3-(4-Hydroxy-3-methoxyphenyl)pyruvic acid (Compound)

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ID	2457
Name	3-(4-Hydroxy-3-methoxyphenyl)pyruvic acid
Synonyms	3-(4-Hydroxy-3-methoxyphenyl)-2-oxopropanoic acid; Vanilpyruvic acid; 3-Methoxy-4-hydroxyphenylpyruvic acid
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE002457 (3-(4-Hydroxy-3-methoxyphenyl)pyruvic acid) 3D Structure for EE002457 (3-(4-Hydroxy-3-methoxyphenyl)pyruvic acid) 14124 -OEChem-09042100133D 25 25 0 0 0 0 0 0 0999 V2000 -3.0408 1.4409 -0.6564 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9901 -0.8643 0.5716 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9290 0.5309 1.3070 O 0 0 0 0 0 0 0 0 0 0 0 0 4.4236 0.7407 1.0091 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2872 -0.2041 -1.0774 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0121 -0.5628 -0.4916 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4502 -0.4586 -0.8719 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8566 0.4971 -0.7522 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4644 -1.7197 0.1250 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2019 0.3998 -0.3961 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6782 -0.7572 0.2205 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8095 -1.8170 0.4811 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3199 0.1276 0.2215 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7950 0.2123 -0.0484 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1756 2.4343 0.3583 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5567 0.1660 -1.7671 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8379 -1.4526 -1.1258 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4904 1.4019 -1.2314 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2027 -2.5516 0.3352 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1673 -2.7239 0.9611 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2124 2.9169 0.5524 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5676 1.9933 1.2802 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8812 3.1912 0.0052 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1372 -1.7318 0.9859 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3945 0.7896 0.8784 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 1 15 1 0 0 0 0 2 11 1 0 0 0 0 2 24 1 0 0 0 0 3 13 2 0 0 0 0 4 14 1 0 0 0 0 4 25 1 0 0 0 0 5 14 2 0 0 0 0 6 7 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 13 1 0 0 0 0 7 16 1 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 18 1 0 0 0 0 9 12 2 0 0 0 0 9 19 1 0 0 0 0 10 11 2 0 0 0 0 11 12 1 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 15 21 1 0 0 0 0 15 22 1 0 0 0 0 15 23 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 14124 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 29 28 13 37 41 35 19 5 34 40 25 30 22 26 11 2 39 31 33 27 38 36 21 23 8 24 20 6 3 10 12 18 32 4 17 14 15 16 7 9 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 20 1 -0.36 10 0.08 11 0.08 12 -0.15 13 0.51 14 0.72 15 0.28 18 0.15 19 0.15 2 -0.53 20 0.15 24 0.45 25 0.5 3 -0.57 4 -0.65 5 -0.57 6 -0.14 7 0.2 8 -0.15 9 -0.15 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 4 > <PUBCHEM_PHARMACOPHORE_FEATURES> 7 1 1 acceptor 1 2 donor 1 3 acceptor 1 4 acceptor 1 5 acceptor 3 4 5 14 anion 6 6 8 9 10 11 12 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 15 > <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> 10 > <PUBCHEM_CONFORMER_ID> 0000372C00000001 > <PUBCHEM_MMFF94_ENERGY> 42.872 > <PUBCHEM_FEATURE_SELFOVERLAP> 35.592 > <PUBCHEM_SHAPE_FINGERPRINT> 10608611 8 18343299288506990288 12251169 10 18187082892334890782 124424 183 18060135419186747102 12932764 1 18060131059399595238 13024252 1 12468628431282277311 13464514 151 17770791116974884981 13581323 91 18186802512680530510 13764800 53 18410860919438043497 14144814 61 17822285795127085710 15042514 8 18190469453001147307 15219456 202 18271249326388752758 15279308 16 18202003192288760741 15375462 189 16732979817195484148 15653759 3 18411698820196528874 15775835 57 18041277673282836113 16945 1 18335147531005773135 18186145 218 16845291653007389598 19049666 15 18199759058949695622 19422 9 17385721400710398378 200 152 14562524111178788335 20510252 161 18411703183999424233 20645464 45 18343588447106386159 20645477 56 18131066095294447834 20645477 70 16917360216750592150 23175994 123 17632028506649249664 23402539 116 18337664317569739735 23500284 214 18341055099475736393 23557571 272 18341910583550672735 23559900 14 18340773637911357670 25 1 18057886840202966381 2748010 2 18117290151197106639 43471831 8 18040429967056355691 77492 1 16950567713739550790 90316 7 17458616796512146140 > <PUBCHEM_SHAPE_MULTIPOLES> 279.35 7.65 1.79 0.99 5.83 0.38 0.04 2.27 0.83 -2.28 0.28 0.51 0.09 0.59 > <PUBCHEM_SHAPE_SELFOVERLAP> 583.098 > <PUBCHEM_SHAPE_VOLUME> 157.7 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Benzenoids > Benzene and substituted derivatives > Phenylpyruvic acid derivatives
CAS number	1081-71-6
PubChem ID	14124
ChEBI ID	88402
FooDB ID	FDB028400
HMDB ID	HMDB0011714

Chemical data

MolDBi data

IUPAC Name	3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid
Traditional IUPAC Name	3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid
Formula	C10H10O5
InChI	InChI=1S/C10H10O5/c1-15-9-5-6(2-3-7(9)11)4-8(12)10(13)14/h2-3,5,11H,4H2,1H3,(H,13,14)
InChI Key	YGQHQTMRZPHIBB-UHFFFAOYSA-N
Molecular weight	210.1834
Exact mass	210.05282343
SMILES	COC1=C(O)C=CC(CC(=O)C(O)=O)=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 Methoxyphenols Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 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 3-(4-Hydroxy-3-methoxyphenyl)pyruvic 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 3-(4-Hydroxy-3-methoxyphenyl)pyruvic 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 3-(4-Hydroxy-3-methoxyphenyl)pyruvic 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 3-(4-Hydroxy-3-methoxyphenyl)pyruvic 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 3-(4-Hydroxy-3-methoxyphenyl)pyruvic 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 3-(4-Hydroxy-3-methoxyphenyl)pyruvic 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