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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:zingerone
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Accession:CHEBI:68657 term browser browse the term
Definition:A methyl ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at positions 3 and 4 by methoxy and hydroxy groups respectively. The major pungent component in ginger.
Synonyms:exact_synonym: 4-(4-hydroxy-3-methoxyphenyl)butan-2-one
 related_synonym: (0)-Paradol;   (4-Hydroxy-3-methoxyphenyl)ethyl methyl ketone;   2-(4-Hydroxy-3-methoxyphenyl)ethyl methyl ketone;   3-Methoxy-4-hydroxybenzylacetone;   4-(3-Methoxy-4-hydroxyphenyl)-2-butanone;   4-(3-methoxy-4-hydroxyphenyl)butan-2-one;   4-(4-Hydroxy-3-methoxyphenyl)-2-butanone;   4-Hydroxy-3-methoxybenzylacetone;   Formula=C11H14O3;   Gingerone;   InChI=1S/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3;   InChIKey=OJYLAHXKWMRDGS-UHFFFAOYSA-N;   SMILES=COc1cc(CCC(C)=O)ccc1O;   Vanillylacetone;   Zingherone;   Zingiberone
 xref: Beilstein:2051099;   CAS:122-48-5;   HMDB:HMDB0032590;   KEGG:C17497
 xref_mesh: MESH:C013738
 xref: PMID:18472135;   PMID:18670185;   PMID:19367122;   PMID:19459736;   PMID:19463966;   PMID:20211236;   PMID:20606379;   PMID:20713432;   PMID:20799069;   PMID:21335001;   PMID:21551955;   PMID:21769642;   PMID:21802408;   PMID:21929329;   PMID:22173270;   PMID:22329630;   PMID:22596078;   Patent:DE102009055915;   Patent:EP1336602;   Patent:EP2327393;   Patent:US2002051800;   Patent:US2003068276;   Patent:US5035882;   Patent:US5908770;   Patent:US6306429;   Patent:US6432441;   Patent:US6500797;   Patent:WO2011063863;   Patent:WO2011063864;   Patent:WO2011063865;   Reaxys:2051099;   Wikipedia:Zingerone



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zingerone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase multiple interactions
affects activity
EXP zingerone affects the reaction [Vancomycin affects the activity of ACHE protein]
zingerone affects the activity of ACHE protein
CTD PMID:31454121 NCBI chr12:19,407,359...19,413,713
Ensembl chr12:19,407,360...19,413,651
JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO zingerone results in decreased expression of and results in decreased phosphorylation of AKT1 protein CTD PMID:32905641 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
JBrowse link
G Ar androgen receptor multiple interactions ISO zingerone binds to and results in decreased activity of AR protein CTD PMID:20226658 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases expression
EXP
ISO
zingerone inhibits the reaction [Ethanol results in increased expression of BAX protein]
zingerone results in increased expression of BAX protein
CTD PMID:28442378 PMID:31476248 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
JBrowse link
G Bche butyrylcholinesterase affects activity
multiple interactions
EXP zingerone affects the activity of BCHE protein
zingerone affects the reaction [Vancomycin affects the activity of BCHE protein]
CTD PMID:31454121 NCBI chr 2:158,308,674...158,401,148
Ensembl chr 2:158,307,584...158,401,148
JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions
decreases expression
EXP
ISO
zingerone inhibits the reaction [Ethanol results in decreased expression of BCL2 protein]
zingerone results in decreased expression of BCL2 protein
CTD PMID:28442378 PMID:31476248 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Bid BH3 interacting domain death agonist increases expression ISO zingerone results in increased expression of BID protein CTD PMID:31476248 NCBI chr 4:154,113,198...154,136,353
Ensembl chr 4:154,113,198...154,134,720
JBrowse link
G Casp3 caspase 3 multiple interactions EXP zingerone inhibits the reaction [Ethanol results in increased expression of CASP3 protein] CTD PMID:28442378 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp9 caspase 9 multiple interactions EXP zingerone inhibits the reaction [Ethanol results in increased expression of CASP9 protein] CTD PMID:28442378 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Cat catalase multiple interactions EXP zingerone inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased activity of CAT protein] CTD PMID:31476248 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccnd1 cyclin D1 multiple interactions EXP zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of CCND1] CTD PMID:30720227 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Ceacam1 CEA cell adhesion molecule 1 multiple interactions EXP zingerone inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in increased expression of CEACAM5 protein] CTD PMID:31476248 NCBI chr 1:81,043,595...81,060,050
Ensembl chr 1:81,043,595...81,059,992
JBrowse link
G Cyb5a cytochrome b5 type A multiple interactions EXP zingerone inhibits the reaction [Ethanol results in increased activity of CYB5A protein] CTD PMID:28442378 NCBI chr18:78,213,067...78,245,677
Ensembl chr18:78,202,342...78,258,535
Ensembl chr18:78,202,342...78,258,535
JBrowse link
G Cyb5r3 cytochrome b5 reductase 3 multiple interactions EXP zingerone inhibits the reaction [Ethanol results in increased activity of CYB5R3 protein] CTD PMID:28442378 NCBI chr 7:114,306,686...114,324,247
Ensembl chr 7:114,306,685...114,324,298
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 multiple interactions EXP zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of CYP2E1 protein]; zingerone inhibits the reaction [Ethanol results in increased activity of CYP2E1 protein] CTD PMID:28442378 PMID:30720227 NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions EXP zingerone inhibits the reaction [9,10-Dimethyl-1,2-benzanthracene results in decreased activity of GSR protein] CTD PMID:31476248 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Hmgcr 3-hydroxy-3-methylglutaryl-CoA reductase multiple interactions EXP zingerone inhibits the reaction [Ethanol results in increased activity of HMGCR protein] CTD PMID:28442378 NCBI chr 2:27,997,523...28,018,983
Ensembl chr 2:27,997,525...28,019,703
JBrowse link
G Ifng interferon gamma multiple interactions ISO zingerone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of IFNG protein] CTD PMID:29289488 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il6 interleukin 6 multiple interactions ISO
EXP
zingerone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of IL6 protein]
zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of IL6 protein]
CTD PMID:29289488 PMID:30720227 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Irf3 interferon regulatory factor 3 multiple interactions ISO zingerone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased phosphorylation of IRF3 protein] CTD PMID:29289488 NCBI chr 1:95,479,966...95,484,926
Ensembl chr 1:95,479,821...95,484,935
JBrowse link
G Lcat lecithin cholesterol acyltransferase multiple interactions EXP zingerone inhibits the reaction [Ethanol results in decreased activity of LCAT protein] CTD PMID:28442378 NCBI chr19:33,834,748...33,838,214
Ensembl chr19:33,834,403...33,838,231
JBrowse link
G LOC686683 similar to olfactory receptor 73 multiple interactions ISO zingerone binds to and results in increased activity of OLFR73 protein CTD PMID:21142015 NCBI chr 3:73,516,522...73,517,463 JBrowse link
G Lpl lipoprotein lipase multiple interactions EXP zingerone inhibits the reaction [Ethanol results in decreased activity of LPL protein] CTD PMID:28442378 NCBI chr16:20,830,055...20,853,855
Ensembl chr16:20,829,465...20,855,249
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation EXP zingerone results in decreased phosphorylation of MAPK1 protein CTD PMID:20211236 NCBI chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
JBrowse link
G Mapk3 mitogen activated protein kinase 3 decreases phosphorylation EXP zingerone results in decreased phosphorylation of MAPK3 protein CTD PMID:20211236 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mki67 marker of proliferation Ki-67 multiple interactions EXP zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of MKI67 protein] CTD PMID:30720227 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions ISO zingerone results in decreased expression of and results in decreased phosphorylation of MTOR protein CTD PMID:32905641 NCBI chr 5:158,884,856...158,994,311
Ensembl chr 5:158,884,804...158,994,311
JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions EXP zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of NFE2L2 protein] CTD PMID:30720227 NCBI chr 3:60,594,239...60,621,785
Ensembl chr 3:60,594,242...60,621,737
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 affects localization EXP zingerone affects the localization of NFKB1 protein CTD PMID:20211236 NCBI chr 2:224,016,214...224,132,135
Ensembl chr 2:224,016,214...224,110,404
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO zingerone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in decreased expression of NFKBIA protein] CTD PMID:29289488 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941
JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression
multiple interactions
EXP zingerone results in decreased expression of NOS2 protein
zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of NOS2 protein]
CTD PMID:20211236 PMID:30720227 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions EXP zingerone inhibits the reaction [Ethanol results in decreased activity of NQO1 protein] CTD PMID:28442378 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Pcna proliferating cell nuclear antigen multiple interactions EXP zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of PCNA protein] CTD PMID:30720227 NCBI chr 3:119,499,039...119,502,911
Ensembl chr 3:119,498,810...119,502,995
JBrowse link
G Pon1 paraoxonase 1 multiple interactions
affects activity
EXP zingerone affects the reaction [Vancomycin results in decreased activity of PON1 protein]
zingerone affects the activity of PON1 protein
CTD PMID:31454121 NCBI chr 4:33,294,737...33,325,759
Ensembl chr 4:33,294,722...33,321,360
JBrowse link
G Por cytochrome p450 oxidoreductase multiple interactions EXP zingerone inhibits the reaction [Ethanol results in increased activity of POR protein] CTD PMID:28442378 NCBI chr12:20,951,058...20,999,198
Ensembl chr12:20,951,058...20,999,245
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression
multiple interactions
EXP zingerone results in decreased expression of PTGS2 protein
zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of PTGS2 protein]
CTD PMID:20211236 PMID:30720227 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP zingerone affects the localization of and results in increased phosphorylation of RELA protein; zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of RELA protein] CTD PMID:20211236 PMID:30720227 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions EXP zingerone inhibits the reaction [Streptozocin results in increased expression of TGFB1 protein] CTD PMID:28904557 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions ISO zingerone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of TLR4 protein] CTD PMID:29289488 NCBI chr 5:80,145,867...80,159,501
Ensembl chr 5:80,145,826...80,159,628
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO
EXP
zingerone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in increased expression of TNF protein]
zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of TNF protein]
CTD PMID:29289488 PMID:30720227 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19795
    role 19746
      chemical role 19316
        antioxidant 14437
          zingerone 40
Path 2
Term Annotations click to browse term
  CHEBI ontology 19795
    subatomic particle 19794
      composite particle 19794
        hadron 19794
          baryon 19794
            nucleon 19794
              atomic nucleus 19794
                atom 19794
                  main group element atom 19693
                    p-block element atom 19693
                      carbon group element atom 19614
                        carbon atom 19604
                          organic molecular entity 19604
                            organic molecule 19545
                              organic cyclic compound 19339
                                carbocyclic compound 18310
                                  benzenoid aromatic compound 17480
                                    benzenes 17269
                                      methoxybenzenes 1898
                                        monomethoxybenzene 1757
                                          zingerone 40
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