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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:anethole
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Accession:CHEBI:2716 term browser browse the term
Definition:A monomethoxybenzene that is methoxybenzene substituted by a prop-1-en-1-yl group at position 4.
Synonyms:exact_synonym: 1-methoxy-4-(prop-1-en-1-yl)benzene
 related_synonym: Formula=C10H12O;   InChI=1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3;   InChIKey=RUVINXPYWBROJD-UHFFFAOYSA-N;   SMILES=COc1ccc(C=CC)cc1;   methyl 4-(prop-1-en-1-yl)phenyl ether;   p-propenylanisole
 xref: CAS:104-46-1;   LINCS:LSM-37103
 xref_mesh: MESH:C006578
 xref: PMID:24689303;   Reaxys:774229


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anethole term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions ISO anethole inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of AHR protein] CTD PMID:29191726 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation ISO anethole results in decreased phosphorylation of AKT1 protein CTD PMID:21212515 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions ISO anethole inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA] CTD PMID:29191726 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Esr1 estrogen receptor 1 affects binding
multiple interactions
ISO
EXP
anethole metabolite binds to ESR1 protein
anethole analog binds to ESR1 protein
anethole metabolite inhibits the reaction [Estradiol binds to ESR1 protein]
CTD PMID:12818366, PMID:27420082 NCBI chr 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
JBrowse link
G Ggt1 gamma-glutamyltransferase 1 decreases activity EXP anethole analog results in decreased activity of GGT1 protein CTD PMID:20171274 NCBI chr20:14,019,723...14,045,781
Ensembl chr20:14,019,723...14,025,068
JBrowse link
G Gsta2 glutathione S-transferase alpha 2 increases expression EXP anethole results in increased expression of GSTA2 protein CTD PMID:8406240 NCBI chr 8:85,640,081...85,645,621 JBrowse link
G Ikbkb inhibitor of nuclear factor kappa B kinase subunit beta decreases activity ISO anethole results in decreased activity of IKBKB protein CTD PMID:10871845 NCBI chr16:74,177,233...74,230,809
Ensembl chr16:74,177,215...74,230,815
JBrowse link
G Il2 interleukin 2 multiple interactions ISO anethole inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with Ionomycin] results in increased expression of IL2 mRNA]; anethole inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with Ionomycin] results in increased secretion of IL2 protein] CTD PMID:16531003 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Map2k1 mitogen activated protein kinase kinase 1 multiple interactions ISO anethole inhibits the reaction [TNF protein results in increased activity of MAP2K1 protein] CTD PMID:10871845 NCBI chr 8:69,134,218...69,722,573
Ensembl chr 8:69,134,223...69,164,758
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation ISO anethole results in decreased phosphorylation of MAPK1 protein CTD PMID:21212515 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 ISO anethole results in decreased phosphorylation of MAPK3 protein CTD PMID:21212515 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO anethole inhibits the reaction [TNF protein results in increased activity of MAPK8 protein] CTD PMID:10871845 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases expression
decreases activity
ISO anethole results in decreased expression of MMP2 mRNA
anethole results in decreased activity of MMP2 protein
CTD PMID:21212515 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases activity
decreases expression
ISO anethole results in decreased activity of MMP9 protein
anethole results in decreased expression of MMP9 mRNA
CTD PMID:21212515 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO anethole inhibits the reaction [Ceramides results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Hydrogen Peroxide results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Lipopolysaccharides results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Okadaic Acid results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:10871845 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
decreases degradation
ISO anethole inhibits the reaction [TNF protein results in increased degradation of NFKBIA protein]; anethole inhibits the reaction [TNF protein results in increased phosphorylation of NFKBIA protein]
anethole results in decreased degradation of NFKBIA protein
CTD PMID:10871845, PMID:21212515 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO anethole inhibits the reaction [TNF protein results in increased cleavage of PARP1 protein] CTD PMID:10871845 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Plau plasminogen activator, urokinase decreases expression ISO anethole results in decreased expression of PLAU mRNA CTD PMID:21212515 NCBI chr15:3,644,296...3,650,765
Ensembl chr15:3,644,769...3,650,819
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO anethole inhibits the reaction [Ceramides results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Hydrogen Peroxide results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Lipopolysaccharides results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Okadaic Acid results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:10871845 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 increases expression ISO anethole results in increased expression of TIMP1 mRNA CTD PMID:21212515 NCBI chr  X:1,364,771...1,369,451
Ensembl chr  X:1,364,786...1,369,384
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO anethole inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [TNF protein results in increased activity of MAP2K1 protein]; anethole inhibits the reaction [TNF protein results in increased activity of MAPK8 protein]; anethole inhibits the reaction [TNF protein results in increased cleavage of PARP1 protein]; anethole inhibits the reaction [TNF protein results in increased degradation of NFKBIA protein]; anethole inhibits the reaction [TNF protein results in increased phosphorylation of NFKBIA protein] CTD PMID:10871845 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
trans-anethole term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor multiple interactions ISO anethole inhibits the reaction [Tetrachlorodibenzodioxin results in increased activity of AHR protein] CTD PMID:29191726 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Akt1 AKT serine/threonine kinase 1 decreases phosphorylation ISO anethole results in decreased phosphorylation of AKT1 protein CTD PMID:21212515 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions ISO anethole inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA] CTD PMID:29191726 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Esr1 estrogen receptor 1 affects binding
multiple interactions
ISO
EXP
anethole metabolite binds to ESR1 protein
anethole analog binds to ESR1 protein
anethole metabolite inhibits the reaction [Estradiol binds to ESR1 protein]
CTD PMID:12818366, PMID:27420082 NCBI chr 1:41,192,029...41,594,799
Ensembl chr 1:41,192,824...41,594,796
JBrowse link
G Ggt1 gamma-glutamyltransferase 1 decreases activity EXP anethole analog results in decreased activity of GGT1 protein CTD PMID:20171274 NCBI chr20:14,019,723...14,045,781
Ensembl chr20:14,019,723...14,025,068
JBrowse link
G Gsta2 glutathione S-transferase alpha 2 increases expression EXP anethole results in increased expression of GSTA2 protein CTD PMID:8406240 NCBI chr 8:85,640,081...85,645,621 JBrowse link
G Ikbkb inhibitor of nuclear factor kappa B kinase subunit beta decreases activity ISO anethole results in decreased activity of IKBKB protein CTD PMID:10871845 NCBI chr16:74,177,233...74,230,809
Ensembl chr16:74,177,215...74,230,815
JBrowse link
G Il2 interleukin 2 multiple interactions ISO anethole inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with Ionomycin] results in increased expression of IL2 mRNA]; anethole inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with Ionomycin] results in increased secretion of IL2 protein] CTD PMID:16531003 NCBI chr 2:123,847,150...123,851,854
Ensembl chr 2:123,847,150...123,851,854
JBrowse link
G Map2k1 mitogen activated protein kinase kinase 1 multiple interactions ISO anethole inhibits the reaction [TNF protein results in increased activity of MAP2K1 protein] CTD PMID:10871845 NCBI chr 8:69,134,218...69,722,573
Ensembl chr 8:69,134,223...69,164,758
JBrowse link
G Mapk1 mitogen activated protein kinase 1 decreases phosphorylation ISO anethole results in decreased phosphorylation of MAPK1 protein CTD PMID:21212515 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 ISO anethole results in decreased phosphorylation of MAPK3 protein CTD PMID:21212515 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 multiple interactions ISO anethole inhibits the reaction [TNF protein results in increased activity of MAPK8 protein] CTD PMID:10871845 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases activity
decreases expression
ISO anethole results in decreased activity of MMP2 protein
anethole results in decreased expression of MMP2 mRNA
CTD PMID:21212515 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases activity
decreases expression
ISO anethole results in decreased activity of MMP9 protein
anethole results in decreased expression of MMP9 mRNA
CTD PMID:21212515 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO anethole inhibits the reaction [Ceramides results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Hydrogen Peroxide results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Lipopolysaccharides results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Okadaic Acid results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:10871845 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
decreases degradation
ISO anethole inhibits the reaction [TNF protein results in increased degradation of NFKBIA protein]; anethole inhibits the reaction [TNF protein results in increased phosphorylation of NFKBIA protein]
anethole results in decreased degradation of NFKBIA protein
CTD PMID:10871845, PMID:21212515 NCBI chr 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO anethole inhibits the reaction [TNF protein results in increased cleavage of PARP1 protein] CTD PMID:10871845 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Plau plasminogen activator, urokinase decreases expression ISO anethole results in decreased expression of PLAU mRNA CTD PMID:21212515 NCBI chr15:3,644,296...3,650,765
Ensembl chr15:3,644,769...3,650,819
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO anethole inhibits the reaction [Ceramides results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Hydrogen Peroxide results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Lipopolysaccharides results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [Okadaic Acid results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:10871845 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Timp1 TIMP metallopeptidase inhibitor 1 increases expression ISO anethole results in increased expression of TIMP1 mRNA CTD PMID:21212515 NCBI chr  X:1,364,771...1,369,451
Ensembl chr  X:1,364,786...1,369,384
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO anethole inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]; anethole inhibits the reaction [TNF protein results in increased activity of MAP2K1 protein]; anethole inhibits the reaction [TNF protein results in increased activity of MAPK8 protein]; anethole inhibits the reaction [TNF protein results in increased cleavage of PARP1 protein]; anethole inhibits the reaction [TNF protein results in increased degradation of NFKBIA protein]; anethole inhibits the reaction [TNF protein results in increased phosphorylation of NFKBIA protein] CTD PMID:10871845 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      biological role 19764
        biochemical role 19313
          metabolite 19294
            eukaryotic metabolite 18943
              plant metabolite 17424
                anethole 21
                  cis-anethole 0
                  trans-anethole 21
Path 2
Term Annotations click to browse term
  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
                                          anethole 21
                                            cis-anethole 0
                                            trans-anethole 21
paths to the root

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.