U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C7H6O3
Molecular Weight 138.1207
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-HYDROXYBENZOIC ACID

SMILES

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

InChI

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

HIDE SMILES / InChI

Molecular Formula C7H6O3
Molecular Weight 138.1207
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Effect of simple phenolic compounds on azoxymethane-induced aberrant crypt foci in rat colon.
2001
Pneumocystis carinii synthesizes four ubiquinone homologs: inhibition by atovaquone and bupravaquone but not by stigmatellin.
2001
Characterization of sago palm (Metroxylon sagu) lignin by analytical pyrolysis.
2001 Apr
The influence of type and quantity of model drug on the extrusion/spheronization of mixtures with microcrystalline cellulose. I. Extrusion parameters.
2001 Apr 17
Protein dynamics control proton transfers to the substrate on the His72Asn mutant of p-hydroxybenzoate hydroxylase.
2001 Apr 3
Purification and properties of p-hydroxybenzoate hydroxylases from Rhodococcus strains.
2001 Aug
Methodological setup to study allelochemical translocation in radish seedlings.
2001 Aug
Comamonas testosteroni BR6020 possesses a single genetic locus for extradiol cleavage of protocatechuate.
2001 Aug
Selective and quantitative analysis of 4-hydroxybenzoate preservatives by microemulsion electrokinetic chromatography.
2001 Jul 27
Determination of organic acids of low molecular weight and phosphate in soil by capillary electrophoresis.
2001 Jul-Aug
Regulation of the p-hydroxybenzoic acid hydroxylase gene (pobA) in plant-growth-promoting Pseudomonas putida WCS358.
2001 Jun
Safety assessment of propyl paraben: a review of the published literature.
2001 Jun
Enhancement of minor laccases production in the basidiomycete Marasmius quercophilus C30.
2001 Jun 12
Tagetolone and tagetenolone: two phytotoxic polyketides from Alternaria tagetica.
2001 Mar
Pneumocystis carinii f. sp. carinii synthesizes de novo four homologs of ubiquinone.
2001 Mar-Apr
Monitoring of reactive oxygen species production after traumatic brain injury in rats with microdialysis and the 4-hydroxybenzoic acid trapping method.
2001 Nov
Microbial transformations of p-coumaric acid by Bacillus megaterium and Curvularia lunata.
2001 Nov
A novel protein elicitor (PaNie) from Pythium aphanidermatum induces multiple defense responses in carrot, Arabidopsis, and tobacco.
2001 Nov
Effects of the nitrone radical scavengers PBN and S-PBN on in vivo trapping of reactive oxygen species after traumatic brain injury in rats.
2001 Nov
Fast homogeneous assay for plasma procarboxypeptidase U.
2001 Sep
Adaptive and cross-protective responses of Pseudomonas sp. DJ-12 to several aromatics and other stress shocks.
2001 Sep
Aromatic amino acid biosynthesis and production of related compounds from p-hydroxyphenylpyruvic acid by rumen bacteria, protozoa and their mixture.
2002
Co-oxidation of p-hydroxybenzoic acid and atrazine by the Fenton's like system Fe(III)/H2O2.
2002 Apr 26
High level expression of chorismate pyruvate-lyase (UbiC) and HMG-CoA reductase in hairy root cultures of Lithospermum erythrorhizon.
2002 Aug
Assignment of absolute configuration of chiral carboxylic acids via exciton-coupled CD treatment: 4-phenylthioproline as a case study.
2002 Aug
Retention of anions on silica-based metalloporphyrin stationary phases.
2002 Feb
Toluene bioconversion to p-hydroxybenzoate by fed-batch cultures of recombinant Pseudomonas putida.
2002 Feb 5
4-Hydroxybenzoate uptake in Klebsiella planticola strain DSZ1 is driven by DeltapH.
2002 Jan
Nature of impurities in fertilizers containing EDDHMA/Fe(3+), EDDHSA/Fe(3+), and EDDCHA/Fe(3+) chelates.
2002 Jan 16
Chorismate lyase: kinetics and engineering for stability.
2002 Jan 31
Multiple operons connected with catabolism of aromatic compounds in Acinetobacter sp. strain ADP1 are under carbon catabolite repression.
2002 Jul
Effects of butyl paraben on the male reproductive system in mice.
2002 Jul
Role of protein flexibility in the catalytic cycle of p-hydroxybenzoate hydroxylase elucidated by the Pro293Ser mutant.
2002 Jul 2
Enhanced detection and characterization of protocatechuate 3,4-dioxygenase in Acinetobacter lwoffii K24 by proteomics using a column separation.
2002 Jul 26
X-ray crystallographic analyses of inhibitor and substrate complexes of wild-type and mutant 4-hydroxybenzoyl-CoA thioesterase.
2002 Jul 26
Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection.
2002 Jun 19
Agastinol and agastenol, novel lignans from Agastache rugosa and their evaluation in an apoptosis inhibition assay.
2002 Mar
Reclassification of Clostridium hydroxybenzoicum as Sedimentibacter hydroxybenzoicus gen. nov., comb. nov., and description of Sedimentibacter saalensis sp. nov.
2002 May
4-Hydroxycinnamoyl-CoA hydratase/lyase, an enzyme of phenylpropanoid cleavage from Pseudomonas, causes formation of C(6)-C(1) acid and alcohol glucose conjugates when expressed in hairy roots of Datura stramonium L.
2002 May
Isolation from a shea cake digester of a tannin-tolerant Escherichia coli strain decarboxylating p-hydroxybenzoic and vanillic acids.
2002 May
Novel fluorometric assay for hydroxyl radical prevention capacity using fluorescein as the probe.
2002 May 8
On the application of 4-hydroxybenzoic acid as a trapping agent to study hydroxyl radical generation during cerebral ischemia and reperfusion.
2002 May-Jun
[The nature of melanin pigments from some micro- and macromycetes].
2002 May-Jun
Evaluation of the health aspects of methyl paraben: a review of the published literature.
2002 Oct
Biodegradation of aromatic compounds by white rot and ectomycorrhizal fungal species and the accumulation of chlorinated benzoic acid in ectomycorrhizal pine seedlings.
2002 Oct
Acute toxicity, mutagenicity, and estrogenicity of biodegradation products of bisphenol-A.
2002 Oct
Role of the pks15/1 gene in the biosynthesis of phenolglycolipids in the Mycobacterium tuberculosis complex. Evidence that all strains synthesize glycosylated p-hydroxybenzoic methyl esters and that strains devoid of phenolglycolipids harbor a frameshift mutation in the pks15/1 gene.
2002 Oct 11
Antifungal constituents from the seeds of Allium fistulosum L.
2002 Oct 23
Fast capillary electrochromatographic analysis of parabens and 4-hydroxybenzoic acid in drugs and cosmetics.
2002 Sep
Germination inhibitory constituents from Erigeron annuus.
2002 Sep
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:12:43 GMT 2023
Edited
by admin
on Fri Dec 15 19:12:43 GMT 2023
Record UNII
JG8Z55Y12H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-HYDROXYBENZOIC ACID
FHFI   HSDB   INCI  
INCI  
Official Name English
SALICYLIC ACID IMPURITY A [EP IMPURITY]
Common Name English
ACETYLSALICYLIC ACID IMPURITY A [EP IMPURITY]
Common Name English
4-HYDROXYBENZOIC ACID [INCI]
Common Name English
BENZOIC ACID, P-HYDROXY-
Common Name English
P-HYDROXYBENZOIC ACID [MI]
Common Name English
PROPYL HYDROXYBENZOATE IMPURITY A [EP IMPURITY]
Common Name English
4-CARBOXYPHENOL
Systematic Name English
P-CARBOXYPHENOL
Common Name English
4-HYDROXYBENZOIC ACID [FHFI]
Common Name English
PARAHYDROXYBENZOIC ACID
Systematic Name English
BENZOIC ACID, 4-HYDROXY-
Common Name English
PARABEN-ACID
Common Name English
P-SALICYLIC ACID
Common Name English
P-HYDROXYBENZOIC ACID
MI  
Common Name English
METHYL PARAHYDROXYBENZOATE IMPURITY A [EP IMPURITY]
Common Name English
SALICYLIC ACID RELATED COMPOUND A [USP-RS]
Common Name English
NSC-4961
Code English
FEMA NO. 3986
Code English
SALICYLIC ACID RELATED COMPOUND A [USP IMPURITY]
USP-RS  
Common Name English
4-HYDROXYBENZOIC ACID [HSDB]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION 4-HYDROXYBENZOIC ACID
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
Code System Code Type Description
RXCUI
1649527
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY RxNorm
CAS
99-96-7
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
WIKIPEDIA
4-HYDROXYBENZOIC ACID
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
FDA UNII
JG8Z55Y12H
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
HSDB
7233
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
EVMPD
SUB14772MIG
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
NSC
4961
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
SMS_ID
100000079746
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
DRUG BANK
DB04242
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
MERCK INDEX
m6120
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY Merck Index
PUBCHEM
135
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
CHEBI
30763
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
DAILYMED
JG8Z55Y12H
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
MESH
C038193
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-804-9
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID3026647
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
JECFA MONOGRAPH
890
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
RS_ITEM_NUM
1609013
Created by admin on Fri Dec 15 19:12:44 GMT 2023 , Edited by admin on Fri Dec 15 19:12:44 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
PARENT -> IMPURITY
correction factor: for the calculation of content, multiply the peak area of impurity A by 1.4
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP