PLP

PYRIDOXAL-5'-PHOSPHATE

Created:	1999-07-08
Last modified:	2024-09-27

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255 entries where PLP is found as a standalone ligand1,144 entries where PLP is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	26
Chiral Atom Count	0
Bond Count	26
Aromatic Bond Count	6

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Chemical Component Summary
Name	PYRIDOXAL-5'-PHOSPHATE
Synonyms	VITAMIN B6 Phosphate
Systematic Name (OpenEye OEToolkits)	(5-hydroxy-4-methanoyl-6-methyl-pyridin-3-yl)methyl dihydrogen phosphate
Formula	C₈ H₁₀ N O₆ P
Molecular Weight	247.142
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=P(O)(O)OCc1cnc(c(O)c1C=O)C
SMILES	CACTVS	3.341	Cc1ncc(CO[P](O)(O)=O)c(C=O)c1O
SMILES	OpenEye OEToolkits	1.5.0	Cc1c(c(c(cn1)COP(=O)(O)O)C=O)O
Canonical SMILES	CACTVS	3.341	Cc1ncc(CO[P](O)(O)=O)c(C=O)c1O
Canonical SMILES	OpenEye OEToolkits	1.5.0	Cc1c(c(c(cn1)COP(=O)(O)O)C=O)O
InChI	InChI	1.03	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	InChI	1.03	NGVDGCNFYWLIFO-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00114
Name	Pyridoxal phosphate
Groups	approved investigational nutraceutical
Description	This is the active form of vitamin B6 serving as a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. During transamination of amino acids, pyridoxal phosphate is transiently converted into pyridoxamine phosphate (pyridoxamine).
Synonyms	Pyridoxal-5P Codecarboxylase Pyridoxal phosphate anhydrous Pyridoxal P 3-hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-phosphate PLP Pyridoxal 5-phosphate 3-hydroxy-2-methyl-5-((phosphonooxy)methyl)-4-pyridinecarboxaldehyde Pyridoxal-P Pyridoxal phosphate Pyridoxal 5-monophosphoric acid ester Pyridoxal 5'-phosphate Pyridoxal phosphate hydrate
Brand Names	Enl L-Methyl PNV DHA Omniquin L-Methyl-B6-B12 Xyzbac G PramLyte Azesco Zyvit Natal PNV Dyzbac Medi-10 Zalvit Methazel BumP DHA Amladex Omnivex Lexazin Vita-Pac Mebolex Xyzbac Ziphex Levomefolate Calcium Pyridoxal-5 Phosphate Mecobalamin Algal Levomefolate Calcium-Pyridoxal Phosphate-Mecobalamin EnBrace HR Hypnosom Trinaz Zavitrol Levomefolate Calcium, Pyridoxal 5-phosphate, Methylcobalamin and Schizochytrium DHA Oil Vita-Rx Diabetic Vitamin Nutra-Z Dexivite EnLyte Mebolic
Indication	For nutritional supplementation and for treating dietary shortage or imbalance.
Categories	Alimentary Tract and Metabolism Coenzymes Dietary Supplements Enzymes and Coenzymes Food Micronutrients Physiological Phenomena Picolines Pyridines Supplements Vitamin B Complex Vitamins
ATC-Code	A11HA06
CAS number	54-47-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Alanine--glyoxylate aminotransferase 2, mitochondrial	MTLIWRHLLRPLCLVTSAPRILEMHPFLSLGTSRTSVTKLSLHTKPRMPP...	unknown	cofactor
Glutamate decarboxylase 1	MASSTPSSSATSSNAGADPNTTNLRPTTYDTWCGVAHGCTRKLGLKICGF...	unknown	cofactor
Cystathionine beta-synthase	MPSETPQAEVGPTGCPHRSGPHSAKGSLEKGSPEDKEAKEPLWIRPDAPS...	unknown	cofactor
Kynureninase	MEPSSLELPADTVQRIAAELKCHPTDERVALHLDEEDKLRHFRECFYIPK...	unknown	cofactor
Serine hydroxymethyltransferase, cytosolic	MTMPVNGAHKDADLWSSHDKMLAQPLKDSDVEVYNIIKKESNRQRVGLEL...	unknown	cofactor
Cysteine desulfurase, mitochondrial	MLLRAAWRRAAVAVTAAPGPKPAAPTRGLRLRVGDRAPQSAVPADTAAAP...	unknown	cofactor
Aspartate aminotransferase, cytoplasmic	MAPPSVFAEVPQAQPVLVFKLTADFREDPDPRKVNLGVGAYRTDDCHPWV...	unknown	activator
Ornithine aminotransferase, mitochondrial	MFSKLAHLQRFAVLSRGVHSSVASATSVATKKTVQGPPTSDDIFEREYKY...	unknown	cofactor
Ornithine decarboxylase	MNNFGNEEFDCHFLDEGFTAKDILDQKINEVSSSDDKDAFYVADLGDILK...	unknown	cofactor
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	MNYARFITAASAARNPSPIRTMTDILSRGPKSMISLAGGLPNPNMFPFKT...	unknown	cofactor
4-aminobutyrate aminotransferase, mitochondrial	MASMLLAQRLACSFQHSYRLLVPGSRHISQAAAKVDVEFDYDGPLMKTEV...	unknown	inhibitor
Pyridoxine-5'-phosphate oxidase	MTCWLRGVTATFGRPAEWPGYLSHLCGRSAAMDLGPMRKSYRGDREAFEE...	unknown	cofactor
Sphingosine-1-phosphate lyase 1	MPSTDLLMLKAFEPYLEILEVYSTKAKNYVNGHCTKYEPWQLIAWSVVWT...	unknown	cofactor
Tyrosine aminotransferase	MDPYMIQMSSKGNLPSILDVHVNVGGRSSVPGKMKGRKARWSVRPSDMAK...	unknown	cofactor
Kynurenine--oxoglutarate transaminase 1	MAKQLQARRLDGIDYNPWVEFVKLASEHDVVNLGQGFPDFPPPDFAVEAF...	unknown	cofactor
Glycogen phosphorylase, liver form	-	unknown	cofactor
Serine palmitoyltransferase 2	MRPEPGGCCCRRTVRANGCVANGEVRNGYVRSSAAAAAAAAAGQIHHVTQ...	unknown	cofactor
Cysteine sulfinic acid decarboxylase	MADSEALPSLAGDPVAVEALLRAVFGVVVDEAIQKGTSVSQKVCEWKEPE...	unknown	cofactor
Histidine decarboxylase	MMEPEEYRERGREMVDYICQYLSTVRERRVTPDVQPGYLRAQLPESAPED...	unknown	cofactor
Arginine decarboxylase	MAGYLSESDFVMVEEGFSTRDLLKELTLGASQATTDEVAAFFVADLGAIV...	unknown	cofactor
L-serine dehydratase/L-threonine deaminase	MMSGEPLHVKTPIRDSMALSKMAGTSVYLKMDSAQPSGSFKIRGIGHFCK...	unknown	cofactor
2-amino-3-ketobutyrate coenzyme A ligase, mitochondrial	MWPGNAWRAALFWVPRGRRAQSALAQLRGILEGELEGIRGAGTWKSERVI...	unknown	cofactor
Glycine dehydrogenase [decarboxylating], mitochondrial	MQSCARAWGLRLGRGVGGGRRLAGGSGPCWAPRSRDSSSGGGDSAAAGAS...	unknown	cofactor
Alanine aminotransferase 1	MASSTGDRSQAVRHGLRAKVLTLDGMNPRVRRVEYAVRGPIVQRALELEQ...	unknown	cofactor
Phosphoserine aminotransferase	MDAPRQVVNFGPGPAKLPHSVLLEIQKELLDYKGVGISVLEMSHRSSDFA...	unknown	cofactor
5-aminolevulinate synthase, nonspecific, mitochondrial	MESVVRRCPFLSRVPQAFLQKAGKSLLFYAQNCPKMMEVGAKPAPRALST...	unknown	cofactor
Serine--pyruvate aminotransferase	MASHKLLVTPPKALLKPLSIPNQLLLGPGPSNLPPRIMAAGGLQMIGSMS...	unknown	cofactor
Pyridoxal phosphate phosphatase	MARCERLRGAALRDVLGRAQGVLFDCDGVLWNGERAVPGAPELLERLARA...	unknown	cofactor
Serine palmitoyltransferase 1	MATATEQWVLVEMVQALYEAPAYHLILEGILILWIIRLLFSKTYKLQERS...	unknown	cofactor
Cystathionine gamma-lyase	MQEKDASSQGFLPHFQHFATQAIHVGQDPEQWTSRAVVPPISLSTTFKQG...	unknown	cofactor
Branched-chain-amino-acid aminotransferase, cytosolic	MKDCSNGCSAECTGEGGSKEVVGTFKAKDLIVTPATILKEKPDPNNLVFG...	unknown	cofactor
Branched-chain-amino-acid aminotransferase, mitochondrial	MAAAALGQIWARKLLSVPWLLCGPRRYASSSFKAADLQLEMTQKPHKKPG...	unknown	cofactor
Proline synthase co-transcribed bacterial homolog protein	MWRAGSMSAELGVGCALRAVNERVQQAVARRPRDLPAIQPRLVAVSKTKP...	unknown	binder
Aspartate aminotransferase, mitochondrial	MALLHSGRVLPGIAAAFHPGLAAAASARASSWWTHVEMGPPDPILGVTEA...	unknown	cofactor
Glycogen phosphorylase, brain form	MAKPLTDSEKRKQISVRGLAGLGDVAEVRKSFNRHLHFTLVKDRNVATPR...	unknown	cofactor
Glycogen phosphorylase, muscle form	MSRPLSDQEKRKQISVRGLAGVENVTELKKNFNRHLHFTLVKDRNVATPR...	unknown	cofactor
Aromatic-L-amino-acid decarboxylase	MNASEFRRRGKEMVDYMANYMEGIEGRQVYPDVEPGYLRPLIPAAAPQEP...	unknown	cofactor
Serine hydroxymethyltransferase	MLYFSLFWAARPLQRCGQLVRMAIRAQHSNAAQTQTGEANRGWTGQESLS...	unknown	cofactor
Glutamate decarboxylase 2	MASPGSGFWSFGSEDGSGDSENPGTARAWCQVAQKFTGGIGNKLCALLYG...	unknown	cofactor
Kynurenine--oxoglutarate transaminase 3	MFLAQRSLCSLSGRAKFLKTISSSKILGFSTSAKMSLKFTNAKRIEGLDS...	unknown	cofactor
Glutamate decarboxylase-like protein 1	MSSDSDRQCPVDGDIDQQEMIPSKKNAVLVDGVVLNGPTTDAKAGEKFVE...	unknown	cofactor
Selenocysteine lyase	MEAAVAPGRDAPAPAASQPSGCGKHNSPERKVYMDYNATTPLEPEVIQAM...	unknown	cofactor
Immunoglobulin superfamily member 10	MKVKGRGITCLLVSFAVICLVATPGGKACPRRCACYMPTEVHCTFRYLTS...	unknown	cofactor
5-phosphohydroxy-L-lysine phospho-lyase	MAADQRPKADTLALRQRLISSSCRLFFPEDPVKIVRAQGQYMYDEQGAEY...	unknown	cofactor
Serine hydroxymethyltransferase, mitochondrial	MLYFSLFWAARPLQRCGQLVRMAIRAQHSNAAQTQTGEANRGWTGQESLS...	unknown	cofactor
5-aminolevulinate synthase, erythroid-specific, mitochondrial	MVTAAMLLQCCPVLARGPTSLLGKVVKTHQFLFGIGRCPILATQGPNCSQ...	unknown	cofactor
Alanine aminotransferase 2	MQRAAALVRRGCGPRTPSSWGRSQSSAAAEASAVLKVRPERSRRERILTL...	unknown	cofactor
Molybdenum cofactor sulfurase	MAGAAAESGRELWTFAGSRDPSAPRLAYGYGPGSLRELRAREFSRLAGTV...	unknown	cofactor
Serine dehydratase-like	MDGPVAEHAKQEPFHVVTPLLESWALSQVAGMPVFLKCENVQPSGSFKIR...	unknown	cofactor
Serine racemase	MCAQYCISFADVEKAHINIRDSIHLTPVLTSSILNQLTGRNLFFKCELFQ...	unknown	cofactor
O-phosphoseryl-tRNA(Sec) selenium transferase	MNRESFAAGERLVSPAYVRQGCEARRSHEHLIRLLLEKGKCPENGWDEST...	unknown	cofactor
Serine palmitoyltransferase 3	MANPGGGAVCNGKLHNHKKQSNGSQSRNCTKNGIVKEAQQNGKPHFYDKL...	unknown	cofactor
Glutamic acid decarboxylase	LKYAIKTGHPRYFNQLSTGLDMVGLAADWLTSTANTNMFTYEIAPVFVLL...	unknown	cofactor
Aspartate aminotransferase	MAPPSVFAEVPQAQPVLVFKLTADFREDPDPRKVNLGVGAYRTDDCHPWV...	unknown	cofactor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682