 NCBI chr13:94,839,484...94,871,295
Ensembl chr13:94,839,433...94,871,567 		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 3:139,951,948...139,955,820
Ensembl chr 3:139,951,941...139,955,901 		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 results in decreased expression of PTGS2 mRNA
zerumbone inhibits the reaction [DDT results in increased expression of PTGS2 mRNA]; zerumbone inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of PTGS2 mRNA] 		CTD PMID:15122579 PMID:16007145 PMID:20865247 PMID:28442377 NCBI chr13:64,714,063...64,722,320
Ensembl chr13:64,713,619...64,722,320 		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 1:212,354,336...212,364,815
Ensembl chr 1:212,333,035...212,364,817 		JBrowse link
G Sod2 superoxide dismutase 2 increases expression ISO zerumbone results in increased expression of SOD2 mRNA CTD PMID:15122579 NCBI chr 1:50,043,323...50,050,168
Ensembl chr 1:50,043,325...50,050,168 		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 chr20:3,626,685...3,629,303
Ensembl chr20:3,626,532...3,629,303 		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 4:159,837,119...159,849,817
Ensembl chr 4:159,837,032...159,849,816 		JBrowse link
G Tp53 tumor protein p53 decreases expression ISO zerumbone results in decreased expression of TP53 mRNA CTD PMID:36122806 NCBI chr10:54,798,871...54,810,300
Ensembl chr10:54,798,851...54,810,299 		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 chr19:50,046,057...50,048,158
Ensembl chr19:50,046,061...50,052,550 		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 3:38,607,707...38,639,641
Ensembl chr 3:38,619,506...38,636,264 		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 3:28,740,098...28,764,752
Ensembl chr 3:28,740,098...28,764,691 		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 9:22,452,854...22,468,194
Ensembl chr 9:22,439,392...22,468,194 		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:125,756,107...125,803,979
Ensembl chr  X:125,737,971...125,803,978 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 20849
    role 20820
      application 20622
        anti-inflammatory agent 16840
          zerumbone 52
            5-hydroxyzerumbone 0
            zerumboneoxide 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20849
    subatomic particle 20847
      composite particle 20860
        hadron 20847
          baryon 20860
            nucleon 20847
              atomic nucleus 20847
                atom 20860
                  main group element atom 20781
                    main group molecular entity 20781
                      s-block molecular entity 20565
                        hydrogen molecular entity 20549
                          hydrides 19684
                            organic hydride 19084
                              organic fundamental parent 19071
                                hydrocarbon 18736
                                  terpene 14168
                                    sesquiterpene 3626
                                      humulane 52
                                        humulene 52
                                          alpha-humulene 52
                                            zerumbone 52
                                              5-hydroxyzerumbone 0
                                              zerumboneoxide 0
paths to the root