4-HYDROXYBENZOIC ACID (CED0003866)

Record Information

Version

1.0

Creation Date

2016-05-19 02:09:21 UTC

Update Date

2026-05-14 18:07:02 UTC

Accession Number

CHEM006042

Identification

Common Name

4-HYDROXYBENZOIC ACID

Class

Small Molecule

Description

4-HYDROXYBENZOIC ACID belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. This benzenoid compound has the chemical formula C7H6O3 and an average molecular weight of 138.12 g/mol. In industrial applications, it serves as a preservative as well as a nutrient and flavouring agent. Additionally, it is present in Polyethylene Terephthalate plastics. The compound is found in or released from five recorded sources, including drinking water and water supply (drinking water), food contact materials within food, food processing and cookware, and building and construction materials such as stairs and ramps. It is also associated with electrical and electronic equipment, specifically antennas and amplifiers. Recorded routes of exposure to the substance include touch, oral, and inhalation. At a molecular level, 4-HYDROXYBENZOIC ACID interacts with four recorded protein targets. It acts as an inhibitor of p-hydroxybenzoate hydroxylase (pobA) and targets Chorismate pyruvate-lyase (ubiC), 4-hydroxybenzoyl-CoA thioesterase (fcbC), and Amine oxidase [flavin-containing] B (MAOB).

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
4-Carboxyphenol	ChEBI
p-HYDROXYBENZOIC ACID	ChEBI
p-Salicylic acid	ChEBI
Hydroxybenzoic acid	Kegg
Hydroxybenzenecarboxylic acid	Kegg
p-HYDROXYBENZOate	Generator
p-Salicylate	Generator
Hydroxybenzoate	Generator
Hydroxybenzenecarboxylate	Generator
4-Hydroxybenzoate	Generator
4-Hydroxy-benzoate	HMDB
4-Hydroxy-benzoesaeure	HMDB
4-Hydroxy-benzoic acid	HMDB
p-Carboxyphenol	HMDB
p-Hydroxy-benzoate	HMDB
p-Hydroxy-benzoic acid	HMDB
Paraben-acid	HMDB
4-Hydroxybenzoic acid, calcium salt	HMDB
4-Hydroxybenzoic acid, dilithium salt	HMDB
4-Hydroxybenzoic acid, disodium salt	HMDB
Para-hydroxybenzoic acid	HMDB
Sodium p-hydroxybenzoate tetrahydrate	HMDB
4-Hydroxybenzoic acid, copper(2+)(1:1) salt	HMDB
4-Hydroxybenzoic acid, dipotassium salt	HMDB
4-Hydroxybenzoic acid, monopotassium salt	HMDB
4-Hydroxybenzoic acid, monosodium salt	HMDB
4-Hydroxybenzoic acid, monosodium salt, 11C-labeled	HMDB
4-Hydroxybenzene carboxylic acid	HMDB
p-Hydroxyl benzoic acid	HMDB
4-Hydroxybenzoic acid	HMDB

Chemical Formula

C₇H₆O₃

Average Molecular Mass

138.122 g/mol

Monoisotopic Mass

138.032 g/mol

CAS Registry Number

99-96-7

IUPAC Name

4-hydroxybenzoic acid

Traditional Name

P-hydroxybenzoic acid

SMILES

OC(=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)

InChI Key

FJKROLUGYXJWQN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hydroxybenzoic acid derivatives

Alternative Parents

Substituents

Hydroxybenzoic acid
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monohydroxybenzoic acid (CHEBI:30763 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	11.9 g/L	ALOGPS
logP	1.58	ALOGPS
logP	1.33	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	4.38	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.3 m³·mol⁻¹	ChemAxon
Polarizability	12.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-01b9-0490000000-89473836b0071542185e	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00xu-2890000000-dd5367ba838ccd5b29d8	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00di-9540000000-11db590137f79b7a32bf	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00xu-3890000000-7e553522b6ec5c075e25	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00dr-5900000000-9b1d88421f1e1ded16f9	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00di-9700000000-a9bb4b71d8b23a56ca67	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-0079-6900000000-617d58eb059c1e918ca0	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00dr-4900000000-97bfa38b0d6bc152d470	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00dr-7900000000-290af590b1fc44a86969	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-01b9-0490000000-d6001fb50397705d3e0b	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-01b9-0490000000-89473836b0071542185e	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00xu-2890000000-dd5367ba838ccd5b29d8	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00di-9540000000-11db590137f79b7a32bf	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00xu-3890000000-7e553522b6ec5c075e25	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00xu-2980000000-0ba0ea7d63bd7fff3b22	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0079-5900000000-fcde26d72ca8445dff7e	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00xu-7950000000-cc553d409cc2a872749d	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000f-9400000000-9fb9f8fbd7cf90a88604	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9000000000-f5d09d09184f72ec3bd7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9000000000-d31cea608d0764edf5d0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00dr-5900000000-9b1d88421f1e1ded16f9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-9700000000-3ac766249fee4c68b8f4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0079-6900000000-4e15a4102e0b3bc8ddce	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4r-9800000000-9e7208bfb79f9cca336b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-9000000000-1ed6d8123d44d126ed64	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-9000000000-63a0e9c65e315bb89281	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-9000000000-a8befcaa45eced4a9a51	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-9000000000-26788d399f2b459abc21	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0072-6900000000-ba06f5c422d59cd10cea	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9100000000-193fd4eb0cf324fb3abc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9200000000-c834f7be13341f3e19b8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-4f58e660923e896589a3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4r-9800000000-9e7208bfb79f9cca336b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-9000000000-1ed6d8123d44d126ed64	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-9000000000-e80d9637393e63e2d07c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-9000000000-a8befcaa45eced4a9a51	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4i-9000000000-26788d399f2b459abc21	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000l-6900000000-998dd6da8c3df5deae6d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9200000000-c834f7be13341f3e19b8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9100000000-bcc25280789b143ca114	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0072-6900000000-ba06f5c422d59cd10cea	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9100000000-193fd4eb0cf324fb3abc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9100000000-c6155f34349088135718	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9000000000-0241ffd874fd3cc59d27	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00b9-9300000000-caf66a2b2003602da184	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-9100000000-906436c58a066b1808fa	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00ko-9000000000-8ba70e60f1a295a9fef4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9000000000-925bca20419146d716b7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fvi-9000000000-19af7e6ef9ec14930638	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-006t-9500000000-1e5cb81b969b73d90b4e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gb9-9000000000-90f461acf9b0f1f4f4b9	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-006t-9400000000-7dfb1a283fbc704ab3a6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000l-6900000000-998dd6da8c3df5deae6d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00kf-9100000000-95845d223e0438b1b496	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-9100000000-eb5f3c9f680a3fd421e7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000b-9700000000-67984bfcc6ccd3b59dbb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9300000000-ed7de21f1e18066cdfda	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-9100000000-fc189f4367573a3c5721	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9100000000-a18dc42f1b52cbdb7c88	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9000000000-650d6536ad287c80ef35	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9000000000-47a16c90e1447b9eef7b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000f-9600000000-b5808d379a4e51bccf6d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9000000000-2268816117c351df2bf4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-9100000000-338fabbd6a307cde7d02	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0079-0900000000-6351b89d53d1742a1fbb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-1900000000-bdd873f3d1dc0f2af556	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00fu-9400000000-37262c1edda5dec21a19	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-3900000000-fcd512c9827982e7c9aa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000f-9600000000-36013030005316a50fab	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9100000000-5efa05442f95e2900559	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9200000000-4122996d20f9e7a135d3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-08485aaf085c13d5129a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-0ffef6d06506b9232331	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-007a-5900000000-744d8b00e4e80786003b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006y-9600000000-dbef08e05bd11fc4cb3b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014l-9000000000-d3768055f15161ec8c33	Not Available	View Spectrum
MS	MS Spectrum	splash10-00dr-6900000000-71548845dbf99346758d	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2449.0	Log mg/kg	[1400:4400]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available
490		Personal care & cosmetics	Not Available
494	Food contact materials	Food, food processing & cookware	Not Available
500	Stairs And Ramps	Building & Construction	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	1.94623
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	1.01204
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	1.47914
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	1.71268
Click to view 3D structure	Carbonic anhydrase	Q2PCB5	Dicentrarchus labrax	Predicted (SEA)	0.0778492
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	0.700643
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	0.622794
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	0.467095
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	0.778492
Click to view 3D structure	Carbonic anhydrase 3	P07451	Humans	Predicted (SEA)	0.233548
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	1.32344
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	1.63483
Click to view 3D structure	Carbonic anhydrase 15	Q99N23	Mus musculus	Predicted (SEA)	1.08989
Click to view 3D structure	Succinate-semialdehyde dehydrogenase, mitochondrial	P51649	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	Tyrosinase	P14679	Humans	Predicted (SEA)	0.311397
Click to view 3D structure	Carbonic anhydrase 13	Q9D6N1	Mus musculus	Predicted (SEA)	3.03612
Click to view 3D structure	Tyrosinase	O42713	Agaricus bisporus	Predicted (SEA)	1.01204
Click to view 3D structure	D(1A) dopamine receptor	P21728	Humans	Predicted (SEA)	49.3564
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	14.4021
Click to view 3D structure	Tissue factor	P13726	Humans	Predicted (SEA)	9.41976
Click to view 3D structure	UDP-3-O-acyl-N-acetylglucosamine deacetylase	O67648	Aquifex aeolicus (strain VF5)	Predicted (SEA)	6.69503
Click to view 3D structure	Organic anion transporter 3	O88909	Mus musculus	Predicted (SEA)	1.71268
Click to view 3D structure	Endolysin	P00720	Enterobacteria phage T4	Predicted (SEA)	1.40129
Click to view 3D structure	Carbonic anhydrase 2	Q3I4V7	Cryptococcus neoformans	Predicted (SEA)	14.1686
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	45.2304