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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:N-methylnicotinate
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Accession:CHEBI:18123 term browser browse the term
Definition:An iminium betaine that is the conjugate base of N-methylnicotinic acid, arising from deprotonation of the carboxy group.
Synonyms:exact_synonym: 1-methylpyridinium-3-carboxylate
 related_synonym: 1-Methyl-3-pyridiniumcarboxylate;   1-Methylpyridinio-3-carboxylate;   1-methylnicotinate;   3-Carboxy-1-methylpyridinium hydroxide inner salt;   Betain nicotinate;   Betaine nicotinate;   Caffearin;   Caffearine;   Coffearin;   Formula=C7H7NO2;   Gynesine;   InChI=1S/C7H7NO2/c1-8-4-2-3-6(5-8)7(9)10/h2-5H,1H3;   InChIKey=WWNNZCOKKKDOPX-UHFFFAOYSA-N;   N-methyl-nicotinate;   Nicotinic acid N-methylbetaine;   SMILES=C[n+]1cccc(c1)C([O-])=O;   Trigenelline;   Trigonellin;   Trigonelline
 alt_id: CHEBI:12522;   CHEBI:19067;   CHEBI:7320
 xref: Beilstein:3905114;   CAS:535-83-1;   HMDB:HMDB0000875;   KEGG:C01004;   KNApSAcK:C00001555
 xref_mesh: MESH:C009560
 xref: MetaCyc:METHYLNICOTINATE;   PMID:13128691;   PMID:17190852;   PMID:185134;   PMID:22242555;   PMID:22312719;   PMID:22393699;   PMID:22559314;   PMID:24047691;   Reaxys:3905114
 cyclic_relationship: is_conjugate_base_of CHEBI:50521


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N-methylnicotinate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Atg7 autophagy related 7 multiple interactions ISO trigonelline inhibits the reaction [Palmitic Acid results in decreased expression of ATG7 protein]
ATG7 protein affects the reaction [trigonelline inhibits the reaction [Palmitic Acid results in increased expression of PPARG protein]]; ATG7 protein affects the reaction [trigonelline inhibits the reaction [Palmitic Acid results in increased expression of SREBF1 protein]]; trigonelline inhibits the reaction [Palmitic Acid results in decreased expression of ATG7 protein]
CTD PMID:30208301 NCBI chr 4:147,718,663...147,925,656 JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP
ISO
trigonelline inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of BAX protein]
[trigonelline co-treated with Cisplatin] results in increased expression of BAX protein; [trigonelline co-treated with Etoposide] results in increased expression of BAX protein
CTD PMID:31935362 PMID:33148531 NCBI chr 1:95,940,001...95,945,407 JBrowse link
G Bcl2 BCL2, apoptosis regulator multiple interactions EXP
ISO
trigonelline inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in decreased expression of BCL2 protein]
[trigonelline co-treated with Cisplatin] results in decreased expression of BCL2 protein; [trigonelline co-treated with Etoposide] results in decreased expression of BCL2 protein
CTD PMID:31935362 PMID:33148531 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Becn1 beclin 1 multiple interactions ISO trigonelline inhibits the reaction [Palmitic Acid results in decreased expression of BECN1 protein]
trigonelline inhibits the reaction [[Cholesterol, Dietary co-treated with Dietary Fats] results in decreased expression of BECN1 protein]; trigonelline inhibits the reaction [Palmitic Acid results in decreased expression of BECN1 protein]
CTD PMID:30208301 NCBI chr10:86,231,387...86,246,742 JBrowse link
G Casp3 caspase 3 increases activity
multiple interactions
ISO
EXP
trigonelline results in increased activity of CASP3 protein
[trigonelline co-treated with Cisplatin] results in increased cleavage of CASP3 protein; [trigonelline co-treated with Etoposide] results in increased cleavage of CASP3 protein
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [trigonelline inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased activity of CASP3 protein]]; trigonelline inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased activity of CASP3 protein]
CTD PMID:26593444 PMID:31935362 PMID:33148531 NCBI chr16:45,662,910...45,681,171 JBrowse link
G Cd36 CD36 molecule multiple interactions ISO trigonelline inhibits the reaction [[Cholesterol, Dietary co-treated with Dietary Fats] results in increased expression of CD36 protein]; trigonelline inhibits the reaction [Palmitic Acid results in increased expression of CD36 protein] CTD PMID:30208301 NCBI chr 4:17,317,343...17,410,084 JBrowse link
G Ddit3 DNA-damage inducible transcript 3 multiple interactions ISO [trigonelline co-treated with ferric citrate] results in increased expression of DDIT3 mRNA CTD PMID:29959986 NCBI chr 7:63,115,645...63,121,203 JBrowse link
G Egf epidermal growth factor multiple interactions ISO trigonelline inhibits the reaction [EGF protein results in increased phosphorylation of EGFR protein]; trigonelline inhibits the reaction [EGF protein results in increased phosphorylation of MAPK1 protein]; trigonelline inhibits the reaction [EGF protein results in increased phosphorylation of MAPK3 protein]; trigonelline inhibits the reaction [EGF protein results in increased phosphorylation of NFE2L2 protein] CTD PMID:33148531 NCBI chr 2:218,219,408...218,302,370 JBrowse link
G Egfr epidermal growth factor receptor multiple interactions
decreases phosphorylation
ISO trigonelline inhibits the reaction [EGF protein results in increased phosphorylation of EGFR protein]
trigonelline results in decreased phosphorylation of EGFR protein
CTD PMID:33148531 NCBI chr14:91,176,931...91,349,722 JBrowse link
G Eif2s1 eukaryotic translation initiation factor 2 subunit alpha multiple interactions ISO trigonelline inhibits the reaction [Palmitic Acid results in increased phosphorylation of EIF2S1 protein] CTD PMID:30208301 NCBI chr 6:97,672,829...97,697,499 JBrowse link
G Fth1 ferritin heavy chain 1 multiple interactions ISO [trigonelline co-treated with ferric citrate] results in increased expression of FTH1 mRNA CTD PMID:29959986 NCBI chr 1:206,627,142...206,629,430 JBrowse link
G Ftl1 ferritin light chain 1 multiple interactions ISO [trigonelline co-treated with ferric citrate] results in increased expression of FTL mRNA CTD PMID:29959986 NCBI chr 1:95,936,390...95,938,234 JBrowse link
G Gclc glutamate-cysteine ligase, catalytic subunit multiple interactions ISO trigonelline inhibits the reaction [Pyocyanine results in increased expression of GCLC mRNA] CTD PMID:24015256 NCBI chr 8:78,629,899...78,668,547 JBrowse link
G Hmox1 heme oxygenase 1 decreases expression ISO trigonelline results in decreased expression of HMOX1 mRNA; trigonelline results in decreased expression of HMOX1 protein CTD PMID:33148531 NCBI chr19:13,466,287...13,474,082 JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 multiple interactions ISO trigonelline inhibits the reaction [Palmitic Acid results in increased expression of HSPA5 protein] CTD PMID:30208301 NCBI chr 3:18,055,507...18,059,969 JBrowse link
G Il1b interleukin 1 beta multiple interactions EXP trigonelline inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of IL1B protein] CTD PMID:31935362 NCBI chr 3:116,577,005...116,583,386 JBrowse link
G Il6 interleukin 6 multiple interactions EXP trigonelline inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of IL6 protein] CTD PMID:31935362 NCBI chr 4:5,214,602...5,219,178 JBrowse link
G Keap1 Kelch-like ECH-associated protein 1 multiple interactions ISO [trigonelline co-treated with ferric citrate] results in decreased expression of KEAP1 mRNA CTD PMID:29959986 NCBI chr 8:19,768,375...19,777,862 JBrowse link
G Lepr leptin receptor affects abundance ISO LEPR affects the abundance of trigonelline CTD PMID:20567778 NCBI chr 5:116,294,409...116,477,904 JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
decreases phosphorylation
ISO trigonelline inhibits the reaction [EGF protein results in increased phosphorylation of MAPK1 protein]
trigonelline results in decreased phosphorylation of MAPK1 protein
CTD PMID:33148531 NCBI chr11:83,957,813...84,023,629 JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
decreases phosphorylation
ISO trigonelline inhibits the reaction [EGF protein results in increased phosphorylation of MAPK3 protein]
trigonelline results in decreased phosphorylation of MAPK3 protein
CTD PMID:33148531 NCBI chr 1:181,366,646...181,372,863 JBrowse link
G Mtor mechanistic target of rapamycin kinase multiple interactions ISO trigonelline inhibits the reaction [Palmitic Acid results in increased phosphorylation of MTOR protein] CTD PMID:30208301 NCBI chr 5:158,884,856...158,994,311 JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor decreases expression ISO trigonelline results in decreased expression of MYC mRNA CTD PMID:26593444 NCBI chr 7:93,593,705...93,598,633 JBrowse link
G Nfe2l2 nuclear factor, erythroid 2-like 2 multiple interactions
decreases phosphorylation
ISO trigonelline inhibits the reaction [EGF protein results in increased phosphorylation of NFE2L2 protein]; trigonelline inhibits the reaction [ferric citrate affects the localization of NFE2L2 protein]; trigonelline inhibits the reaction [NFE2L2 protein results in decreased susceptibility to Cisplatin]; trigonelline inhibits the reaction [NFE2L2 protein results in decreased susceptibility to Etoposide]; trigonelline inhibits the reaction [Pyocyanine results in increased expression of and affects the localization of NFE2L2 protein]
trigonelline results in decreased phosphorylation of NFE2L2 protein
CTD PMID:24015256 PMID:29959986 PMID:33148531 NCBI chr 3:60,594,239...60,621,785 JBrowse link
G Nqo1 NAD(P)H quinone dehydrogenase 1 multiple interactions
decreases expression
ISO trigonelline inhibits the reaction [ferric citrate results in increased expression of NQO1 protein]; trigonelline inhibits the reaction [Pyocyanine results in increased expression of NQO1 mRNA]
trigonelline results in decreased expression of NQO1 mRNA; trigonelline results in decreased expression of NQO1 protein
CTD PMID:24015256 PMID:29959986 PMID:33148531 NCBI chr19:35,295,633...35,310,528 JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO trigonelline inhibits the reaction [Palmitic Acid results in increased cleavage of PARP1 protein]
[trigonelline co-treated with Cisplatin] results in increased cleavage of PARP1 protein; [trigonelline co-treated with Etoposide] results in increased cleavage of PARP1 protein
CTD PMID:30208301 PMID:33148531 NCBI chr13:92,307,593...92,339,406 JBrowse link
G Plin1 perilipin 1 multiple interactions ISO trigonelline inhibits the reaction [Palmitic Acid results in increased expression of PLIN1 protein] CTD PMID:30208301 NCBI chr 1:133,664,294...133,676,854 JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions ISO ATG7 protein affects the reaction [trigonelline inhibits the reaction [Palmitic Acid results in increased expression of PPARG protein]]; trigonelline inhibits the reaction [Palmitic Acid results in increased expression of PPARG protein]
trigonelline inhibits the reaction [[Cholesterol, Dietary co-treated with Dietary Fats] results in increased expression of PPARG protein]; trigonelline inhibits the reaction [Palmitic Acid results in increased expression of PPARG protein]
CTD PMID:30208301 NCBI chr 4:148,423,102...148,548,471 JBrowse link
G Sqstm1 sequestosome 1 multiple interactions ISO trigonelline inhibits the reaction [[Cholesterol, Dietary co-treated with Dietary Fats] results in increased expression of SQSTM1 protein]; trigonelline inhibits the reaction [Palmitic Acid results in increased expression of SQSTM1 protein] CTD PMID:30208301 NCBI chr10:34,525,517...34,536,685 JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 multiple interactions ISO trigonelline inhibits the reaction [[Cholesterol, Dietary co-treated with Dietary Fats] results in increased expression of SREBF1 protein]; trigonelline inhibits the reaction [Palmitic Acid results in increased expression of SREBF1 protein]
ATG7 protein affects the reaction [trigonelline inhibits the reaction [Palmitic Acid results in increased expression of SREBF1 protein]]; trigonelline inhibits the reaction [Palmitic Acid results in increased expression of SREBF1 protein]
CTD PMID:30208301 NCBI chr10:45,007,637...45,029,650 JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP 2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one inhibits the reaction [trigonelline inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of TNF protein]]; trigonelline inhibits the reaction [[Oxygen deficiency co-treated with Glucose deficiency] results in increased expression of TNF protein] CTD PMID:31935362 NCBI chr20:3,622,011...3,624,629 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19762
    role 19708
      biological role 19708
        physiological role 19706
          food component 19706
            N-methylnicotinate 31
Path 2
Term Annotations click to browse term
  CHEBI ontology 19762
    subatomic particle 19760
      composite particle 19760
        hadron 19760
          baryon 19760
            nucleon 19760
              atomic nucleus 19760
                atom 19760
                  main group element atom 19651
                    main group molecular entity 19651
                      s-block molecular entity 19418
                        hydrogen molecular entity 19413
                          hydrides 18746
                            inorganic hydride 17471
                              pnictogen hydride 17448
                                nitrogen hydride 17302
                                  ammonium 8214
                                    ammonium ion derivative 8210
                                      quaternary ammonium ion 5107
                                        quaternary nitrogen compound 619
                                          iminium betaine 45
                                            N-methylnicotinate 31
paths to the root