Showing Compound Pyridoxal 5'-phosphate (FDB021820)

Record Information

Version

1.0

Creation date

2011-04-11 17:01:47 UTC

Update date

2024-11-29 22:27:57 UTC

Primary ID

FDB021820

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Pyridoxal 5'-phosphate

Description

Pyridoxal 5'-phosphate, also known as PLP or codecarboxylase, belongs to the class of organic compounds known as pyridoxals and derivatives. Pyridoxals and derivatives are compounds containing a pyridoxal moiety, which consists of a pyridine ring substituted at positions 2,3,4, and 5 by a methyl group, a hydroxyl group, a carbaldehyde group, and a hydroxymethyl group, respectively. Pyridoxal 5'-phosphate is a drug which is used for nutritional supplementation and for treating dietary shortage or imbalance. Pyridoxal 5'-phosphate is a strong basic compound (based on its pKa). Pyridoxal 5'-phosphate exists in all living species, ranging from bacteria to humans. In humans, pyridoxal 5'-phosphate is involved in glycine and serine metabolism. Outside of the human body, Pyridoxal 5'-phosphate is found, on average, in the highest concentration within milk (cow). Pyridoxal 5'-phosphate has also been detected, but not quantified in, several different foods, such as soursops, italian sweet red peppers, muscadine grapes, european plums, and blackcurrants. This could make pyridoxal 5'-phosphate a potential biomarker for the consumption of these foods. The monophosphate ester obtained by condensation of phosphoric acid with the primary hydroxy group of pyridoxal. Pyridoxal 5'-phosphate is a potentially toxic compound. Pyridoxal 5'-phosphate, with regard to humans, has been found to be associated with several diseases such as epilepsy, early-onset, vitamin b6-dependent, odontohypophosphatasia, pyridoxamine 5-prime-phosphate oxidase deficiency, and hypophosphatasia; pyridoxal 5'-phosphate has also been linked to the inborn metabolic disorder celiac disease.

CAS Number

54-47-7

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
3-Hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehyde	ChEBI
3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-phosphate	ChEBI
Codecarboxylase	ChEBI
Phosphoric acid mono-(4-formyl-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester	ChEBI
PLP	ChEBI
Pyridoxal 5'-(dihydrogen phosphate)	ChEBI
Pyridoxal 5-monophosphoric acid ester	ChEBI
Pyridoxal 5-phosphate	ChEBI
Pyridoxal phosphate	ChEBI
PYRIDOXAL-5'-phosphATE	ChEBI
3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-phosphoric acid	Generator
Phosphate mono-(4-formyl-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester	Generator
Pyridoxal 5'-(dihydrogen phosphoric acid)	Generator
Pyridoxal 5-monophosphate ester	Generator
Pyridoxal 5-phosphoric acid	Generator
Pyridoxal phosphoric acid	Generator
PYRIDOXAL-5'-phosphoric acid	Generator
Pyridoxal 5'-phosphoric acid	Generator
Apolon b6	HMDB
Biosechs	HMDB
Coenzyme b6	HMDB
Hairoxal	HMDB
Hexermin-p	HMDB
Hi-pyridoxin	HMDB
Hiadelon	HMDB
Himitan	HMDB
PAL-p	HMDB
Phosphopyridoxal	HMDB
Phosphopyridoxal coenzyme	HMDB
Pidopidon	HMDB
Piodel	HMDB
Pydoxal	HMDB
Pyridoxal p	HMDB
Pyridoxal-p	HMDB
Pyridoxyl phosphate	HMDB
Pyromijin	HMDB
Sechvitan	HMDB
Vitahexin-p	HMDB
Vitazechs	HMDB
Phosphate, pyridoxal	HMDB
Pyridoxal 5 phosphate	HMDB
3-Hydroxy-2-methyl-5-[(onooxy)methyl]-4-pyridinecarboxaldehyde	ChEBI
3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-ate	ChEBI
3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-ic acid	Generator
Hexermin-P	HMDB
Opyridoxal	HMDB
Opyridoxal coenzyme	HMDB
Orate mono-(4-formyl-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester	Generator
oric acid Mono-(4-formyl-5-hydroxy-6-methyl-pyridin-3-ylmethyl) ester	ChEBI
PAL-P	HMDB
Pyridoxal 5-monoate ester	Generator
Pyridoxal 5-monoic acid ester	Generator
Pyridoxal 5-monooric acid ester	ChEBI
Pyridoxal 5-ate	ChEBI
Pyridoxal 5-ic acid	Generator
Pyridoxal 5'-(dihydrogen ate)	ChEBI
Pyridoxal 5'-(dihydrogen ic acid)	Generator
Pyridoxal 5'-ate	ChEBI
Pyridoxal 5'-ic acid	Generator
Pyridoxal ate	ChEBI
Pyridoxal ic acid	Generator
Pyridoxal P	HMDB
PYRIDOXAL-5'-ATE	ChEBI
PYRIDOXAL-5'-ic acid	Generator
Pyridoxal-P	HMDB
Pyridoxyl ate	HMDB
Vitahexin-P	HMDB

Predicted Properties

Property	Value	Source
Water Solubility	5.7 g/L	ALOGPS
logP	-0.55	ALOGPS
logP	-2.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.68	ChemAxon
pKa (Strongest Basic)	4.11	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.95 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	54.75 m³·mol⁻¹	ChemAxon
Polarizability	20.9 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H10NO6P

IUPAC name

[(4-formyl-5-hydroxy-6-methylpyridin-3-yl)methoxy]phosphonic acid

InChI Identifier

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)

InChI Key

NGVDGCNFYWLIFO-UHFFFAOYSA-N

Isomeric SMILES

CC1=NC=C(COP(O)(O)=O)C(C=O)=C1O

Average Molecular Weight

247.1419

Monoisotopic Molecular Weight

247.024573569

Classification

Description

Belongs to the class of organic compounds known as pyridoxals and derivatives. Pyridoxals and derivatives are compounds containing a pyridoxal moiety, which consists of a pyridine ring substituted at positions 2,3,4, and 5 by a methyl group, a hydroxyl group, a carbaldehyde group, and a hydroxymethyl group, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridine carboxaldehydes

Direct Parent

Pyridoxals and derivatives

Alternative Parents

Substituents

Pyridoxal
Aryl-aldehyde
Monoalkyl phosphate
Hydroxypyridine
Methylpyridine
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Vinylogous acid
Heteroaromatic compound
Azacycle
Organopnictogen compound
Aldehyde
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monohydroxypyridine (CHEBI:18405 )
pyridinecarbaldehyde (CHEBI:18405 )
methylpyridines (CHEBI:18405 )
vitamin B6 phosphate (CHEBI:18405 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Organ and components:

Tissue and substructures:

Muscle

Cell and elements:

Cell:

Nerve cell

Subcellular:

Biofluid and excreta:

Process

Naturally occurring process:

Biological process:

Biochemical pathway:

Rheumatoid arthritis

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Pyridoxal 5'-phosphate, 1 MEOX; 3 TMS, GC-MS Spectrum	splash10-0gb9-2690000000-c9bacb7e657461e28407	Spectrum
GC-MS	Pyridoxal 5'-phosphate, non-derivatized, GC-MS Spectrum	splash10-0gb9-2690000000-c9bacb7e657461e28407	Spectrum
GC-MS	Pyridoxal 5'-phosphate, non-derivatized, GC-MS Spectrum	splash10-004j-0910000000-0408f3957221fc9882cd	Spectrum
GC-MS	Pyridoxal 5'-phosphate, non-derivatized, GC-MS Spectrum	splash10-0gb9-1790000000-b01115fa8b4cfd3612c7	Spectrum
Predicted GC-MS	Pyridoxal 5'-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9520000000-bfd574b2e5355694902a	Spectrum
Predicted GC-MS	Pyridoxal 5'-phosphate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006t-9152000000-26c9f631195663322986	Spectrum
Predicted GC-MS	Pyridoxal 5'-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0f6t-0690000000-4aa57f3f28f0bdef9dcf	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0fxx-8900000000-ee972556340c61650528	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-014l-9100000000-3cc29fb51820adecd59c	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0002-0090000000-9b86e80a9dd0de14ab59	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-03dj-9800000000-9313aa9cbf19bc6311c5	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-0002-9500000000-7ce120a58879e2214ce5	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-004j-9200000000-7e6bd8c298613e59fb5d	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-004i-9000000000-4c05178b1645bf01f3fa	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0udi-3920000000-6c5e6106f5658d1d6c50	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-0udi-3920000000-f96097815e6922356131	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-002b-9000000000-2c4e243699a95e3a0f88	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-002b-9000000000-8aa111485891af9f0d02	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-0090000000-9b86e80a9dd0de14ab59	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-03dj-9800000000-9313aa9cbf19bc6311c5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-9500000000-7ce120a58879e2214ce5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004j-9200000000-7e6bd8c298613e59fb5d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-4c05178b1645bf01f3fa	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-002b-9000000000-2c4e243699a95e3a0f88	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-002b-9000000000-8aa111485891af9f0d02	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f6t-1790000000-1dcb07cd1110c71f7005	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0900000000-ca6aab7f31a36863a417	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9800000000-053802b9c0533d7943ea	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9080000000-12ca63d34d39d59f6b42	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-144099ec201adbbc4684	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-70a9559d65e78c488e7e	2015-05-27	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

DB00114

HMDB ID

HMDB01491

CRC / DFC (Dictionary of Food Compounds) ID

HDV11-W:HDV11-W

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

33526

KNApSAcK ID

Not Available

HET ID

PLP

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Aromatic-L-amino-acid decarboxylase	DDC	P20711
Tyrosine aminotransferase	TAT	P17735
Aspartate aminotransferase, cytoplasmic	GOT1	P17174
Aspartate aminotransferase, mitochondrial	GOT2	P00505
Branched-chain-amino-acid aminotransferase, cytosolic	BCAT1	P54687
Branched-chain-amino-acid aminotransferase, mitochondrial	BCAT2	O15382
2-amino-3-ketobutyrate coenzyme A ligase, mitochondrial	GCAT	O75600
Alanine--glyoxylate aminotransferase 2, mitochondrial	AGXT2	Q9BYV1
Serine hydroxymethyltransferase, mitochondrial	SHMT2	P34897
Serine hydroxymethyltransferase, cytosolic	SHMT1	P34896
Glycine dehydrogenase [decarboxylating], mitochondrial	GLDC	P23378
Kynurenine--oxoglutarate transaminase 3	CCBL2	Q6YP21
Serine hydroxymethyltransferase	DKFZp686P09201	Q5HYG8
Ornithine aminotransferase, mitochondrial	OAT	P04181
Histidine decarboxylase	HDC	P19113
4-aminobutyrate aminotransferase, mitochondrial	ABAT	P80404
Alanine aminotransferase 1	GPT	P24298
Alanine aminotransferase 2	GPT2	Q8TD30
Selenocysteine lyase	SCLY	Q96I15
5-phosphohydroxy-L-lysine phospho-lyase	AGXT2L2	Q8IUZ5
Molybdenum cofactor sulfurase	MOCOS	Q96EN8
Serine palmitoyltransferase 1	SPTLC1	O15269
Proline synthase co-transcribed bacterial homolog protein	PROSC	O94903
Phosphoserine aminotransferase	PSAT1	Q9Y617
Glucose-6-phosphate 1-dehydrogenase	G6PD	P11413
Glycogen phosphorylase, liver form	PYGL	P06737
Glycogen phosphorylase, muscle form	PYGM	P11217
Glycogen phosphorylase, brain form	PYGB	P11216
Putative aspartate aminotransferase, cytoplasmic 2	GOT1L1	Q8NHS2
Ornithine decarboxylase	ODC1	P11926
Cystathionine gamma-lyase	CTH	P32929
Glutamate decarboxylase 2	GAD2	Q05329
Glutamate decarboxylase 1	GAD1	Q99259
Arginine decarboxylase	ADC	Q96A70
O-phosphoseryl-tRNA(Sec) selenium transferase	SEPSECS	Q9HD40
Sphingosine-1-phosphate lyase 1	SGPL1	O95470
Cysteine sulfinic acid decarboxylase	CSAD	Q9Y600
L-serine dehydratase/L-threonine deaminase	SDS	P20132
Serine dehydratase-like	SDSL	Q96GA7
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	AADAT	Q8N5Z0
Kynurenine--oxoglutarate transaminase 1	CCBL1	Q16773
Formimidoyltransferase-cyclodeaminase	FTCD	O95954
Ethanolamine-phosphate phospho-lyase	AGXT2L1	Q8TBG4
Serine racemase	SRR	Q9GZT4
Phosphatidylserine decarboxylase proenzyme	PISD	Q9UG56
Threonine synthase-like 1	THNSL1	Q8IYQ7
Aspartate aminotransferase	GIG18	Q2TU84
Serine palmitoyltransferase 2	SPTLC2	O15270
Serine palmitoyltransferase 3	SPTLC3	Q9NUV7
Glutamate decarboxylase-like protein 1	GADL1	Q6ZQY3
Pyridoxal-dependent decarboxylase domain-containing protein 1	PDXDC1	Q6P996
Pyridoxal-dependent decarboxylase domain-containing protein 2	PDXDC2	Q6P474
Threonine synthase-like 2	THNSL2	Q86YJ6
Aminolevulinate, delta-, synthase 1, isoform CRA_a	ALAS1	Q5JAM2
Aminolevulinate, delta-, synthase 2	ALAS2	Q5JZF5
P-selectin cytoplasmic tail-associated protein (PCAP)	pcap	Q96JQ3
Glutamic acid decarboxylase	GAD65	Q9UGI5

Pathways

Name	SMPDB Link	KEGG Link
Glucose-Alanine Cycle	SMP00127	Not Available
Malate-Aspartate Shuttle	SMP00129	Not Available
Vitamin B6 Metabolism	SMP00017	map00750
Metabolism and Physiological Effects of Para-cresol	SMP0123214	Not Available
Metabolism and Physiological Effects of Phenylacetic Acid	SMP0123256	Not Available
Metabolism and Physiological Effects of Kynurenic Acid	SMP0123300	Not Available
Metabolism and Physiological Effects of Oxalic acid	SMP0124875	Not Available
Metabolsim and Physiological Effects of Argininic acid	SMP0125504	Not Available
Metabolism and Physiological Effects of N-alpha-Acetyl-L-arginine	SMP0125530	Not Available
Metabolsim and Physiological Effects of 4-Ethylphenylsulfate	SMP0125541	Not Available
Metabolism and Physiological Effects of p-Cresol sulphate	SMP0126850	Not Available
Metabolism and Physiological Effects of 4-Hydroxyphenylacetic acid	SMP0126879	Not Available