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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:picolinic acid
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Accession:CHEBI:28747 term browser browse the term
Definition:A pyridinemonocarboxylic acid in which the carboxy group is located at position 2. It is an intermediate in the metabolism of tryptophan.
Synonyms:related_synonym: 2-Picolinic acid;   2-Pyridinecarboxylic acid;   2-carboxypyridine;   Formula=C6H5NO2;   InChI=1S/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9);   InChIKey=SIOXPEMLGUPBBT-UHFFFAOYSA-N;   PYRIDINE-2-CARBOXYLIC ACID;   SMILES=OC(=O)c1ccccn1;   alpha-picolinic acid;   alpha-pyridinecarboxylic acid;   o-pyridinecarboxylic acid
 alt_id: CHEBI:26128;   CHEBI:47159;   CHEBI:8201
 xref: Beilstein:109595;   CAS:98-98-6;   Gmelin:3318;   HMDB:HMDB0002243;   KEGG:C10164;   KNApSAcK:C00002063
 xref_mesh: MESH:C030614
 xref: MetaCyc:PICOLINATE;   PDBeChem:6PC;   PMID:15206716;   PMID:15206793;   PMID:15290459;   PMID:16303883;   PMID:23630570;   PMID:24119749;   PMID:7064867;   PMID:7969932;   Reaxys:109595;   Wikipedia:Picolinic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:38184


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picolinic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abca1 ATP binding cassette subfamily A member 1 decreases expression ISO picolinic acid results in decreased expression of ABCA1 protein CTD PMID:16870493 NCBI chr 5:67,678,267...67,801,162
Ensembl chr 5:67,681,297...67,801,170 		JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing multiple interactions EXP [picolinic acid co-treated with Linoleic Acids, Conjugated] results in increased expression of ADIPOQ protein CTD PMID:17199723 NCBI chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564 		JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions EXP picolinic acid inhibits the reaction [Cisplatin results in increased expression of BAX protein] CTD PMID:20817559 NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Casp3 caspase 3 decreases activity
increases activity		 ISO picolinic acid results in decreased activity of CASP3 protein
picolinic acid results in increased activity of CASP3 protein		 CTD PMID:19853652 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO picolinic acid inhibits the reaction [Glucose results in increased secretion of CCL2 protein] CTD PMID:17665966 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226 		JBrowse link
G Cd36 CD36 molecule affects localization ISO picolinic acid affects the localization of CD36 protein CTD PMID:20721637 NCBI chr 4:17,317,343...17,410,084
Ensembl chr 4:17,354,466...17,513,903 		JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 multiple interactions ISO ferrous sulfate inhibits the reaction [picolinic acid inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA]]; picolinic acid inhibits the reaction [Tetrachlorodibenzodioxin results in increased expression of CYP1A1 mRNA] CTD PMID:10799651 PMID:10823667 NCBI chr 8:58,096,021...58,102,130
Ensembl chr 8:58,096,077...58,102,125 		JBrowse link
G Hba-a2 hemoglobin alpha, adult chain 2 decreases glycation ISO picolinic acid results in decreased glycation of HBA1 protein CTD PMID:22944053 NCBI chr10:15,323,830...15,324,677
Ensembl chr10:15,307,815...15,338,392 		JBrowse link
G Hspd1 heat shock protein family D (Hsp60) member 1 multiple interactions EXP picolinic acid inhibits the reaction [Cisplatin results in increased expression of HSPD1 protein] CTD PMID:20817559 NCBI chr 9:56,579,195...56,590,011
Ensembl chr 9:56,579,201...56,589,662 		JBrowse link
G Igf1 insulin-like growth factor 1 multiple interactions EXP picolinic acid promotes the reaction [INS1 protein results in increased expression of IGF1 mRNA] CTD PMID:20013160 NCBI chr 7:22,282,895...22,361,972
Ensembl chr 7:22,282,930...22,359,296 		JBrowse link
G Igf1r insulin-like growth factor 1 receptor multiple interactions EXP picolinic acid promotes the reaction [INS1 protein results in increased expression of IGF1R mRNA] CTD PMID:20013160 NCBI chr 1:121,549,831...121,838,548
Ensembl chr 1:121,550,743...121,831,777 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO picolinic acid inhibits the reaction [Glucose results in increased secretion of IL6 protein] CTD PMID:17665966 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Ins1 insulin 1 multiple interactions EXP picolinic acid promotes the reaction [INS1 protein results in decreased expression of UBC mRNA]; picolinic acid promotes the reaction [INS1 protein results in increased expression of IGF1 mRNA]; picolinic acid promotes the reaction [INS1 protein results in increased expression of IGF1R mRNA] CTD PMID:20013160 NCBI chr 1:251,244,973...251,245,540
Ensembl chr 1:251,244,973...251,245,536 		JBrowse link
G Insr insulin receptor increases expression EXP picolinic acid results in increased expression of INSR mRNA CTD PMID:19283340 NCBI chr12:1,193,193...1,330,976
Ensembl chr12:1,197,100...1,330,883 		JBrowse link
G Nfe2l2 NFE2 like bZIP transcription factor 2 multiple interactions EXP picolinic acid inhibits the reaction [Streptozocin results in decreased expression of NFE2L2 protein] CTD PMID:22790776 NCBI chr 3:60,594,239...60,621,712
Ensembl chr 3:60,594,242...60,621,737 		JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions EXP picolinic acid inhibits the reaction [Streptozocin results in decreased expression of NFKBIA protein] CTD PMID:22790776 NCBI chr 6:72,858,713...72,861,941
Ensembl chr 6:72,858,712...72,861,941 		JBrowse link
G Retn resistin decreases secretion ISO picolinic acid results in decreased secretion of RETN protein CTD PMID:19298540 NCBI chr12:1,710,881...1,712,621
Ensembl chr12:1,710,881...1,712,620 		JBrowse link
G Slc2a4 solute carrier family 2 member 4 multiple interactions
affects localization		 ISO [Glucose co-treated with picolinic acid] affects the localization of SLC2A4 protein
picolinic acid affects the localization of SLC2A4 protein		 CTD PMID:16339278 PMID:16870493 PMID:19195868 PMID:20721637 NCBI chr10:54,666,015...54,671,581
Ensembl chr10:54,666,015...54,671,565 		JBrowse link
G Srebf1 sterol regulatory element binding transcription factor 1 affects localization ISO picolinic acid affects the localization of SREBF1 protein CTD PMID:16870493 NCBI chr10:45,007,637...45,029,650
Ensembl chr10:45,007,637...45,029,650 		JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP picolinic acid inhibits the reaction [Cisplatin results in increased expression of TNF protein]; picolinic acid inhibits the reaction [Streptozocin results in increased secretion of TNF protein] CTD PMID:17854708 PMID:20817559 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629 		JBrowse link
G Ubc ubiquitin C multiple interactions
decreases expression		 EXP picolinic acid promotes the reaction [INS1 protein results in decreased expression of UBC mRNA]
picolinic acid results in decreased expression of UBC mRNA		 CTD PMID:20013160 NCBI chr12:31,239,149...31,243,924
Ensembl chr12:31,239,152...31,243,925 		JBrowse link
G Ucp3 uncoupling protein 3 increases expression EXP picolinic acid results in increased expression of UCP3 mRNA CTD PMID:19283340 NCBI chr 1:154,815,777...154,828,764
Ensembl chr 1:154,815,777...154,828,762 		JBrowse link
picloram term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Cux1 cut-like homeobox 1 multiple interactions ISO [Herbicides results in increased abundance of Picloram] which affects the methylation of CUX1 gene CTD PMID:34516295 NCBI chr12:20,107,062...20,425,868
Ensembl chr12:20,107,311...20,425,866 		JBrowse link
G Foxo1 forkhead box O1 decreases expression
multiple interactions		 ISO Picloram results in decreased expression of FOXO1 mRNA
arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide promotes the reaction [Picloram results in decreased expression of FOXO1 mRNA]		 CTD PMID:21318024 NCBI chr 2:136,312,168...136,390,603
Ensembl chr 2:136,312,168...136,387,790 		JBrowse link
G Grin1 glutamate ionotropic receptor NMDA type subunit 1 decreases expression
multiple interactions		 ISO Picloram results in decreased expression of GRIN1 mRNA
arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide promotes the reaction [Picloram results in decreased expression of GRIN1 mRNA]		 CTD PMID:21318024 NCBI chr 3:8,103,680...8,130,603
Ensembl chr 3:8,103,680...8,130,603 		JBrowse link
G Htr2a 5-hydroxytryptamine receptor 2A multiple interactions ISO [Herbicides results in increased abundance of Picloram] which affects the methylation of HTR2A gene CTD PMID:34516295 NCBI chr15:49,950,035...50,022,188
Ensembl chr15:49,950,804...50,020,928 		JBrowse link
G Mettl15 methyltransferase 15, mitochondrial 12S rRNA N4-cytidine multiple interactions ISO [Herbicides results in increased abundance of Picloram] which affects the methylation of METTL15 gene CTD PMID:34516295 NCBI chr 3:95,586,855...95,764,392
Ensembl chr 3:95,586,850...95,764,397 		JBrowse link
G Msra methionine sulfoxide reductase A multiple interactions ISO [Herbicides results in increased abundance of Picloram] which affects the methylation of MSRA gene CTD PMID:34516295 NCBI chr15:38,363,459...38,677,406
Ensembl chr15:38,351,445...38,676,585 		JBrowse link
G Mt-atp6 mitochondrially encoded ATP synthase membrane subunit 6 multiple interactions
decreases expression		 ISO arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide promotes the reaction [Picloram results in decreased expression of ATP6 mRNA] CTD PMID:21318024 NCBI chr MT:7,919...8,599
NCBI chr MT:7,919...8,599
NCBI chr MT:7,919...8,599
NCBI chr MT:7,919...8,599
NCBI chr MT:7,919...8,599
NCBI chr MT:7,919...8,599
Ensembl chr MT:7,919...8,599 		JBrowse link
G Mt-co1 mitochondrially encoded cytochrome c oxidase I decreases expression
multiple interactions		 ISO Picloram results in decreased expression of COX1 mRNA
arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide promotes the reaction [Picloram results in decreased expression of COX1 mRNA]		 CTD PMID:21318024 NCBI chr MT:5,323...6,867
NCBI chr MT:5,323...6,867
NCBI chr MT:5,323...6,867
NCBI chr MT:5,323...6,867
NCBI chr MT:5,323...6,867
NCBI chr MT:5,323...6,867
Ensembl chr MT:5,323...6,867 		JBrowse link
G Mt-cyb mitochondrially encoded cytochrome b multiple interactions
decreases expression		 ISO arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide promotes the reaction [Picloram results in decreased expression of CYTB mRNA] CTD PMID:21318024 NCBI chr MT:14,136...15,278
NCBI chr MT:14,136...15,278
NCBI chr MT:14,136...15,278
NCBI chr MT:14,136...15,278
NCBI chr MT:14,136...15,278
NCBI chr MT:14,136...15,278
NCBI chr MT:14,136...15,278
NCBI chr MT:14,136...15,278
Ensembl chr MT:14,136...15,278 		JBrowse link
G Mt-nd1 mitochondrially encoded NADH:ubiquinone oxidoreductase core subunit 1 multiple interactions
decreases expression		 ISO arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide inhibits the reaction [Picloram results in decreased expression of ND1 mRNA] CTD PMID:21318024 NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
NCBI chr MT:2,740...3,694
Ensembl chr MT:2,740...3,694 		JBrowse link
G Ppargc1a PPARG coactivator 1 alpha increases expression ISO Picloram results in increased expression of PPARGC1A mRNA CTD PMID:21318024 NCBI chr14:58,860,752...59,516,525
Ensembl chr14:58,861,144...59,512,656 		JBrowse link
G Prdx1 peroxiredoxin 1 multiple interactions
decreases expression		 ISO arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide inhibits the reaction [Picloram results in decreased expression of PRDX1 mRNA] CTD PMID:21318024 NCBI chr 5:130,147,258...130,162,856
Ensembl chr 5:130,147,204...130,162,856 		JBrowse link
G Prdx2 peroxiredoxin 2 multiple interactions
decreases expression		 ISO arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide inhibits the reaction [Picloram results in decreased expression of PRDX2 mRNA] CTD PMID:21318024 NCBI chr19:23,180,927...23,186,217
Ensembl chr19:23,180,930...23,186,194 		JBrowse link
G Prdx3 peroxiredoxin 3 multiple interactions
decreases expression		 ISO arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide inhibits the reaction [Picloram results in decreased expression of PRDX3 mRNA] CTD PMID:21318024 NCBI chr 1:260,001,642...260,014,064
Ensembl chr 1:260,001,637...260,014,111 		JBrowse link
G Prdx4 peroxiredoxin 4 multiple interactions
decreases expression		 ISO arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide inhibits the reaction [Picloram results in decreased expression of PRDX4 mRNA] CTD PMID:21318024 NCBI chr  X:40,026,762...40,044,066
Ensembl chr  X:40,026,651...40,044,066 		JBrowse link
G Prdx5 peroxiredoxin 5 decreases expression
multiple interactions		 ISO Picloram results in decreased expression of PRDX5 mRNA
arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide inhibits the reaction [Picloram results in decreased expression of PRDX5 mRNA]		 CTD PMID:21318024 NCBI chr 1:204,099,826...204,103,589
Ensembl chr 1:204,099,826...204,114,268 		JBrowse link
G Prdx6 peroxiredoxin 6 multiple interactions
decreases expression		 ISO arginyl-2,'6'-dimethyltyrosyl-lysyl-phenylalaninamide inhibits the reaction [Picloram results in decreased expression of PRDX6 mRNA] CTD PMID:21318024 NCBI chr13:73,528,746...73,539,295
Ensembl chr13:73,528,210...73,539,355 		JBrowse link
G Tbc1d32 TBC1 domain family, member 32 multiple interactions ISO [Herbicides results in increased abundance of Picloram] which affects the methylation of TBC1D32 gene CTD PMID:34516295 NCBI chr20:35,359,865...35,590,992
Ensembl chr20:35,359,863...35,590,415 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19932
    role 19904
      application 19741
        MALDI matrix material 1042
          picolinic acid 40
            5-(2'-carboxyethyl)-4,6-dihydroxypicolinic acid 0
            5-(2'-formylethyl)-4,6-dihydroxypicolinic acid 0
            5-(3'-carboxy-3'-oxopropenyl)-4,6-dihydroxypicolinic acid 0
            5-(3-carboxy-3-oxopropenyl)-4,6-dihydroxypyridine-2-carboxylic acid 0
            aminopyralid 0
            clopyralid 0
            picloram + 18
            picolinamide 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19932
    subatomic particle 19930
      composite particle 19930
        hadron 19930
          baryon 19930
            nucleon 19930
              atomic nucleus 19930
                atom 19930
                  main group element atom 19876
                    p-block element atom 19876
                      carbon group element atom 19816
                        carbon atom 19812
                          organic molecular entity 19812
                            heteroorganic entity 19559
                              organochalcogen compound 19317
                                organooxygen compound 19231
                                  carbon oxoacid 18687
                                    carboxylic acid 18684
                                      monocarboxylic acid 18025
                                        pyridinemonocarboxylic acid 421
                                          picolinic acid 40
                                            5-(2'-carboxyethyl)-4,6-dihydroxypicolinic acid 0
                                            5-(2'-formylethyl)-4,6-dihydroxypicolinic acid 0
                                            5-(3'-carboxy-3'-oxopropenyl)-4,6-dihydroxypicolinic acid 0
                                            5-(3-carboxy-3-oxopropenyl)-4,6-dihydroxypyridine-2-carboxylic acid 0
                                            aminopyralid 0
                                            clopyralid 0
                                            picloram + 18
                                            picolinamide 0
paths to the root