Vanillic acid (Compound)

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ID	1485
Name	Vanillic acid
Synonyms	4-Hydroxy-3-methoxybenzoic acid
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE001485 (Vanillic acid) 3D Structure for EE001485 (Vanillic acid) 8468 -OEChem-09232115533D 20 20 0 0 0 0 0 0 0999 V2000 2.2270 -1.2769 -0.4333 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7732 1.4275 -0.0997 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4158 0.6003 0.2100 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8793 -1.5824 -0.1287 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2153 -0.3850 -0.2428 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1481 0.0653 -0.0212 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1036 -0.8386 -0.2160 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4895 0.9724 -0.0749 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8736 1.4226 0.1467 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4451 1.8762 0.1199 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5231 -0.4076 0.0084 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7933 -1.8737 0.7318 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3039 -1.8992 -0.3486 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6561 2.1603 0.3010 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6453 2.9362 0.2519 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0365 -2.4502 1.2732 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2232 -1.1092 1.3866 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5904 -2.5523 0.4162 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7705 2.3908 0.0340 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3397 0.2710 0.2289 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 12 1 0 0 0 0 2 8 1 0 0 0 0 2 19 1 0 0 0 0 3 11 1 0 0 0 0 3 20 1 0 0 0 0 4 11 2 0 0 0 0 5 7 1 0 0 0 0 5 8 2 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 6 11 1 0 0 0 0 7 13 1 0 0 0 0 8 10 1 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 12 16 1 0 0 0 0 12 17 1 0 0 0 0 12 18 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 8468 > <PUBCHEM_CONFORMER_RMSD> 0.6 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 3 2 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 17 1 -0.36 10 -0.15 11 0.63 12 0.28 13 0.15 14 0.15 15 0.15 19 0.45 2 -0.53 20 0.5 3 -0.65 4 -0.57 5 0.08 6 0.09 7 -0.15 8 0.08 9 -0.15 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 2 > <PUBCHEM_PHARMACOPHORE_FEATURES> 6 1 1 acceptor 1 2 donor 1 3 acceptor 1 4 acceptor 3 3 4 11 anion 6 5 6 7 8 9 10 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 12 > <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> 4 > <PUBCHEM_CONFORMER_ID> 0000211400000001 > <PUBCHEM_MMFF94_ENERGY> 42.9289 > <PUBCHEM_FEATURE_SELFOVERLAP> 30.504 > <PUBCHEM_SHAPE_FINGERPRINT> 10130415 120 18339360760499211393 12932764 1 17749104461608965231 14128692 85 18338241470541801430 14325111 11 18411983602287644237 16945 1 18265897054082045037 17990270 104 18410293657062994315 19021347 11 18265613371660728470 20201158 50 18263361554625112499 20645477 70 18411133650077929223 20653091 64 18336265661221442074 20711985 365 18265895752881261533 20871998 184 17912353235093811462 20871998 22 18198911305641572318 21501502 16 18411700976228160141 21501925 9 18339911679996314795 21650355 55 17614541667721211754 23402655 69 18343291571120874325 23463225 33 18411138013194411300 23552423 10 18334582368632231597 2748010 2 18411698759814032565 528862 383 18337103561948610094 53812653 166 18200874105379372296 63268167 104 18412831308583424529 7364860 26 18343865520052646656 > <PUBCHEM_SHAPE_MULTIPOLES> 223.48 4.59 2.03 0.66 1.45 0.12 -0.03 -1.61 -0.37 -0.9 -0.16 -0.15 -0.08 -0.34 > <PUBCHEM_SHAPE_SELFOVERLAP> 469.411 > <PUBCHEM_SHAPE_VOLUME> 126.8 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description
Classification	Compounds > Chemical entities > Organic compounds > Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Methoxybenzoic acids and derivatives > M-methoxybenzoic acids and derivatives
CAS number	121-34-6
PubChem ID	8468
ChEBI ID	16632
FooDB ID	FDB000846
HMDB ID	HMDB0000484

Chemical data

MolDBi data

IUPAC Name	4-hydroxy-3-methoxybenzoic acid
Traditional IUPAC Name	vanillic acid
Formula	C8H8O4
InChI	InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
InChI Key	WKOLLVMJNQIZCI-UHFFFAOYSA-N
Molecular weight	168.148
Exact mass	168.042258738
SMILES	COC1=C(O)C=CC(=C1)C(O)=O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group.
Kingdom	Organic compounds
Super Class	Benzenoids
Class	Benzene and substituted derivatives
Sub Class	Benzoic acids and derivatives
Direct Parent	M-methoxybenzoic acids and derivatives
Alternative Parents	Methoxyphenols Hydroxybenzoic acid derivatives Benzoic acids Phenoxy compounds Methoxybenzenes Benzoyl derivatives Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives

Publications with Vanillic 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 Vanillic 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 Vanillic 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 Vanillic 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 Vanillic 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 Vanillic 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