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
Accession: CHEBI:18405
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
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 5:156,086,496...156,141,513
Ensembl chr 5:156,086,497...156,141,537
G
Bcl2
BCL2, apoptosis regulator
decreases expression
EXP
Pyridoxal Phosphate results in decreased expression of BCL2 protein
CTD
PMID:16690808
NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 9:78,900,111...78,969,018
Ensembl chr 9:78,900,103...78,969,078
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 6:100,305,957...100,537,208
Ensembl chr 6:100,337,226...100,537,224
G
Gad1
glutamate decarboxylase 1
affects binding decreases activity increases activity
ISO EXP
Pyridoxal Phosphate binds to GAD1 protein modified form 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
NCBI chr 3:56,861,440...56,902,139
Ensembl chr 3:56,861,396...56,902,157
G
Gad2
glutamate decarboxylase 2
affects binding
ISO
Pyridoxal Phosphate binds to GAD2 protein; Pyridoxal Phosphate binds to GAD2 protein modified form
CTD
PMID:15686475 PMID:15690345 PMID:15836621
NCBI chr17:89,171,576...89,234,770
Ensembl chr17:89,171,250...89,238,040
G
Gh1
growth hormone 1
decreases secretion
EXP
Pyridoxal Phosphate results in decreased secretion of GH1 protein
CTD
PMID:16690808
NCBI chr10:94,486,204...94,488,181
Ensembl chr10:94,486,205...94,488,180
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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 chr11:14,658,225...14,742,478
Ensembl chr11:14,658,225...14,741,563
G
Pdxk
pyridoxal kinase
decreases activity
EXP
Pyridoxal Phosphate results in decreased activity of PDXK protein
CTD
PMID:7463050
NCBI chr20:10,930,651...10,952,194
Ensembl chr20:10,930,518...10,952,391
G
Pomc
proopiomelanocortin
decreases secretion
ISO
Pyridoxal Phosphate results in decreased secretion of POMC protein
CTD
PMID:16690808
NCBI chr 6:28,382,937...28,388,771
Ensembl chr 6:28,382,962...28,388,967
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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 7:126,618,872...126,687,282
Ensembl chr 7:126,619,196...126,681,752
G
Prl
prolactin
decreases secretion
EXP
Pyridoxal Phosphate results in decreased secretion of PRL protein
CTD
PMID:16690808
NCBI chr17:39,814,236...39,824,299
Ensembl chr17:39,814,244...39,824,299
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 3:123,117,482...123,119,460
Ensembl chr 3:123,117,492...123,119,460
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 9:78,900,111...78,969,018
Ensembl chr 9:78,900,103...78,969,078
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 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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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:104,909,328...104,932,508
Ensembl chr X:104,909,326...104,932,508
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 3:123,106,694...123,107,534
Ensembl chr 3:123,106,694...123,107,534
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]
CTD
PMID:21638035
NCBI chr12:39,353,613...39,396,042
Ensembl chr12:39,353,613...39,396,042
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 chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
Term paths to the root one shortest all shortest one longest all longest one shortest and longest all
Path 1
CHEBI ontology
19853
role
19804
biological role
19804
biochemical role
19339
cofactor
15554
pyridoxal 5'-phosphate
18
(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
7
Path 2
CHEBI ontology
19853
subatomic particle
19851
composite particle
19851
hadron
19851
baryon
19851
nucleon
19851
atomic nucleus
19851
atom
19851
main group element atom
19744
p-block element atom
19744
carbon group element atom
19650
carbon atom
19639
organic molecular entity
19639
organic group
18550
organic divalent group
18541
organodiyl group
18541
carbonyl group
18447
carbonyl compound
18447
carboxylic acid
18125
carboacyl group
17383
univalent carboacyl group
17383
formyl group
8752
aldehyde
8752
heteroarenecarbaldehyde
18
pyridinecarbaldehyde
18
pyridoxal
18
pyridoxal 5'-phosphate
18
(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
7