3,4-Dihydroxybenzaldehyde (Compound)

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ID	2370
Name	3,4-Dihydroxybenzaldehyde
Synonyms	Protocatechuic aldehyde; 4-Formyl-1,2-benzenediol; 4-Formyl-1,2-dihydroxybenzene
Structure	MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure Structure for EE002370 (3,4-Dihydroxybenzaldehyde) 3D Structure for EE002370 (3,4-Dihydroxybenzaldehyde) 8768 -OEChem-10201915523D 16 16 0 0 0 0 0 0 0999 V2000 2.1556 -1.7301 0.0002 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8244 0.9666 -0.0001 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4929 0.2101 0.0007 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1617 -0.1944 -0.0006 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1832 -0.7760 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1571 -1.1621 -0.0003 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5191 0.5778 0.0004 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8259 1.1595 -0.0004 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5145 1.5456 0.0001 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5593 -0.5970 -0.0002 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4097 -2.2199 -0.0003 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5918 1.9307 -0.0005 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7623 2.6037 0.0001 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7622 -1.6815 -0.0005 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0208 -1.2850 0.0005 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8655 1.9384 -0.0002 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 15 1 0 0 0 0 2 7 1 0 0 0 0 2 16 1 0 0 0 0 3 10 2 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 4 10 1 0 0 0 0 5 6 1 0 0 0 0 5 7 2 0 0 0 0 6 11 1 0 0 0 0 7 9 1 0 0 0 0 8 9 2 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 14 1 0 0 0 0 M END > <PUBCHEM_COMPOUND_CID> 8768 > <PUBCHEM_CONFORMER_RMSD> 0.4 > <PUBCHEM_CONFORMER_DIVERSEORDER> 1 2 > <PUBCHEM_MMFF94_PARTIAL_CHARGES> 16 1 -0.53 10 0.42 11 0.15 12 0.15 13 0.15 14 0.06 15 0.45 16 0.45 2 -0.53 3 -0.57 4 0.09 5 0.08 6 -0.15 7 0.08 8 -0.15 9 -0.15 > <PUBCHEM_EFFECTIVE_ROTOR_COUNT> 1 > <PUBCHEM_PHARMACOPHORE_FEATURES> 4 1 1 donor 1 2 donor 1 3 acceptor 6 4 5 6 7 8 9 rings > <PUBCHEM_HEAVY_ATOM_COUNT> 10 > <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> 12 > <PUBCHEM_CONFORMER_ID> 0000224000000001 > <PUBCHEM_MMFF94_ENERGY> 22.3318 > <PUBCHEM_FEATURE_SELFOVERLAP> 20.301 > <PUBCHEM_SHAPE_FINGERPRINT> 12423570 1 8104693688050254116 14325111 11 18410856585794682721 161256 15 18338800013858783604 16945 1 18338516446974634213 193761 8 17978228262184387744 20645477 70 18411412887529646479 20871998 22 18127416635660797798 21040471 1 18050568735510822880 23235685 24 18336540633264472320 23402655 69 18340753876803784685 23552333 60 18342740697670873336 23552423 10 18189057512213079270 241688 4 18120094987657266160 2748010 2 18265891367550626596 29004967 10 18334017224045461137 5084963 1 18200872859759488242 528886 8 18339637948845365993 63268167 104 18412829088127400601 > <PUBCHEM_SHAPE_MULTIPOLES> 188.19 3.9 1.6 0.59 1.87 0.07 0 0.09 0 -0.75 0 0.02 -0.01 0 > <PUBCHEM_SHAPE_SELFOVERLAP> 397.038 > <PUBCHEM_SHAPE_VOLUME> 105.6 > <PUBCHEM_COORDINATE_TYPE> 2 5 10 $$$$
Description	3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine.
Classification	Compounds > Chemical entities > Organic compounds > Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aldehydes > Aryl-aldehydes > Benzaldehydes > Hydroxybenzaldehydes
CAS number	139-85-5
PubChem ID	8768
ChEBI ID	50205
FooDB ID	FDB012060
HMDB ID	HMDB0059965

Chemical data

MolDBi data

IUPAC Name	3,4-dihydroxybenzaldehyde
Traditional IUPAC Name	3,4-dihydroxybenzaldehyde
Formula	C7H6O3
InChI	InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
InChI Key	IBGBGRVKPALMCQ-UHFFFAOYSA-N
Molecular weight	138.1207
Exact mass	138.031694058
SMILES	OC1=CC=C(C=O)C=C1O

ClassyFire Taxonomy

Description	belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.
Kingdom	Organic compounds
Super Class	Organic oxygen compounds
Class	Organooxygen compounds
Sub Class	Carbonyl compounds
Direct Parent	Hydroxybenzaldehydes
Alternative Parents	Catechols Benzoyl derivatives 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Organic oxides Hydrocarbon derivatives

Publications with 3,4-Dihydroxybenzaldehyde

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-Dihydroxybenzaldehyde 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-Dihydroxybenzaldehyde 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-Dihydroxybenzaldehyde 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-Dihydroxybenzaldehyde 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-Dihydroxybenzaldehyde 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