Welcome to FlavorDB

Content

Generals
Classification
Quality
Toxicity & Safety
Receptors

Compound Summary

General Compound Information

protocatechuic acid

Click to view/hide 3D structure

Description

3,4-dihydroxybenzoic acid is a dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4. It has a role as a human xenobiotic metabolite, a plant metabolite, an antineoplastic agent, an EC 1.1.1.25 (shikimate dehydrogenase) inhibitor and an EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor. It is a member of catechols and a dihydroxybenzoic acid. It derives from a benzoic acid. It is a conjugate acid of a 3,4-dihydroxybenzoate.

Synonyms

3,4-DIHYDROXYBENZOIC ACID; protocatechuic acid; 99-50-3; 4-Carboxy-1,2-dihydroxybenzene; Protocatehuic acid;

protocatechuate;Benzoic acid, 3,4-dihydroxy-;4,5-Dihydroxybenzoic acid;3,4-Dihydroxybenzoicacid;protocatechuicacid;MFCD00002509;Catechol-4-carboxylic Acid;CCRIS 6291;3, 4-Dihydroxybenzoic acid;CHEMBL37537;MLS000737807;36R5QJ8L4B;DTXSID4021212;EINECS 202-760-0;CHEBI:36062;NSC 16631;BRN 1448841;NSC-16631;1ykp;3,4-Dihydroxy Benzoic Acid;NSC16631;DB03946;SMR000528167;UNII-36R5QJ8L4B;C00230;D-3487;Hypogallic acid;b-Resorcylate;beta-Resorcylate;b-resorcylic acid;4fht;Protacatechuic Acid;ZINCSELENITE;Carbohydroquinonic acid;cid_72;Protocatechuic Acid,(S);PROTOCATECHOIC ACID;Protocatechuic acid (M1);bmse000328;3,4-dihydroxy-benzoic acid;SCHEMBL39435;3,4-Dihydroxybenzoate, VIII;Pyrocatechol-4-carboxylic Acid;DTXCID601212;FEMA NO. 4430;PROTOCATECHUIC ACID [MI];ZINC13246;PROTOCATECHUIC ACID (PCA);HMS2270A17;KUC104409N;ACT07872;HY-N0294;Tox21_200167;BBL012232;BDBM50100861;DIHYDROXYBENZOIC ACID, 3,4-;s3975;STL163570;AKOS000119632;AC-9617;CCG-207950;CS-6092;KSC-10-128;CAS-99-50-3;NCGC00246757-01;NCGC00246757-02;NCGC00257721-01;3,4-DIHYDROXYBENZOIC ACID [INCI];AS-10808;SY014104;DB-021903;AM20060767;FT-0600028;3,4-Dihydroxybenzoic acid, >=97.0% (T);EN300-21544;3,4-Dihydroxybenzoic acid, analytical standard;F11285;3,4-dihydroxybenzoate;3,4-Dihydroxybenzoic acid;A846038;AE-562/40524392;DROXIDOPA METABOLITE (PROTOCATECHOIC ACID);Q418599;976C8CCE-B25D-4E0A-9A6F-3CEEA7A6964F;Z104501142;3,4-Dihydroxybenzoic acid, Vetec(TM) reagent grade, 97%;Protocatechuic acid, primary pharmaceutical reference standard;PROTOCATECHOIC ACID (CONSTITUENT OF MARITIME PINE) [DSC];Protocatechuic acid, United States Pharmacopeia (USP) Reference Standard;1225528-47-1;

FlavorDB ID

147 PUBCHEM ID

Molecular Weight

154.12 Molecular Formula

C7H6O4

Openeye Can Smiles

C1=CC(=C(C=C1C(=O)O)O)O

IUPAC Inchikey

YQUVCSBJEUQKSH-UHFFFAOYSA-N

Network

Similarity

CATEGORY	QUALITY	THRESHOLD	OCCURENCE	REFERENCE
taste	astringent	2.060e+2 µmol/L	red wine	details
taste	astringent	2.060e+2 µmol/L	red wine	details
taste	astringent	1.947e+0 µmol/L	whisky	details
taste	astringent	2.070e+2 µmol/L	whisky	details
taste	astringent	2.060e+2 µmol/L		details
taste	astringent	2.060e+2 µmol/L	red wine	details

Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database

Food Additive Safety (OFAS)
3,4-DIHYDROXYBENZOIC ACID is used for FLAVORING AGENT OR ADJUVANT. More food additive safty information please view GRAS report.

EFSA's chemical Hazards Database : OpenFoodTox
This compound is found in OpenFoodTox with the name: 3,4-Dihydroxybenzoic acid

Reference point : Defined point on an experimental dose–response relationship for the critical effect. This term is synonymous to Point of departure (USA). Reference points include the lowest or no observed adverse effect level (LOAEL/NOAEL) or benchmark dose lower confidence limit (BDML), used to derive a reference value or Margin of Exposure in human and animal health risk assessment. In the ecological area, these include lethal dose (LD50), effect concentration (EC5/ECx), no (adverse) effect concentration/dose (NOEC/NOAEC/NOAED), no (adverse) effect level (NEL/NOAEL), hazard concentration (HC5/HCx) derived from a Species Sensitivity Distributions (SSD) for the ecosystem (EFSA Scientific Committee,2018). Citation: DOI 10.5281/zenodo.4740174

Reference point information of this compound is not available!

Reference Value

Reference Value : The estimated maximum dose (on a body mass basis) or the concentration of an agent to which an individual may be exposed over a specified period without appreciable risk. Reference values are established by applying an uncertainty factor to the reference point. Examples of reference values in human health include acceptable daily intake (ADI) for food and feed additives, and pesticides, tolerable upper intake levels (UL) for vitamins and minerals, and tolerable daily intake (TDI) for contaminants and food contact materials. For acute effects and operators, the acute reference dose (ARfD) and the acceptable operator exposure level (AOEL). In animal health and the ecological area, these include safe feed concentrations and the Predicted no effect concentration (PNEC) respectively (EFSA Scientific Committee, 2018). Citation: DOI 10.5281/zenodo.4740174

OUTPUT ID	ASSESSMENT	QUALIFIER	VALUE	UNIT	POPULATION
2053	TTC Cramer Class I	=	30	µg/kg bw/day	Consumers
2101	TTC Cramer Class I	=	30	µg/kg bw/day	Consumers
2167	TTC Cramer Class I	=	30	µg/kg bw/day	Consumers

Genotoxicity

Author	YEAR	OUTPUT ID	Genotoxicity
EFSA CEF	2010	2053	Negative
EFSA CEF	2011	2101	Negative
EFSA CEF	2012	2167	Negative

EFSA Outputs

Output ID	Title	DOI	Published
2053	Scientific Opinion on Flavouring Group Evaluation 20, Revision 2 (FGE.20Rev2): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30	doi:10.2903/j.efsa.2010.1405	02Jul2010
2101	Scientific Opinion on Flavouring Group Evaluation 20, Revision 3 (FGE.20Rev3): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30	doi:10.2903/j.efsa.2011.2176	12Jul2011
2167	Scientific Opinion on Flavouring Group Evaluation 20, Revision 4 (FGE.20Rev4): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30	doi:10.2903/j.efsa.2012.2994	07Dec2012

Receptors

Receptor	REFERENCE	EC50 [µM]	Effective Concentration [µM]
TAS2R14	details	155.64	133.00
TAS2R30	details	82.39	133.00

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental GCMS	view	GCMS	positive
Experimental LCMS	view	LCMS_Positive	positive
Experimental LCMS	view	LCMS_Negative	negative

Content

Compound Summary

protocatechuic acid

Description

Synonyms

3,4-DIHYDROXYBENZOIC ACID; protocatechuic acid; 99-50-3; 4-Carboxy-1,2-dihydroxybenzene; Protocatehuic acid;

FlavorDB ID

147

PUBCHEM ID

72

Molecular Weight

154.12

Molecular Formula

C7H6O4

Openeye Can Smiles

C1=CC(=C(C=C1C(=O)O)O)O

IUPAC Inchikey

YQUVCSBJEUQKSH-UHFFFAOYSA-N

Network

Shown in network

Similarity

Show/Hide similarity panel

Content

Compound Summary

protocatechuic acid

Description

Synonyms

3,4-DIHYDROXYBENZOIC ACID; protocatechuic acid; 99-50-3; 4-Carboxy-1,2-dihydroxybenzene; Protocatehuic acid;

FlavorDB ID

147

PUBCHEM ID

72

Molecular Weight

154.12

Molecular Formula

C7H6O4

Openeye Can Smiles

C1=CC(=C(C=C1C(=O)O)O)O

IUPAC Inchikey

YQUVCSBJEUQKSH-UHFFFAOYSA-N

Network

Shown in network

Similarity

Show/Hide similarity panel

Reference Details

Reference Details

Reference Details

Reference Details

Reference Details

Reference Details

OpenFoodTox: component 3,4-Dihydroxybenzoic acid

Reference Details

Reference Details

GC-MS Spectrum

GC-MS Spectrum

GC-MS Spectrum