4-Hydroxyphenylpyruvic acid (Compound)

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ID	1987
Name	4-Hydroxyphenylpyruvic acid
Synonyms	3-(4-Hydroxyphenyl)pyruvic acid; 3-(p-Hydroxyphenyl)-2-oxopropanoic acid
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001987 (4-Hydroxyphenylpyruvic acid) 3D Structure for EE001987 (4-Hydroxyphenylpyruvic acid) 979 -OEChem-09032119413D 21 21 0 0 0 0 0 0 0999 V2000 4.4798 0.5309 0.1345 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4971 1.3888 0.2128 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0013 1.1220 0.2225 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7965 -1.1341 -0.1423 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4840 -0.5625 -0.1247 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9513 -0.9555 -0.2181 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1670 -0.1404 -1.2652 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1436 -0.6173 1.1032 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5097 0.2270 -1.1779 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4864 -0.2498 1.1906 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1695 0.1724 0.0500 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8568 0.2377 0.0134 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3369 -0.0192 0.0012 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1695 -1.3762 -1.2065 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1821 -1.7248 0.5279 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6639 -0.0916 -2.2273 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6221 -0.9427 1.9995 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0304 0.5546 -2.0737 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9948 -0.2940 2.1498 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7917 0.7954 -0.7481 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9728 0.9883 0.2455 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 1 20 1 0 0 0 0 2 12 2 0 0 0 0 3 13 1 0 0 0 0 3 21 1 0 0 0 0 4 13 2 0 0 0 0 5 6 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 12 1 0 0 0 0 6 14 1 0 0 0 0 6 15 1 0 0 0 0 7 9 1 0 0 0 0 7 16 1 0 0 0 0 8 10 2 0 0 0 0 8 17 1 0 0 0 0 9 11 2 0 0 0 0 9 18 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 12 13 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 979 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 4 6 7 8 9 3 5 2 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 19 1 -0.53 10 -0.15 11 0.08 12 0.51 13 0.72 16 0.15 17 0.15 18 0.15 19 0.15 2 -0.57 20 0.45 21 0.5 3 -0.65 4 -0.57 5 -0.14 6 0.2 7 -0.15 8 -0.15 9 -0.15 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 3 > <PUBCHEM_PHARMACOPHORE_FEATURES> 6 1 1 donor 1 2 acceptor 1 3 acceptor 1 4 acceptor 3 3 4 13 anion 6 5 7 8 9 10 11 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 13 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 0 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_DEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_UDEF_STEREO_COUNT> 0 > <PUBCHEM_ISOTOPIC_ATOM_COUNT> 0 > <PUBCHEM_COMPONENT_COUNT> 1 > <PUBCHEM_CACTVS_TAUTO_COUNT> 6 > <PUBCHEM_CONFORMER_ID> 000003D300000001 > <PUBCHEM_MMFF94_ENERGY> 26.5715 > <PUBCHEM_FEATURE_SELFOVERLAP> 30.516 > <PUBCHEM_SHAPE_FINGERPRINT> 10219947 1 16081087086816449062 11031198 65 16200154309052912316 11062470 55 13551187788216639854 11471102 20 15410895150098920970 11471102 22 15647054841681749204 12251169 10 16298390166635595338 12932764 1 16988552490146199311 14144814 61 17312821558958318131 14251717 144 16443340987780439290 14252887 29 15791728568964256056 14911166 2 15123513644643369600 14943859 89 17917989494948557802 15775835 57 18260830379878591024 17844478 74 17132120143069601131 18186145 218 16988857054856530647 200 152 17023175059423051775 20201158 50 16343707629401649438 20279233 1 17561363972300357719 20645477 70 15864611904619272595 21293036 1 15770059441022241374 23402539 116 18201430385380055460 23557571 272 17989491844225336629 25 1 15913332385658092902 26918003 58 15647057062391091257 528886 8 14836400337476358654 57812782 119 14851603284700681335 581208 293 16298103198622637882 7364860 26 18126286346149802470 77492 1 17967530194418981503 > <PUBCHEM_SHAPE_MULTIPOLES> 244.06 7.2 1.08 1.02 2.28 0.04 0.08 -0.08 1.28 -0.84 -0.08 0.72 -0.04 -0.25 > <PUBCHEM_SHAPE_SELFOVERLAP> 511.39 > <PUBCHEM_SHAPE_VOLUME> 137 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description	An intermediate in the metabolism of the amino acid phenylalanine.
Classification	Compounds > Chemical entities > Organic compounds > Benzenoids > Benzene and substituted derivatives > Phenylpyruvic acid derivatives
CAS number	156-39-8
PubChem ID	979
ChEBI ID	15999
FooDB ID	FDB030506
HMDB ID	HMDB0000707

Chemical data

MolDBi data

IUPAC Name	3-(4-hydroxyphenyl)-2-oxopropanoic acid
Traditional IUPAC Name	4-hydroxyphenylpyruvic acid
Formula	C9H8O4
InChI	InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
InChI Key	KKADPXVIOXHVKN-UHFFFAOYSA-N
Molecular weight	180.1574
Exact mass	180.042258744
SMILES	OC(=O)C(=O)CC1=CC=C(O)C=C1

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.
Kingdom	Organic compounds
Super Class	Benzenoids
Class	Benzene and substituted derivatives
Sub Class	Phenylpyruvic acid derivatives
Direct Parent	Phenylpyruvic acid derivatives
Alternative Parents	Phenylpropanoic acids 1-hydroxy-2-unsubstituted benzenoids Alpha-keto acids and derivatives Alpha-hydroxy ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives

Publications with 4-Hydroxyphenylpyruvic acid

ID	Title	First author	Authors	Year	Journal	Volume	Issue	Pages	PubMed ID	DOI	Study design	No. of Biomarkers	No. of Intake values	No. of Concentration values	No. of Reproducibility values	No. of Correlation values	No. of Metabolomic associations	No. of Microbiota associations	No. of Cancer associations

Biomarker data

Measurements of 4-Hydroxyphenylpyruvic acid in biospecimens

Concentration values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Reproducibility values

ID	Excretion ID	Subject group	Population	Country	Cohort	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Arithmetic mean	Geometric mean	Median	Unit	Adjusted on	Reproducibility size	ICC	ICC 95% CI lower	ICC 95% CI upper	CV% WS	CV% BS	VAR WS	VAR BS	Publication

Associations of 4-Hydroxyphenylpyruvic acid with exposures

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication

Metabolomic associations

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	Intake Assessment method	Intake	Intervention dose	Biospecimen	Analytical method	Biomarker	Structural identification	Feature selection	Area under curve	Sensitivity	Specificity	PLS-DA VIP	Beta coefficient	Beta coefficient p-value	ANOVA p-value	Publication

Microbiota associations

ID	Biomarker	Experimental evidence	Organism	Biospecimen	Antibiotic	Bacterial source	Substrate	Publication

Associations of 4-Hydroxyphenylpyruvic acid with cancer risk

Cancer associations

ID	Excretion ID	Subject group	Population	Country	Cohort	No. of subjects	No. of cases	No. of controls	Biospecimen	Analytical method	Biomarker	Biomarker detail	Cancer	Study design	Publication

Exposure data

Measurements of 4-Hydroxyphenylpyruvic acid exposures in populations

Intake values

ID	Parent ID	Depth	Subject group	Population	Country	Cohort	Intake Time definition	Intake assessment tool	Intake food coverage	Intake time coverage	Intake Assessment method	Intake	Intake detail	Food description	Supplement intakes included?	Measurement size	Detected (nb)	Detected (%)	Detected only?	Arithmethic mean	Arithmethic SD	Geometric mean	Geometric SD	Min	Min (detected)	Percentile_05	Percentile_10	Percentile_25	Median	Percentile_75	Percentile_90	Percentile_95	Max	Interquartile range	Mean 95% CI lower	Mean 95% CI upper	GMean 95% CI lower	GMean 95% CI upper	Unit	Converted arithmetic mean	Converted geometric mean	Converted median	Converted unit	Adjustment type	Adjusted on	Regressed on	Expressed as	Publication

Associations of 4-Hydroxyphenylpyruvic acid exposures with biomarkers

Correlation values

ID	Intake ID	Excretion ID	Subject group	Population	Country	Cohort	Intake Time definition	Intake Assessment method	Intake	Intake detail	Supplement intakes included?	Intake Arithmetic mean	Intake Geometric mean	Intake Median	Intake Unit	Intake Adjusted on	Biomarker Time definition	Biospecimen	Analytical method	Biomarker	Biomarker detail	Biomarker Arithmetic mean	Biomarker Geometric mean	Biomarker Median	Biomarker Unit	Biomarker Adjusted on	Correlation size	Correlation type	Correlation value	Correlation 95% CI lower	Correlation 95% CI upper	Correlation p-value	Significant?	Measurement adjustment	Deattenuated?	Covariates	Publication