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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:trans-isoeugenol
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Accession:CHEBI:50545 term browser browse the term
Definition:The trans-stereoisomer of isoeugenol.
Synonyms:related_synonym: (E)-2-Methoxy-4-(prop-1-enyl)phenol;   2-Methoxy-4-[(1E)-1-propenyl]phenol;   2-Methoxy-4-[(1E)-prop-1-en-1-yl]phenol;   2-Methoxy-4-propenylphenol;   3-Methoxy-4-hydroxypropenylbenzene;   4-Hydroxy-3-methoxy-1-propen-1-ylbenzene;   4-Hydroxy-3-methoxy-1-propenylbenzene;   Formula=C10H12O2;   InChI=1S/C10H12O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h3-7,11H,1-2H3/b4-3+;   InChIKey=BJIOGJUNALELMI-ONEGZZNKSA-N;   Isoeugenol (I);   Isoeugenol E;   Isoeugenol Z;   Isoeugenol trans-form;   Propenylgualacol;   SMILES=COc1cc(\\C=C\\C)ccc1O;   iso-Eugenol 2;   trans-2-Methoxy-4-propenylphenol;   trans-2-methoxy-4-(1-propenyl)phenol;   trans-4-Propenylgualacol;   trans-p-Propenylquaiacol
 xref: Beilstein:2046156;   CAS:5932-68-3;   CAS:97-54-1;   HMDB:HMDB0005802;   KEGG:C10469;   KNApSAcK:C00000620
 xref_mesh: MESH:C036643
 xref: MetaCyc:ISOEUGENOL;   PMID:15964168;   PMID:24421258;   Reaxys:2046156



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trans-isoeugenol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor affects localization
multiple interactions
increases activity
ISO isoeugenol affects the localization of AHR protein
3'-methoxy-4'-nitroflavone inhibits the reaction [isoeugenol results in increased activity of AHR protein]
CTD PMID:16972787 PMID:22686307 NCBI chr 6:52,234,089...52,271,568
Ensembl chr 6:52,234,089...52,271,568
JBrowse link
G Ahrr aryl-hydrocarbon receptor repressor increases expression ISO isoeugenol results in increased expression of AHRR mRNA CTD PMID:22686307 NCBI chr 1:28,993,634...29,088,673
Ensembl chr 1:28,993,634...29,088,673
JBrowse link
G Akr1b1 aldo-keto reductase family 1 member B1 increases expression ISO isoeugenol results in increased expression of AKR1B1 mRNA CTD PMID:20566472 NCBI chr 4:62,932,033...62,946,126
Ensembl chr 4:62,932,031...62,946,157
JBrowse link
G Akr1b10 aldo-keto reductase family 1 member B10 increases expression ISO isoeugenol results in increased expression of AKR1B10 mRNA CTD PMID:20566472 NCBI chr 4:63,038,459...63,060,336
Ensembl chr 4:63,040,169...63,053,852
JBrowse link
G Akr1c1 aldo-keto reductase family 1, member C1 increases expression ISO isoeugenol results in increased expression of AKR1C1 mRNA CTD PMID:20566472 NCBI chr17:65,810,474...65,837,385
Ensembl chr17:65,810,475...65,837,326
JBrowse link
G Akr1c2 aldo-keto reductase family 1, member C2 increases expression
increases activity
ISO isoeugenol results in increased expression of AKR1C2 mRNA
isoeugenol results in increased activity of AKR1C2 promoter
CTD PMID:20491607 PMID:21195160 NCBI chr17:65,759,778...65,808,013
Ensembl chr17:65,759,788...65,775,764
JBrowse link
G Akr1c3 aldo-keto reductase family 1, member C3 increases expression ISO isoeugenol results in increased expression of AKR1C3 mRNA CTD PMID:20566472 NCBI chr17:66,110,970...66,127,867
Ensembl chr17:66,110,963...66,127,873
JBrowse link
G Ar androgen receptor affects binding EXP isoeugenol binds to AR protein CTD PMID:14565775 NCBI chr  X:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925
JBrowse link
G Atf3 activating transcription factor 3 increases expression ISO isoeugenol results in increased expression of ATF3 mRNA CTD PMID:23999411 NCBI chr13:102,751,278...102,800,520
Ensembl chr13:102,751,321...102,764,631
JBrowse link
G Cat catalase increases expression ISO isoeugenol results in increased expression of CAT mRNA CTD PMID:20566472 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 decreases secretion ISO isoeugenol results in decreased secretion of CCL2 protein CTD PMID:20488241 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Ccl27 C-C motif chemokine ligand 27 increases expression ISO isoeugenol results in increased expression of CCL27 mRNA CTD PMID:17936526 NCBI chr 5:56,941,402...56,948,511
Ensembl chr 5:56,941,402...56,948,506
JBrowse link
G Cd274 CD274 molecule increases expression ISO isoeugenol results in increased expression of CD274 protein CTD PMID:20488241 NCBI chr 1:227,116,674...227,137,379
Ensembl chr 1:227,116,649...227,134,450
JBrowse link
G Cdk6 cyclin-dependent kinase 6 decreases expression ISO isoeugenol results in decreased expression of CDK6 protein CTD PMID:22686307 NCBI chr 4:30,637,650...30,829,688
Ensembl chr 4:30,646,460...30,829,634
JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B increases expression ISO isoeugenol results in increased expression of CDKN1B protein CTD PMID:22686307 NCBI chr 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
JBrowse link
G Cxcl2 C-X-C motif chemokine ligand 2 increases expression ISO isoeugenol results in increased expression of CXCL2 protein CTD PMID:23178550 NCBI chr14:17,181,030...17,183,075
Ensembl chr14:17,181,062...17,183,075
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression ISO isoeugenol results in increased expression of CYP1A1 mRNA CTD PMID:20491607 PMID:22686307 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125
JBrowse link
G Dnajb4 DnaJ heat shock protein family (Hsp40) member B4 increases expression ISO isoeugenol results in increased expression of DNAJB4 mRNA CTD PMID:23999411 PMID:27965148 NCBI chr 2:241,129,346...241,159,272
Ensembl chr 2:241,130,340...241,159,089
JBrowse link
G Fech ferrochelatase increases expression ISO isoeugenol results in increased expression of FECH mRNA CTD PMID:20566472 NCBI chr18:57,945,123...57,978,327
Ensembl chr18:57,945,122...57,979,348
JBrowse link
G Ftl1 ferritin light chain 1 increases expression ISO isoeugenol results in increased expression of FTL mRNA CTD PMID:20566472 NCBI chr 1:95,936,387...95,938,234
Ensembl chr 1:95,936,387...95,939,725
Ensembl chr10:95,936,387...95,939,725
JBrowse link
G G6pd glucose-6-phosphate dehydrogenase increases expression ISO isoeugenol results in increased expression of G6PD mRNA CTD PMID:20566472 NCBI chr  X:152,201,081...152,220,863
Ensembl chr  X:152,201,098...152,220,801
JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit increases expression ISO isoeugenol results in increased expression of GCLC mRNA CTD PMID:20566472 NCBI chr 8:78,629,899...78,668,547
Ensembl chr 8:78,630,127...78,668,544
JBrowse link
G Gclm glutamate cysteine ligase, modifier subunit increases expression ISO isoeugenol results in increased expression of GCLM mRNA CTD PMID:20566472 PMID:23999411 PMID:27965148 NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535
JBrowse link
G Gpx3 glutathione peroxidase 3 increases expression ISO isoeugenol results in increased expression of GPX3 mRNA CTD PMID:20566472 NCBI chr10:39,028,624...39,036,695
Ensembl chr10:39,028,570...39,037,035
JBrowse link
G Gsr glutathione-disulfide reductase increases expression ISO isoeugenol results in increased expression of GSR mRNA CTD PMID:20566472 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Hmox1 heme oxygenase 1 increases expression ISO isoeugenol results in increased expression of HMOX1 mRNA CTD PMID:20491607 PMID:20566472 PMID:23445166 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079
JBrowse link
G Hspa6l-ps1 heat shock protein family A (Hsp70) member 6 like, pseudogene 1 increases expression ISO isoeugenol results in increased expression of HSPA6 mRNA CTD PMID:23999411 NCBI chr13:83,273,176...83,274,317 JBrowse link
G Hsph1 heat shock protein family H (Hsp110) member 1 increases expression ISO isoeugenol results in increased expression of HSPH1 mRNA CTD PMID:23999411 NCBI chr12:5,390,916...5,410,224
Ensembl chr12:5,390,922...5,410,224
JBrowse link
G Ifng interferon gamma increases secretion ISO isoeugenol results in increased secretion of IFNG protein CTD PMID:22245253 NCBI chr 7:53,903,339...53,907,375
Ensembl chr 7:53,903,337...53,907,375
JBrowse link
G Il18 interleukin 18 increases expression ISO isoeugenol results in increased expression of IL18 protein CTD PMID:23063874 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887
JBrowse link
G Il1a interleukin 1 alpha increases expression ISO isoeugenol results in increased expression of IL1A protein CTD PMID:23178550 NCBI chr 3:116,526,601...116,537,055
Ensembl chr 3:116,526,604...116,536,822
JBrowse link
G Il2 interleukin 2 multiple interactions
increases secretion
ISO isoeugenol inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with Ionomycin] results in increased expression of IL2 mRNA]; isoeugenol inhibits the reaction [[Tetradecanoylphorbol Acetate co-treated with Ionomycin] results in increased secretion of IL2 protein]
isoeugenol results in increased secretion of IL2 protein
CTD PMID:17630204 PMID:22245253 NCBI chr 2:120,004,862...120,009,566
Ensembl chr 2:120,004,862...120,009,566
JBrowse link
G Il6 interleukin 6 increases secretion ISO isoeugenol results in increased secretion of IL6 protein CTD PMID:22245253 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Maff MAF bZIP transcription factor F increases expression ISO isoeugenol results in increased expression of MAFF mRNA CTD PMID:20491607 PMID:20566472 NCBI chr 7:110,912,367...110,923,711
Ensembl chr 7:110,912,499...110,923,851
JBrowse link
G Mafg MAF bZIP transcription factor G increases expression ISO isoeugenol results in increased expression of MAFG mRNA CTD PMID:20566472 NCBI chr10:105,903,307...105,911,808
Ensembl chr10:105,903,237...105,912,026
JBrowse link
G Mafk MAF bZIP transcription factor K increases expression ISO isoeugenol results in increased expression of MAFK mRNA CTD PMID:20566472 NCBI chr12:14,834,628...14,856,414
Ensembl chr12:14,833,984...14,837,048
Ensembl chr12:14,833,984...14,837,048
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO isoeugenol inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of MAPK1 protein]; MAPK1 protein affects the reaction [isoeugenol affects the expression of NOS2] CTD PMID:17698059 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 multiple interactions ISO isoeugenol inhibits the reaction [Lipopolysaccharides results in increased phosphorylation of MAPK3 protein]; MAPK3 protein affects the reaction [isoeugenol affects the expression of NOS2] CTD PMID:17698059 NCBI chr 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Me1 malic enzyme 1 increases expression ISO isoeugenol results in increased expression of ME1 mRNA CTD PMID:20566472 NCBI chr 8:87,549,043...87,660,251
Ensembl chr 8:87,549,043...87,660,304
JBrowse link
G Mgst1 microsomal glutathione S-transferase 1 increases expression ISO isoeugenol results in increased expression of MGST1 mRNA CTD PMID:20566472 NCBI chr 4:171,029,666...171,044,893
Ensembl chr 4:171,029,630...171,044,892
JBrowse link
G Nfkb1 nuclear factor kappa B subunit 1 multiple interactions ISO isoeugenol inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]] CTD PMID:10871845 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 isoeugenol inhibits the reaction [Lipopolysaccharides results in increased degradation of NFKBIA protein]; NFKBIA protein affects the reaction [isoeugenol affects the expression of NOS2] CTD PMID:17698059 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 multiple interactions ISO isoeugenol inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 mRNA]; isoeugenol inhibits the reaction [Lipopolysaccharides results in increased expression of NOS2 protein]; MAPK1 protein affects the reaction [isoeugenol affects the expression of NOS2]; MAPK3 protein affects the reaction [isoeugenol affects the expression of NOS2]; NFKBIA protein affects the reaction [isoeugenol affects the expression of NOS2] CTD PMID:17698059 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 increases expression ISO isoeugenol results in increased expression of NQO1 mRNA CTD PMID:20491607 PMID:20566472 NCBI chr19:35,295,633...35,310,528
Ensembl chr19:35,295,573...35,310,557
JBrowse link
G Or5d18 olfactory receptor family 5 subfamily D member 18 multiple interactions ISO isoeugenol binds to and results in decreased activity of OR5D18 protein; isoeugenol binds to and results in increased activity of OR5D18 protein CTD PMID:15574817 PMID:21142015 NCBI chr 3:73,516,522...73,517,463
Ensembl chr 3:73,516,364...73,519,858
Ensembl chr 3:73,516,364...73,519,858
JBrowse link
G Pgd phosphogluconate dehydrogenase increases expression ISO isoeugenol results in increased expression of PGD mRNA CTD PMID:20566472 NCBI chr 5:159,582,746...159,598,945
Ensembl chr 5:159,561,271...159,742,778
JBrowse link
G Ptgr1 prostaglandin reductase 1 increases expression ISO isoeugenol results in increased expression of PTGR1 mRNA CTD PMID:20566472 NCBI chr 5:73,784,000...73,802,624
Ensembl chr 5:73,784,009...73,802,666
JBrowse link
G Rb1 RB transcriptional corepressor 1 decreases expression ISO isoeugenol results in decreased expression of RB1 protein CTD PMID:22686307 NCBI chr15:48,371,295...48,502,473
Ensembl chr15:48,371,296...48,502,302
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO isoeugenol inhibits the reaction [Lipopolysaccharides affects the localization of RELA protein]
isoeugenol inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]
CTD PMID:10871845 PMID:17698059 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Socs3 suppressor of cytokine signaling 3 increases expression
multiple interactions
ISO isoeugenol results in increased expression of SOCS3 mRNA; isoeugenol results in increased expression of SOCS3 protein
KT 5720 inhibits the reaction [isoeugenol results in increased expression of SOCS3 mRNA]
CTD PMID:21969073 NCBI chr10:103,193,909...103,197,322
Ensembl chr10:103,193,537...103,197,787
JBrowse link
G Sod1 superoxide dismutase 1 increases expression ISO isoeugenol results in increased expression of SOD1 mRNA CTD PMID:20566472 NCBI chr11:29,456,673...29,462,249
Ensembl chr11:29,456,558...29,462,249
JBrowse link
G Sod2 superoxide dismutase 2 increases expression ISO isoeugenol results in increased expression of SOD2 mRNA CTD PMID:20566472 NCBI chr 1:47,638,318...47,645,163
Ensembl chr 1:47,636,528...47,645,189
JBrowse link
G Sod3 superoxide dismutase 3 increases expression ISO isoeugenol results in increased expression of SOD3 mRNA CTD PMID:20566472 NCBI chr14:58,610,104...58,615,845
Ensembl chr14:58,609,958...58,615,990
JBrowse link
G Srxn1 sulfiredoxin 1 increases expression ISO isoeugenol results in increased expression of SRXN1 mRNA CTD PMID:20566472 NCBI chr 3:140,604,490...140,610,050
Ensembl chr 3:140,599,608...140,628,448
JBrowse link
G Tlr2 toll-like receptor 2 increases expression ISO isoeugenol results in increased expression of TLR2 mRNA CTD PMID:17936526 NCBI chr 2:169,200,620...169,206,819
Ensembl chr 2:169,197,419...169,206,630
JBrowse link
G Tnf tumor necrosis factor multiple interactions
increases secretion
ISO isoeugenol inhibits the reaction [TNF protein results in increased activity of [NFKB1 protein binds to RELA protein]]
isoeugenol results in increased secretion of TNF protein
CTD PMID:10871845 PMID:22245253 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Trim16 tripartite motif-containing 16 multiple interactions
increases expression
ISO [Indomethacin co-treated with isoeugenol] results in increased expression of TRIM16 mRNA
isoeugenol results in increased expression of TRIM16 mRNA
CTD PMID:21284934 NCBI chr10:47,485,982...47,509,010
Ensembl chr10:47,486,297...47,551,907
JBrowse link
G Txn2 thioredoxin 2 increases expression ISO isoeugenol results in increased expression of TXN2 mRNA CTD PMID:20566472 NCBI chr 7:109,496,772...109,510,378
Ensembl chr 7:109,496,761...109,510,359
JBrowse link
G Txnrd1 thioredoxin reductase 1 increases expression ISO isoeugenol results in increased expression of TXNRD1 mRNA CTD PMID:20566472 PMID:23445166 NCBI chr 7:20,830,042...20,914,990
Ensembl chr 7:20,830,045...20,907,863
JBrowse link
G Txnrd2 thioredoxin reductase 2 increases expression ISO isoeugenol results in increased expression of TXNRD2 mRNA CTD PMID:20566472 NCBI chr11:82,519,996...82,568,156
Ensembl chr11:82,519,999...82,568,156
JBrowse link
G Ugt1a6 UDP glucuronosyltransferase family 1 member A6 increases expression ISO isoeugenol results in increased expression of UGT1A6 mRNA CTD PMID:20566472 NCBI chr 9:88,747,213...88,808,465
Ensembl chr 9:88,713,184...88,808,465
JBrowse link
G Zfp36 zinc finger protein 36 increases expression
multiple interactions
ISO isoeugenol results in increased expression of ZFP36 protein
KT 5720 inhibits the reaction [isoeugenol results in increased expression of ZFP36 protein]; SB 203580 inhibits the reaction [isoeugenol results in increased expression of ZFP36 protein]
CTD PMID:21969073 NCBI chr 1:83,669,084...83,671,564
Ensembl chr 1:83,669,084...83,671,564
JBrowse link

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Path 1
Term Annotations click to browse term
  CHEBI ontology 19918
    role 19894
      biological role 19892
        aetiopathogenetic role 19237
          sensitiser 9861
            isoeugenol 62
              trans-isoeugenol 62
                isoeugenol acetate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19918
    subatomic particle 19916
      composite particle 19916
        hadron 19916
          baryon 19916
            nucleon 19916
              atomic nucleus 19916
                atom 19916
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19811
                        carbon atom 19806
                          organic molecular entity 19806
                            organic molecule 19758
                              organic cyclic compound 19565
                                carbocyclic compound 18616
                                  benzenoid aromatic compound 17993
                                    benzenes 17844
                                      methoxybenzenes 2051
                                        monomethoxybenzene 1853
                                          guaiacols 1388
                                            guaiacol 1322
                                              isoeugenol 62
                                                trans-isoeugenol 62
                                                  isoeugenol acetate 0
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