p-Coumaric acid (Compound)

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ID	1483
Name	p-Coumaric acid
Synonyms	4-Hydroxycinnamic acid; p-Hydroxycinnamic acid
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001483 (p-Coumaric acid) 3D Structure for EE001483 (p-Coumaric acid) 637542 -OEChem-09032120153D 20 20 0 0 0 0 0 0 0999 V2000 4.4366 0.3797 -0.0759 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2176 1.1412 -0.2835 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9236 -1.0626 0.2280 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3430 -0.2893 0.0700 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8431 1.0061 0.2016 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2186 -1.3600 -0.1104 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2189 1.2308 0.1525 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5944 -1.1352 -0.1593 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0945 0.1602 -0.0279 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0915 -0.5239 0.1204 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0440 0.4110 -0.0928 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4721 0.0420 -0.0227 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2012 1.8672 0.3634 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8474 -2.3766 -0.2162 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5967 2.2441 0.2604 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2716 -1.9731 -0.3004 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3902 -1.5472 0.3384 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8139 1.4413 -0.3394 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6043 1.3318 0.0314 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1792 0.9496 -0.2489 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 1 19 1 0 0 0 0 2 12 1 0 0 0 0 2 20 1 0 0 0 0 3 12 2 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 4 10 1 0 0 0 0 5 7 1 0 0 0 0 5 13 1 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 10 11 2 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 18 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 637542 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 20 1 -0.53 10 -0.18 11 -0.14 12 0.71 13 0.15 14 0.15 15 0.15 16 0.15 17 0.15 18 0.15 19 0.45 2 -0.65 20 0.5 3 -0.57 4 0.03 5 -0.15 6 -0.15 7 -0.15 8 -0.15 9 0.08 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 2 > <PUBCHEM_PHARMACOPHORE_FEATURES> 5 1 1 donor 1 2 acceptor 1 3 acceptor 3 2 3 12 anion 6 4 5 6 7 8 9 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 12 > <PUBCHEM_ATOM_DEF_STEREO_COUNT> 0 > <PUBCHEM_ATOM_UDEF_STEREO_COUNT> 0 > <PUBCHEM_BOND_DEF_STEREO_COUNT> 1 > <PUBCHEM_BOND_UDEF_STEREO_COUNT> 0 > <PUBCHEM_ISOTOPIC_ATOM_COUNT> 0 > <PUBCHEM_COMPONENT_COUNT> 1 > <PUBCHEM_CACTVS_TAUTO_COUNT> 2 > <PUBCHEM_CONFORMER_ID> 0009BA6600000001 > <PUBCHEM_MMFF94_ENERGY> 29.8559 > <PUBCHEM_FEATURE_SELFOVERLAP> 25.427 > <PUBCHEM_SHAPE_FINGERPRINT> 10219947 1 18060139816832396606 10608611 8 18409163333561610193 11062470 55 18410856551060404490 11401426 45 18273490183084339632 11471102 20 18412540985842026796 12032990 46 18412550898573934758 12932764 1 17203598290216365625 13380535 76 18410294735152987866 13922767 16 18342734135224842328 14144814 61 18271810094630286075 14325111 11 18410573994100101371 14415576 193 18408608079973299268 14911166 2 18342466954368550876 14993402 34 17346878948819131084 15442244 35 17981328884853215121 18186145 218 18338240371024944259 190213 19 17704073988536472419 200 152 18060132146532326919 20201158 50 18409732850166443451 20279233 1 18186526501192318875 20606313 2 18412262826738421564 20645477 70 18270960124966525143 21119208 17 17775847908421537925 23402539 116 17748818626965999820 23402655 69 18343016662468527509 4990 188 18059585689110956326 528886 8 18341326764736353122 > <PUBCHEM_SHAPE_MULTIPOLES> 229.35 7.65 1.32 0.61 4.22 0.07 0 -0.81 -0.34 -0.22 0 0 0 0.26 > <PUBCHEM_SHAPE_SELFOVERLAP> 478.674 > <PUBCHEM_SHAPE_VOLUME> 130.3 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
CAS number	7400-08-0
PubChem ID	637542
ChEBI ID	36090
FooDB ID	FDB002593
HMDB ID	HMDB0002035

Chemical data

MolDBi data

IUPAC Name	(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid
Traditional IUPAC Name	coumaric acid
Formula	C9H8O3
InChI	InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+
InChI Key	NGSWKAQJJWESNS-ZZXKWVIFSA-N
Molecular weight	164.158
Exact mass	164.047344122
SMILES	OC(=O)\C=C\C1=CC=C(O)C=C1

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
Kingdom	Organic compounds
Super Class	Phenylpropanoids and polyketides
Class	Cinnamic acids and derivatives
Sub Class	Hydroxycinnamic acids and derivatives
Direct Parent	Hydroxycinnamic acids
Alternative Parents	Coumaric acids Cinnamic acids Styrenes 1-hydroxy-2-unsubstituted benzenoids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds

Publications with p-Coumaric 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 p-Coumaric 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 p-Coumaric 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 p-Coumaric 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 p-Coumaric 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 p-Coumaric 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