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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:pyridoxal 5'-phosphate
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Accession:CHEBI:18405 term browser browse the term
Definition:The monophosphate ester obtained by condensation of phosphoric acid with the primary hydroxy group of pyridoxal.
Synonyms:exact_synonym: (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate
 related_synonym: 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehyde;   3-hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-phosphate;   Formula=C8H10NO6P;   InChI=1S/C8H10NO6P/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14/h2-3,11H,4H2,1H3,(H2,12,13,14);   InChIKey=NGVDGCNFYWLIFO-UHFFFAOYSA-N;   PLP;   Phosphoric acid mono-(4-formyl-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester;   Pyridoxal phosphate;   SMILES=[H]C(=O)c1c(COP(O)(O)=O)cnc(C)c1O;   codecarboxylase;   pyridoxal 5'-(dihydrogen phosphate);   pyridoxal 5-monophosphoric acid ester
 alt_id: CHEBI:14977;   CHEBI:234571;   CHEBI:26424;   CHEBI:358848;   CHEBI:45145;   CHEBI:8668
 xref: Beilstein:234749;   CAS:54-47-7;   COMe:MOL000108;   DrugBank:DB00114;   Drug_Central:3506;   Gmelin:465416;   HMDB:HMDB0001491;   KEGG:C00018;   KNApSAcK:C00007503
 xref_mesh: MESH:D011732
 xref: PDBeChem:PLP;   PMID:14651974;   PMID:16277678;   PMID:18491919;   PMID:6339724;   PMID:7284379;   PMID:9866693;   Reaxys:234749;   Wikipedia:Pyridoxal_phosphate
 cyclic_relationship: is_conjugate_acid_of CHEBI:597326


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pyridoxal 5'-phosphate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Alpl alkaline phosphatase, biomineralization associated increases abundance ISO ALPL gene mutant form results in increased abundance of Pyridoxal Phosphate CTD PMID:7550313 NCBI chr 5:149,951,397...150,006,424
Ensembl chr 5:149,951,409...150,006,446 		JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression EXP Pyridoxal Phosphate results in decreased expression of BCL2 protein CTD PMID:16690808 NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		JBrowse link
G Ddc dopa decarboxylase affects binding
multiple interactions		 ISO Chlorpyrifos binds to [DDC protein binds to Pyridoxal Phosphate]; DDC protein binds to Pyridoxal Phosphate; Diazinon binds to [DDC protein binds to Pyridoxal Phosphate]; Glyphosate binds to [DDC protein binds to Pyridoxal Phosphate]; Isoflurophate binds to [DDC protein binds to Pyridoxal Phosphate]; Malathion binds to [DDC protein binds to Pyridoxal Phosphate]; mipafox binds to [DDC protein binds to Pyridoxal Phosphate]; novichok binds to [DDC protein binds to Pyridoxal Phosphate]; O,O-diethyl O-3,5,6-trichloro-2-pyridyl phosphate binds to [DDC protein binds to Pyridoxal Phosphate]; Paraoxon binds to [DDC protein binds to Pyridoxal Phosphate]; phenyl di-n-pentylphosphinate binds to [DDC protein binds to Pyridoxal Phosphate]; phenylsaligenin cyclic phosphate binds to [DDC protein binds to Pyridoxal Phosphate]; S-(N,N-diethylaminoethyl) isobutyl methylphosphothiolate binds to [DDC protein binds to Pyridoxal Phosphate]; Sarin binds to [DDC protein binds to Pyridoxal Phosphate]; Soman binds to [DDC protein binds to Pyridoxal Phosphate]; tabun binds to [DDC protein binds to Pyridoxal Phosphate]; VX binds to [DDC protein binds to Pyridoxal Phosphate]
[DDC protein binds to Pyridoxal Phosphate] which binds to and results in increased metabolism of Levodopa		 CTD PMID:35151785 NCBI chr14:86,378,685...86,469,189
Ensembl chr14:86,378,685...86,469,208 		JBrowse link
G Fn1 fibronectin 1 multiple interactions EXP Pyridoxal Phosphate inhibits the reaction [Acetaldehyde results in increased expression of FN1 mRNA] CTD PMID:8151099 NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678 		JBrowse link
G Fut8 fucosyltransferase 8 multiple interactions
decreases activity		 ISO Fucose analog inhibits the reaction [Pyridoxal Phosphate results in decreased activity of FUT8 protein] CTD PMID:12770769 NCBI chr 6:95,949,246...96,176,677
Ensembl chr 6:95,949,991...96,176,677 		JBrowse link
G Gad1 glutamate decarboxylase 1 affects binding
multiple interactions
decreases activity
increases activity		 ISO
EXP		 Chlorpyrifos binds to [GAD1 protein binds to Pyridoxal Phosphate]; Diazinon binds to [GAD1 protein binds to Pyridoxal Phosphate]; GAD1 protein binds to Pyridoxal Phosphate; Glyphosate binds to [GAD1 protein binds to Pyridoxal Phosphate]; Isoflurophate binds to [GAD1 protein binds to Pyridoxal Phosphate]; Malathion binds to [GAD1 protein binds to Pyridoxal Phosphate]; mipafox binds to [GAD1 protein binds to Pyridoxal Phosphate]; novichok binds to [GAD1 protein binds to Pyridoxal Phosphate]; O,O-diethyl O-3,5,6-trichloro-2-pyridyl phosphate binds to [GAD1 protein binds to Pyridoxal Phosphate]; Paraoxon binds to [GAD1 protein binds to Pyridoxal Phosphate]; phenyl di-n-pentylphosphinate binds to [GAD1 protein binds to Pyridoxal Phosphate]; phenylsaligenin cyclic phosphate binds to [GAD1 protein binds to Pyridoxal Phosphate]; Pyridoxal Phosphate binds to GAD1 protein modified form; S-(N,N-diethylaminoethyl) isobutyl methylphosphothiolate binds to [GAD1 protein binds to Pyridoxal Phosphate]; Sarin binds to [GAD1 protein binds to Pyridoxal Phosphate]; Soman binds to [GAD1 protein binds to Pyridoxal Phosphate]; tabun binds to [GAD1 protein binds to Pyridoxal Phosphate]; VX binds to [GAD1 protein binds to Pyridoxal Phosphate]
[GAD1 protein binds to Pyridoxal Phosphate] which binds to and results in increased metabolism of Glutamic Acid
Pyridoxal Phosphate results in decreased activity of GAD1 protein
Pyridoxal Phosphate results in increased activity of GAD1 protein		 CTD PMID:171340 PMID:7463050 PMID:15686475 PMID:35151785 NCBI chr 3:55,369,704...55,410,335
Ensembl chr 3:55,369,704...55,410,333 		JBrowse link
G Gad2 glutamate decarboxylase 2 affects binding
multiple interactions		 ISO Chlorpyrifos binds to [GAD2 protein binds to Pyridoxal Phosphate]; Diazinon binds to [GAD2 protein binds to Pyridoxal Phosphate]; GAD2 protein binds to Pyridoxal Phosphate; Glyphosate binds to [GAD2 protein binds to Pyridoxal Phosphate]; Isoflurophate binds to [GAD2 protein binds to Pyridoxal Phosphate]; Malathion binds to [GAD2 protein binds to Pyridoxal Phosphate]; mipafox binds to [GAD2 protein binds to Pyridoxal Phosphate]; novichok binds to [GAD2 protein binds to Pyridoxal Phosphate]; O,O-diethyl O-3,5,6-trichloro-2-pyridyl phosphate binds to [GAD2 protein binds to Pyridoxal Phosphate]; Paraoxon binds to [GAD2 protein binds to Pyridoxal Phosphate]; phenyl di-n-pentylphosphinate binds to [GAD2 protein binds to Pyridoxal Phosphate]; phenylsaligenin cyclic phosphate binds to [GAD2 protein binds to Pyridoxal Phosphate]; Pyridoxal Phosphate binds to GAD2 protein; Pyridoxal Phosphate binds to GAD2 protein modified form; S-(N,N-diethylaminoethyl) isobutyl methylphosphothiolate binds to [GAD2 protein binds to Pyridoxal Phosphate]; Sarin binds to [GAD2 protein binds to Pyridoxal Phosphate]; Soman binds to [GAD2 protein binds to Pyridoxal Phosphate]; tabun binds to [GAD2 protein binds to Pyridoxal Phosphate]; VX binds to [GAD2 protein binds to Pyridoxal Phosphate]
[GAD2 protein binds to Pyridoxal Phosphate] which binds to and results in increased metabolism of Glutamic Acid		 CTD PMID:15686475 PMID:15690345 PMID:15836621 PMID:35151785 NCBI chr17:84,763,630...84,826,155
Ensembl chr17:84,763,628...84,826,155 		JBrowse link
G Gh1 growth hormone 1 decreases secretion EXP Pyridoxal Phosphate results in decreased secretion of GH1 protein CTD PMID:16690808 NCBI chr10:91,228,102...91,230,079
Ensembl chr10:91,228,103...91,230,078 		JBrowse link
G Hdc histidine decarboxylase multiple interactions
affects binding		 ISO [HDC protein binds to Pyridoxal Phosphate] which binds to and results in increased metabolism of Histidine
Chlorpyrifos binds to [HDC protein binds to Pyridoxal Phosphate]; Diazinon binds to [HDC protein binds to Pyridoxal Phosphate]; Glyphosate binds to [HDC protein binds to Pyridoxal Phosphate]; HDC protein binds to Pyridoxal Phosphate; Isoflurophate binds to [HDC protein binds to Pyridoxal Phosphate]; Malathion binds to [HDC protein binds to Pyridoxal Phosphate]; mipafox binds to [HDC protein binds to Pyridoxal Phosphate]; novichok binds to [HDC protein binds to Pyridoxal Phosphate]; O,O-diethyl O-3,5,6-trichloro-2-pyridyl phosphate binds to [HDC protein binds to Pyridoxal Phosphate]; Paraoxon binds to [HDC protein binds to Pyridoxal Phosphate]; phenyl di-n-pentylphosphinate binds to [HDC protein binds to Pyridoxal Phosphate]; phenylsaligenin cyclic phosphate binds to [HDC protein binds to Pyridoxal Phosphate]; S-(N,N-diethylaminoethyl) isobutyl methylphosphothiolate binds to [HDC protein binds to Pyridoxal Phosphate]; Sarin binds to [HDC protein binds to Pyridoxal Phosphate]; Soman binds to [HDC protein binds to Pyridoxal Phosphate]; tabun binds to [HDC protein binds to Pyridoxal Phosphate]; VX binds to [HDC protein binds to Pyridoxal Phosphate]		 CTD PMID:35151785 NCBI chr 3:113,847,256...113,865,334
Ensembl chr 3:113,847,260...113,865,341 		JBrowse link
G Nrip1 nuclear receptor interacting protein 1 multiple interactions ISO Pyridoxal Phosphate binds to and results in increased activity of NRIP1 protein CTD PMID:17277785 NCBI chr11:14,895,843...14,979,490
Ensembl chr11:14,895,553...14,981,761 		JBrowse link
G Pdxk pyridoxal kinase decreases activity EXP Pyridoxal Phosphate results in decreased activity of PDXK protein CTD PMID:7463050 NCBI chr20:10,210,276...10,232,314
Ensembl chr20:10,210,289...10,232,110 		JBrowse link
G Pomc proopiomelanocortin decreases secretion ISO Pyridoxal Phosphate results in decreased secretion of POMC protein CTD PMID:16690808 NCBI chr 6:26,939,844...26,945,666
Ensembl chr 6:26,939,837...26,945,664 		JBrowse link
G Ppara peroxisome proliferator activated receptor alpha multiple interactions EXP Pyridoxal Phosphate inhibits the reaction [Ethanol results in decreased activity of PPARA protein] CTD PMID:11022051 NCBI chr 7:116,832,405...116,900,878
Ensembl chr 7:116,832,756...116,895,346 		JBrowse link
G Prl prolactin decreases secretion EXP Pyridoxal Phosphate results in decreased secretion of PRL protein CTD PMID:16690808 NCBI chr17:37,859,999...37,870,062
Ensembl chr17:37,860,007...37,870,062 		JBrowse link
G Srr serine racemase multiple interactions ISO Pyridoxal Phosphate inhibits the reaction [Hydroxylamine inhibits the reaction [SRR protein results in increased abundance of D-Aspartic Acid]] CTD PMID:27387750 NCBI chr10:59,769,563...59,786,688
Ensembl chr10:59,769,571...59,787,011 		JBrowse link
5'-phosphopyridoxal-6-azobenzene-2,4-disulfonic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Avp arginine vasopressin multiple interactions EXP pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [[Phenylephrine co-treated with Adenosine Triphosphate] results in increased secretion of AVP protein]; pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [Adenosine Triphosphate results in increased secretion of AVP protein] CTD PMID:11102496 NCBI chr 3:117,793,447...117,805,091
Ensembl chr 3:117,793,457...117,795,425 		JBrowse link
G Fn1 fibronectin 1 decreases expression ISO pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid results in decreased expression of FN1 mRNA CTD PMID:18210741 NCBI chr 9:73,196,044...73,264,695
Ensembl chr 9:73,196,044...73,264,678 		JBrowse link
G H2ax H2A.X variant histone multiple interactions ISO pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [Adenosine Triphosphate promotes the reaction [Cesium-137 results in increased expression of and affects the localization of H2AX protein modified form]] CTD PMID:32941855 NCBI chr 8:44,671,907...44,673,262
Ensembl chr 8:44,671,786...44,673,239 		JBrowse link
G Il6 interleukin 6 multiple interactions ISO pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [Silicon Dioxide analog results in increased expression of IL6 protein] CTD PMID:24793913 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178 		JBrowse link
G Nox1 NADPH oxidase 1 multiple interactions ISO pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [NOX1 protein promotes the reaction [glycylphenylalanine 2-naphthylamide results in increased export of Calcium]] CTD PMID:24912985 NCBI chr  X:97,279,058...97,332,291
Ensembl chr  X:97,279,056...97,302,236 		JBrowse link
G Oxt oxytocin/neurophysin I prepropeptide multiple interactions EXP pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [[Phenylephrine co-treated with Adenosine Triphosphate] results in increased secretion of OXT protein]; pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [Adenosine Triphosphate results in increased secretion of OXT protein] CTD PMID:11102496 NCBI chr 3:117,782,650...117,783,490
Ensembl chr 3:117,782,650...117,783,490 		JBrowse link
G P2rx7 purinergic receptor P2X 7 multiple interactions ISO pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [Adenosine Triphosphate results in increased activity of P2RX7 protein]
pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [Adenosine Triphosphate binds to and results in increased activity of P2RX7 protein]		 CTD PMID:21638035 PMID:31263019 NCBI chr12:33,889,709...33,934,168
Ensembl chr12:33,879,745...33,934,619 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions ISO pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [zinc chloride results in increased expression of PARP1 protein] CTD PMID:22253048 NCBI chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		JBrowse link
G Tp53bp1 tumor protein p53 binding protein 1 multiple interactions ISO pyridoxal phosphate-6-azophenyl-2',4'-disulfonic acid inhibits the reaction [Adenosine Triphosphate promotes the reaction [Cesium-137 results in increased expression of and affects the localization of TP53BP1 protein]] CTD PMID:32941855 NCBI chr 3:108,166,574...108,270,229
Ensembl chr 3:108,169,980...108,269,822 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19922
    role 19894
      biological role 19864
        biochemical role 19596
          cofactor 16592
            pyridoxal 5'-phosphate 23
              (2R,3R,4S,5R,6R)-3,4-dihydroxy-5-\{[(1E)-\{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl\}methylidene]amino\}-6-methyltetrahydro-2H-pyran-2-yl [(2R,3S,5R)-3-hydroxy-5-(thymin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen diphosphate 0
              5'-phosphopyridoxal-6-azobenzene-2,4-disulfonic acid 9
Path 2
Term Annotations click to browse term
  CHEBI ontology 19922
    subatomic particle 19892
      composite particle 19892
        hadron 19920
          baryon 19892
            nucleon 19920
              atomic nucleus 19892
                atom 19892
                  main group element atom 19866
                    p-block element atom 19866
                      carbon group element atom 19805
                        carbon atom 19802
                          organic molecular entity 19775
                            heteroorganic entity 19556
                              organochalcogen compound 19315
                                organooxygen compound 19205
                                  carbon oxoacid 18694
                                    carboxylic acid 18691
                                      carboacyl group 17723
                                        univalent carboacyl group 17723
                                          formyl group 9008
                                            aldehyde 9008
                                              heteroarenecarbaldehyde 25
                                                pyridinecarbaldehyde 26
                                                  pyridoxal 23
                                                    pyridoxal 5'-phosphate 23
                                                      (2R,3R,4S,5R,6R)-3,4-dihydroxy-5-\{[(1E)-\{3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]pyridin-4-yl\}methylidene]amino\}-6-methyltetrahydro-2H-pyran-2-yl [(2R,3S,5R)-3-hydroxy-5-(thymin-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen diphosphate 0
                                                      5'-phosphopyridoxal-6-azobenzene-2,4-disulfonic acid 9
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