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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 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;   Zingherone;   Zingiberone;   vanillylacetone
 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 chr12:22,472,358...22,477,052
Ensembl chr12:22,472,358...22,478,753
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:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
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 2:171,104,476...171,196,186
Ensembl chr 2:171,100,140...171,196,395
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 4:153,439,812...153,465,247
Ensembl chr 4:153,442,218...153,465,203
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
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 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Ceacam4 CEA cell adhesion molecule 4 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 1:81,643,809...81,650,085
Ensembl chr 1:81,643,816...81,650,094
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 chr18:81,694,818...81,726,821
Ensembl chr18:81,694,808...81,726,821
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 7:124,024,003...124,041,564
Ensembl chr 7:124,023,995...124,041,594
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 1:213,511,892...213,522,195
Ensembl chr 1:213,511,874...213,535,542
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 chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
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 2:27,480,224...27,500,654
Ensembl chr 2:27,480,226...27,500,654
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 7:61,337,383...61,341,419
Ensembl chr 7:61,337,381...61,341,419
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 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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 1:100,992,244...100,997,202
Ensembl chr 1:100,992,405...100,997,198
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 chr19:37,913,333...37,916,799
Ensembl chr19:37,913,336...37,916,813
JBrowse link
G LOC100912605 olfactory receptor 5D14-like multiple interactions ISO zingerone binds to and results in increased activity of OLFR73 protein CTD PMID:21142015 NCBI chr 3:76,255,179...76,256,129
Ensembl chr 3:76,255,179...76,256,129
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 chr16:22,537,687...22,561,487
Ensembl chr16:22,537,056...22,561,496
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation EXP zingerone results in decreased phosphorylation of MAPK1 protein CTD PMID:20211236 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
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 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
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 1:207,993,895...208,020,454
Ensembl chr 1:207,993,895...208,020,454
JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions EXP zingerone inhibits the reaction [1,2-Dimethylhydrazine results in increased expression of NFE2L2 protein] CTD PMID:30720227 NCBI chr 3:62,497,568...62,525,146
Ensembl chr 3:62,497,571...62,524,996
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 2:240,773,520...240,890,053
Ensembl chr 2:240,773,456...240,866,689
JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO zingerone inhibits the reaction [lipopolysaccharide, Escherichia coli O111 B4 results in decreased expression of NFKBIA protein] CTD PMID:29289488 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 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 chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
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 chr19:38,422,210...38,437,103
Ensembl chr19:38,422,164...38,437,180
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 3:124,880,698...124,884,570
Ensembl chr 3:124,880,698...124,884,570
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 4:30,249,749...30,276,297
Ensembl chr 4:30,249,742...30,276,372
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 chr12:23,998,411...24,017,063
Ensembl chr12:23,998,411...24,046,814
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 chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions 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 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
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 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
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 5:82,587,424...82,601,056
Ensembl chr 5:82,587,420...82,601,052
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

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  CHEBI ontology 19816
    role 19764
      chemical role 19288
        antioxidant 14226
          zingerone 38
Path 2
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  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic molecule 19522
                              organic cyclic compound 19320
                                carbocyclic compound 18222
                                  benzenoid aromatic compound 17254
                                    benzenes 17010
                                      methoxybenzenes 1835
                                        monomethoxybenzene 1741
                                          zingerone 38
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.