Phenyllactic acid (Compound)

Go to Compound classification

ID	1914
Name	Phenyllactic acid
Synonyms	2-Hydroxy-3-phenylpropanoic acid; 3-Phenyllactic acid; DL-3-Phenyllactic acid; beta-Phenyllactic acid; DL-alpha-Hydroxycinnamic acid
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001914 (Phenyllactic acid) 3D Structure for EE001914 (Phenyllactic acid) 1303 -OEChem-10042218573D 22 22 0 1 0 0 0 0 0999 V2000 1.3583 1.4920 -1.0221 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7312 -1.4161 1.1752 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7391 0.6101 1.1522 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0763 0.1581 -0.5741 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3781 0.0852 -0.2510 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5898 -0.7697 -1.7063 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0483 1.2191 0.2079 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0678 -1.1170 -0.4074 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9335 -0.1761 0.6660 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4082 1.1509 0.5105 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4278 -1.1853 -0.1049 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0980 -0.0513 0.3540 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5146 -1.8326 -1.4553 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0307 -0.5921 -2.6325 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6437 -0.5634 -1.9301 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5355 2.1656 0.3556 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5762 -2.0216 -0.7506 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9295 2.0326 0.8717 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9646 -2.1220 -0.2237 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3052 1.5472 -1.2365 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1565 -0.1049 0.5910 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2966 -1.5874 1.9583 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 20 1 0 0 0 0 2 9 1 0 0 0 0 2 22 1 0 0 0 0 3 9 2 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 4 9 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 13 1 0 0 0 0 6 14 1 0 0 0 0 6 15 1 0 0 0 0 7 10 1 0 0 0 0 7 16 1 0 0 0 0 8 11 2 0 0 0 0 8 17 1 0 0 0 0 10 12 2 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 1303 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 4 5 1 2 6 3 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 18 1 -0.68 10 -0.15 11 -0.15 12 -0.15 16 0.15 17 0.15 18 0.15 19 0.15 2 -0.65 20 0.4 21 0.15 22 0.5 3 -0.57 4 0.48 5 -0.14 7 -0.15 8 -0.15 9 0.66 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 2 > <PUBCHEM_PHARMACOPHORE_FEATURES> 6 1 1 acceptor 1 1 donor 1 2 acceptor 1 3 acceptor 3 2 3 9 anion 6 5 7 8 10 11 12 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 12 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 0 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 1 > <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> 1 > <PUBCHEM_CONFORMER_ID> 0000051700000004 > <PUBCHEM_MMFF94_ENERGY> 29.8396 > <PUBCHEM_FEATURE_SELFOVERLAP> 30.512 > <PUBCHEM_SHAPE_FINGERPRINT> 10857977 72 18059576931635657627 11031198 65 14189301511885321784 12326174 3 16008754602065731498 12423570 1 14889341122205369572 12524768 44 18202850958819460949 12932764 1 17676783027882979549 13839132 238 17774442676726814785 15219456 202 17489592238136907982 15775835 57 18412545388209918289 16945 1 18187372016985894215 19973954 147 17274549715263906145 20559304 39 18186527587607892065 20645464 45 17775283841919031355 20871998 184 17702097169888684479 21040471 1 18199480869849592317 22445834 79 18187920638686031259 23552423 10 18261403290198645527 2748010 2 18129395834147573749 29004967 10 16153705414340831948 3248919 1 18343308080436751805 369184 2 18341038658261429283 5084963 1 17987537926063238565 8030462 33 17749683942907164317 > <PUBCHEM_SHAPE_MULTIPOLES> 229.35 4.16 1.45 1.2 1.14 0.01 -0.04 -0.2 0.88 0.24 -0.11 -1.03 0.15 0.1 > <PUBCHEM_SHAPE_SELFOVERLAP> 478.379 > <PUBCHEM_SHAPE_VOLUME> 130 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description	Microbial metabolite identified in gut (table 1 from Donia 2015).
Classification	Compounds > Chemical entities > Organic compounds > Phenylpropanoids and polyketides > Phenylpropanoic acids
CAS number	828-01-3
PubChem ID	3848
ChEBI ID	25998
FooDB ID	FDB022236
HMDB ID	HMDB0000779

Chemical data

MolDBi data

IUPAC Name	2-hydroxy-3-phenylpropanoic acid
Traditional IUPAC Name	β-phenyllactic acid
Formula	C9H10O3
InChI	InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)
InChI Key	VOXXWSYKYCBWHO-UHFFFAOYSA-N
Molecular weight	166.1739
Exact mass	166.062994186
SMILES	OC(CC1=CC=CC=C1)C(O)=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
Kingdom	Organic compounds
Super Class	Benzenoids
Class	Benzene and substituted derivatives
Sub Class	Not Available
Direct Parent	Benzene and substituted derivatives
Alternative Parents	Alpha hydroxy acids and derivatives Tertiary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds Aromatic alcohols

Publications with Phenyllactic 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 Phenyllactic 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 Phenyllactic 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 Phenyllactic 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 Phenyllactic 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 Phenyllactic 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