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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:vanillin
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Accession:CHEBI:18346 term browser browse the term
Definition:A member of the class of benzaldehydes carrying methoxy and hydroxy substituents at positions 3 and 4 respectively.
Synonyms:related_synonym: 3-methoxy-4-hydroxybenzaldehyde;   4-Hydroxy-3-methoxy-benzaldehyde;   4-Hydroxy-3-methoxybenzaldehyde;   4-formyl-2-methoxyphenol;   4-hydroxy-m-anisaldehyde;   Formula=C8H8O3;   InChI=1S/C8H8O3/c1-11-8-4-6(5-9)2-3-7(8)10/h2-5,10H,1H3;   InChIKey=MWOOGOJBHIARFG-UHFFFAOYSA-N;   SMILES=[H]C(=O)C1=CC(OC)=C(O)C=C1;   Vanillaldehyde;   methylprotocatechuic aldehyde;   p-hydroxy-m-methoxybenzaldehyde;   p-vanillin;   vaniline;   vanillic aldehyde
 alt_id: CHEBI:15302;   CHEBI:1842;   CHEBI:20380;   CHEBI:48387
 xref: Beilstein:472792;   CAS:121-33-5;   FooDB:FDB000838;   Gmelin:3596;   HMDB:HMDB0012308;   KEGG:C00755;   KEGG:D00091;   KNApSAcK:C00002683;   KNApSAcK:C00029531
 xref_mesh: MESH:C100058
 xref: MetaCyc:VANILLIN;   PDBeChem:V55;   PMCID:PMC7790484;   PMCID:PMC8235570;   PMID:18479250;   PMID:19238838;   PMID:19812218;   PMID:21417387;   PMID:21542597;   PMID:21846089;   PMID:22308371;   PMID:29950589;   PMID:31661600;   PMID:33477040;   PMID:33938405;   PMID:34013088;   PMID:34035660;   UM-BBD_compID:c0193;   Wikipedia:Vanillin


show annotations for term's descendants           Sort by:
vanillin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ache acetylcholinesterase multiple interactions EXP vanillin inhibits the reaction [[Fructose co-treated with Streptozocin] results in increased expression of ACHE protein] CTD PMID:33823243 NCBI chr12:19,406,133...19,413,713
Ensembl chr12:19,407,360...19,413,651 		JBrowse link
G Akr1c2 aldo-keto reductase family 1, member C2 increases expression ISO vanillin results in increased expression of AKR1C2 mRNA CTD PMID:20491607 NCBI chr17:65,759,778...65,808,013
Ensembl chr17:65,759,788...65,775,764 		JBrowse link
G Car1 carbonic anhydrase 1 decreases activity ISO vanillin results in decreased activity of CA1 protein CTD PMID:19231207 NCBI chr 2:86,829,436...86,872,209
Ensembl chr 2:86,861,897...86,872,208 		JBrowse link
G Car2 carbonic anhydrase 2 decreases activity ISO vanillin results in decreased activity of CA2 protein CTD PMID:19231207 NCBI chr 2:86,741,625...86,756,766
Ensembl chr 2:86,741,626...86,756,818 		JBrowse link
G Casp3 caspase 3 multiple interactions EXP vanillin inhibits the reaction [Cisplatin results in increased activity of CASP3 protein]; vanillin inhibits the reaction [Methotrexate results in increased activity of CASP3 protein] CTD PMID:29216766 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Cat catalase multiple interactions ISO
EXP		 vanillin inhibits the reaction [potassium bromate results in increased activity of CAT protein]
vanillin inhibits the reaction [Cadmium Chloride results in decreased activity of CAT protein]
vanillin inhibits the reaction [[Fructose co-treated with Streptozocin] results in decreased activity of CAT protein]		 CTD PMID:26296324 PMID:33823243 PMID:37336463 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 multiple interactions ISO vanillin inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased secretion of CCL2 protein] CTD PMID:36416909 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Ccn2 cellular communication network factor 2 decreases expression ISO vanillin results in decreased expression of CCN2 mRNA CTD PMID:17178418 NCBI chr 1:20,802,199...20,805,315
Ensembl chr 1:20,802,199...20,805,734 		JBrowse link
G Clk2 CDC-like kinase 2 increases expression ISO vanillin results in increased expression of CLK2 mRNA CTD PMID:17178418 NCBI chr 2:174,570,614...174,582,645
Ensembl chr 2:174,570,653...174,588,985 		JBrowse link
G Cst3 cystatin C multiple interactions EXP vanillin inhibits the reaction [Cisplatin results in increased expression of CST3 protein]; vanillin inhibits the reaction [Methotrexate results in increased expression of CST3 protein] CTD PMID:29216766 NCBI chr 3:136,336,923...136,340,796
Ensembl chr 3:136,336,920...136,340,822 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression ISO vanillin results in increased expression of CYP1A1 mRNA CTD PMID:20491607 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
G Ddit4 DNA-damage-inducible transcript 4 increases expression ISO vanillin results in increased expression of DDIT4 mRNA CTD PMID:17178418 NCBI chr20:27,891,989...27,894,088
Ensembl chr20:27,891,998...27,894,105 		JBrowse link
G Dnmt3b DNA methyltransferase 3 beta decreases expression ISO vanillin results in decreased expression of DNMT3B mRNA CTD PMID:17178418 NCBI chr 3:142,130,588...142,169,128
Ensembl chr 3:142,130,592...142,169,124 		JBrowse link
G Dusp6 dual specificity phosphatase 6 decreases expression ISO vanillin results in decreased expression of DUSP6 mRNA CTD PMID:17178418 NCBI chr 7:34,092,848...34,097,186
Ensembl chr 7:34,092,943...34,097,185 		JBrowse link
G Faslg Fas ligand multiple interactions EXP vanillin inhibits the reaction [Cisplatin results in increased expression of FASLG protein]; vanillin inhibits the reaction [Methotrexate results in increased expression of FASLG protein] CTD PMID:29216766 NCBI chr13:74,151,519...74,172,760
Ensembl chr13:74,154,954...74,162,215 		JBrowse link
G Fbp1 fructose-bisphosphatase 1 affects binding ISO vanillin binds to FBP1 protein CTD PMID:33823243 NCBI chr17:2,207,271...2,230,076
Ensembl chr17:2,208,031...2,230,071 		JBrowse link
G Fgfr2 fibroblast growth factor receptor 2 decreases expression ISO vanillin results in decreased expression of FGFR2 mRNA CTD PMID:17178418 NCBI chr 1:184,745,418...184,850,655
Ensembl chr 1:184,745,420...184,850,626 		JBrowse link
G Fzd2 frizzled class receptor 2 decreases expression ISO vanillin results in decreased expression of FZD2 mRNA CTD PMID:17178418 NCBI chr10:87,561,866...87,563,776
Ensembl chr10:87,561,326...87,565,334 		JBrowse link
G G6pc1 glucose-6-phosphatase catalytic subunit 1 affects binding ISO vanillin binds to G6PC1 protein CTD PMID:33823243 NCBI chr10:86,307,400...86,318,766
Ensembl chr10:86,257,668...86,333,804 		JBrowse link
G G6pd glucose-6-phosphate dehydrogenase multiple interactions ISO vanillin inhibits the reaction [Cadmium Chloride results in decreased activity of G6PD protein] CTD PMID:37336463 NCBI chr  X:152,201,081...152,220,863
Ensembl chr  X:152,201,098...152,220,801 		JBrowse link
G Gapdh glyceraldehyde-3-phosphate dehydrogenase multiple interactions ISO vanillin inhibits the reaction [Cadmium Chloride results in decreased activity of GAPDH protein] CTD PMID:37336463 NCBI chr 4:157,962,312...157,967,158
Ensembl chr 4:157,962,343...157,966,235 		JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit increases expression ISO vanillin results in increased expression of GCLC mRNA CTD PMID:17178418 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 vanillin results in increased expression of GCLM mRNA CTD PMID:17178418 NCBI chr 2:210,347,482...210,367,537
Ensembl chr 2:210,347,482...210,367,535 		JBrowse link
G Glo1 glyoxalase 1 multiple interactions ISO vanillin inhibits the reaction [Cadmium Chloride results in decreased activity of GLO1 protein] CTD PMID:37336463 NCBI chr20:8,663,617...8,681,661
Ensembl chr20:8,662,801...8,681,649 		JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions ISO vanillin inhibits the reaction [Cadmium Chloride results in decreased activity of GSR protein] CTD PMID:37336463 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 vanillin results in increased expression of HMOX1 mRNA CTD PMID:17178418 NCBI chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Hprt1 hypoxanthine phosphoribosyltransferase 1 decreases mutagenesis ISO vanillin results in decreased mutagenesis of HPRT1 gene CTD PMID:17178418 NCBI chr  X:132,736,175...132,768,149
Ensembl chr  X:132,736,096...132,768,154 		JBrowse link
G Hspa1b heat shock protein family A (Hsp70) member 1B increases expression ISO vanillin results in increased expression of HSPA1B mRNA CTD PMID:17178418 NCBI chr20:3,855,104...3,859,148
Ensembl chr20:3,856,006...3,873,240
Ensembl chr20:3,856,006...3,873,240 		JBrowse link
G Il12b interleukin 12B multiple interactions ISO vanillin promotes the reaction [lipopolysaccharide, E coli O55-B5 results in increased secretion of IL12B protein] CTD PMID:36416909 NCBI chr10:28,888,832...28,903,802
Ensembl chr10:28,893,008...28,902,903 		JBrowse link
G Il18 interleukin 18 multiple interactions EXP vanillin inhibits the reaction [Cisplatin results in increased expression of IL18 protein]; vanillin inhibits the reaction [Methotrexate results in increased expression of IL18 protein] CTD PMID:29216766 NCBI chr 8:50,904,630...50,932,887
Ensembl chr 8:50,906,960...50,932,887 		JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO vanillin inhibits the reaction [potassium bromate results in increased expression of IL1B mRNA] CTD PMID:26296324 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO vanillin inhibits the reaction [potassium bromate results in increased expression of IL6 mRNA] CTD PMID:26296324 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Insig1 insulin induced gene 1 decreases expression ISO vanillin results in decreased expression of INSIG1 mRNA CTD PMID:17178418 NCBI chr 4:7,315,494...7,323,972
Ensembl chr 4:7,315,495...7,323,952 		JBrowse link
G Jund JunD proto-oncogene, AP-1 transcription factor subunit decreases expression ISO vanillin results in decreased expression of JUND mRNA CTD PMID:17178418 NCBI chr16:18,734,121...18,735,799
Ensembl chr16:18,734,122...18,735,799 		JBrowse link
G Lcn2 lipocalin 2 multiple interactions EXP vanillin inhibits the reaction [Cisplatin results in increased expression of LCN2 protein]; vanillin inhibits the reaction [Methotrexate results in increased expression of LCN2 protein] CTD PMID:29216766 NCBI chr 3:15,680,688...15,684,033
Ensembl chr 3:15,680,687...15,684,095 		JBrowse link
G Map2k2 mitogen activated protein kinase kinase 2 decreases expression ISO vanillin results in decreased expression of MAP2K2 mRNA CTD PMID:17178418 NCBI chr 7:8,590,729...8,610,279
Ensembl chr 7:8,580,905...8,610,243 		JBrowse link
G Mark4 microtubule affinity regulating kinase 4 decreases expression ISO vanillin results in decreased expression of MARK4 mRNA CTD PMID:17178418 NCBI chr 1:79,075,353...79,108,882
Ensembl chr 1:79,068,904...79,108,556 		JBrowse link
G Mt1 metallothionein 1 multiple interactions ISO vanillin inhibits the reaction [potassium bromate results in increased expression of MT1 mRNA] CTD PMID:27074584 NCBI chr19:10,826,032...10,827,048
Ensembl chr19:10,826,032...10,827,049
Ensembl chr17:10,826,032...10,827,049
Ensembl chr  X:10,826,032...10,827,049 		JBrowse link
G Mt2A metallothionein 2A increases expression
multiple interactions		 ISO vanillin results in increased expression of MT2A mRNA
vanillin inhibits the reaction [potassium bromate results in increased expression of MT2 mRNA]		 CTD PMID:20491607 PMID:27074584 NCBI chr19:10,832,009...10,832,783
Ensembl chr19:10,832,002...10,832,784 		JBrowse link
G Nos2 nitric oxide synthase 2 multiple interactions EXP vanillin inhibits the reaction [Cisplatin results in increased expression of NOS2 protein]; vanillin inhibits the reaction [Methotrexate results in increased expression of NOS2 protein] CTD PMID:29216766 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210 		JBrowse link
G Ppp1r10 protein phosphatase 1, regulatory subunit 10 decreases expression ISO vanillin results in decreased expression of PPP1R10 mRNA CTD PMID:17178418 NCBI chr20:2,822,995...2,838,125
Ensembl chr20:2,822,995...2,837,611 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO vanillin inhibits the reaction [Lipopolysaccharides results in increased expression of PTGS2 mRNA]; vanillin inhibits the reaction [potassium bromate results in increased expression of PTGS2 mRNA] CTD PMID:17465205 PMID:26296324 NCBI chr13:62,163,936...62,172,193
Ensembl chr13:62,163,932...62,172,188 		JBrowse link
G Pygl glycogen phosphorylase L affects binding ISO vanillin binds to PYGL protein CTD PMID:33823243 NCBI chr 6:88,697,598...88,740,260
Ensembl chr 6:88,697,593...88,740,310 		JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP vanillin inhibits the reaction [Cisplatin results in increased expression of RELA protein]; vanillin inhibits the reaction [Methotrexate results in increased expression of RELA protein] CTD PMID:29216766 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484 		JBrowse link
G Slc35d2 solute carrier family 35 member D2 decreases expression ISO vanillin results in decreased expression of SLC35D2 mRNA CTD PMID:17178418 NCBI chr17:987,899...1,019,747
Ensembl chr17:988,157...1,019,743 		JBrowse link
G Slc7a11 solute carrier family 7 member 11 increases expression ISO vanillin results in increased expression of SLC7A11 mRNA CTD PMID:17178418 NCBI chr 2:134,382,002...134,517,622
Ensembl chr 2:133,963,107...134,517,536 		JBrowse link
G Tgfb1i1 transforming growth factor beta 1 induced transcript 1 decreases expression ISO vanillin results in decreased expression of TGFB1I1 mRNA CTD PMID:17178418 NCBI chr 1:182,828,553...182,835,465
Ensembl chr 1:182,828,544...182,837,080 		JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO
EXP		 vanillin inhibits the reaction [potassium bromate results in increased expression of TNF mRNA]
vanillin inhibits the reaction [lipopolysaccharide, E coli O55-B5 results in increased secretion of TNF protein]
vanillin inhibits the reaction [Cisplatin results in increased expression of TNF protein]; vanillin inhibits the reaction [Methotrexate results in increased expression of TNF protein]		 CTD PMID:26296324 PMID:29216766 PMID:36416909 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Tp53 tumor protein p53 decreases expression ISO vanillin results in decreased expression of TP53 mRNA CTD PMID:17178418 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524 		JBrowse link
G Trim16 tripartite motif-containing 16 increases expression ISO vanillin results in increased expression of TRIM16 mRNA CTD PMID:17178418 NCBI chr10:47,485,982...47,509,010
Ensembl chr10:47,486,297...47,551,907 		JBrowse link
G Trpv3 transient receptor potential cation channel, subfamily V, member 3 increases activity ISO vanillin results in increased activity of TRPV3 protein CTD PMID:16617338 NCBI chr10:57,883,546...57,915,865
Ensembl chr10:57,883,546...57,913,296 		JBrowse link
G Ugp2 UDP-glucose pyrophosphorylase 2 increases expression ISO vanillin results in increased expression of UGP2 mRNA CTD PMID:17178418 NCBI chr14:95,456,330...95,497,483
Ensembl chr14:95,456,330...95,496,830 		JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 increases glucuronidation ISO UGT1A3 protein results in increased glucuronidation of vanillin CTD PMID:15117964 NCBI chr 9:88,791,216...88,808,465
Ensembl chr 9:88,713,184...88,808,465 		JBrowse link
ethyl vanillin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Or5d18 olfactory receptor family 5 subfamily D member 18 multiple interactions ISO [ethyl vanillin binds to and results in increased activity of OR5D18 protein] which results in increased transport of Calcium; ethyl vanillin binds to and results in increased activity of OR5D18 protein CTD PMID:15716417 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 Trpv3 transient receptor potential cation channel, subfamily V, member 3 increases activity ISO ethyl vanillin results in increased activity of TRPV3 protein CTD PMID:16617338 NCBI chr10:57,883,546...57,915,865
Ensembl chr10:57,883,546...57,913,296 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19874
    role 19844
      chemical role 19473
        antioxidant 16145
          vanillin 54
            5-nitrovanillin + 0
            ethyl vanillin 2
            vanillin acetate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19874
    subatomic particle 19872
      composite particle 19872
        hadron 19872
          baryon 19872
            nucleon 19872
              atomic nucleus 19872
                atom 19872
                  main group element atom 19811
                    p-block element atom 19811
                      carbon group element atom 19751
                        carbon atom 19748
                          organic molecular entity 19748
                            heteroorganic entity 19505
                              organochalcogen compound 19268
                                organooxygen compound 19184
                                  carbon oxoacid 18654
                                    carboxylic acid 18651
                                      carboacyl group 17694
                                        univalent carboacyl group 17694
                                          formyl group 9051
                                            aldehyde 9051
                                              arenecarbaldehyde 139
                                                benzaldehydes 136
                                                  vanillin 54
                                                    5-nitrovanillin + 0
                                                    ethyl vanillin 2
                                                    vanillin acetate 0
paths to the root