Compounds > 4-nitrohippuric acid

Page last updated: 2024-12-06

4-nitrohippuric acid

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Description

4-Nitrohippuric acid is a metabolite of toluene, a common industrial solvent and component of gasoline. It is formed in the liver when toluene is metabolized by the enzyme cytochrome P450. The presence of 4-nitrohippuric acid in urine is a biomarker of toluene exposure. It is studied to assess toluene exposure in occupational settings and to monitor the effectiveness of environmental control measures. 4-Nitrohippuric acid can be synthesized through various chemical reactions, but it is primarily produced by the human body as a byproduct of toluene metabolism.'

4-nitrohippuric acid: major metabolite of 4-nitrobenzoic acid [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	17549
CHEMBL ID	8682
SCHEMBL ID	1285585
MeSH ID	M0103512

Synonyms (62)

Synonym
nsc-33334
nsc33334
2645-07-0
SDCCGMLS-0065545.P001
OPREA1_078681
OPREA1_067067
NCGC00091799-01
p-nitrohippuric acid
n-4-nitrobenzoylglycine
ccris 6077
glycine, n-(p-nitrobenzoyl)-
hippuric acid, p-nitro-
brn 1125394
4-nitrohippuric acid
n-(p-nitrobenzoyl)glycine
nsc 33334
einecs 220-156-5
p-nitrobenzoylglycine
glycine, n-(4-nitrobenzoyl)-
[(4-nitrobenzoyl)amino]acetic acid
AKOS000200803
CHEMBL8682 ,
2-[(4-nitrobenzoyl)amino]acetic acid
n-(4-nitrobenzoyl)glycine
F0873-0006
(4-nitro-benzoylamino)-acetic acid
bdbm50016603
NCGC00091799-02
unii-9hiu46t98m
9hiu46t98m ,
4-09-00-01199 (beilstein handbook reference)
tox21_201181
NCGC00258733-01
dtxsid8025759 ,
dtxcid005759
cas-2645-07-0
FT-0634427
AKOS015889410
(4-nitrobenzoylamino)acetic acid
4-nitrobenzoylglycine
nitrohippuric acid, p-
2-(4-nitrobenzamido)acetic acid
2-((4-nitrobenzoyl)amino)acetic acid
XCMUCRMMVDSVEL-UHFFFAOYSA-N
SCHEMBL1285585
p-nitrohippursaure
sr-01000009743
SR-01000009743-1
J-016432
4-nitrohippuricacid
mfcd00007349
Q27272566
D97784
A877227
2-(4-nitrobenzamido)aceticacid
2-[(4-nitrophenyl)formamido]acetic acid
EN300-23706
SB79883
PD119724
CS-0073015
HY-W028991
Z56936638

Research Excerpts

Dosage Studied

Excerpt	Relevance	Reference
" 2 Reduction of 4-nitrobenzoic acid was significantly decreased by antibiotic pretreatment; the mean decrease in reduction was 81% for animals doses orally and 73% for intraperitoneally dosed marmosets."	( Influence of the gut microflora on the metabolism of 4-nitrobenzoic acid in the marmoset. James, SP; Kuzniar, EJ, 1981)	0.26

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (11)

Potency Measurements

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, TYROSYL-DNA PHOSPHODIESTERASE	Homo sapiens (human)	Potency	70.7946	0.0040	23.8416	100.0000	AID485290
Chain A, HADH2 protein	Homo sapiens (human)	Potency	39.8107	0.0251	20.2376	39.8107	AID886; AID893
Chain B, HADH2 protein	Homo sapiens (human)	Potency	39.8107	0.0251	20.2376	39.8107	AID886; AID893
Chain A, Cruzipain	Trypanosoma cruzi	Potency	39.8107	0.0020	14.6779	39.8107	AID1476
interleukin 8	Homo sapiens (human)	Potency	74.9780	0.0473	49.4806	74.9780	AID651758
peroxisome proliferator activated receptor gamma	Homo sapiens (human)	Potency	50.1187	0.0010	19.4141	70.9645	AID588537
Nuclear receptor ROR-gamma	Homo sapiens (human)	Potency	2.3710	0.0266	22.4482	66.8242	AID651802
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Aldo-keto reductase family 1 member B1	Rattus norvegicus (Norway rat)	IC50 (µMol)	280.0000	0.0004	1.8773	10.0000	AID34940
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Tyrosine-protein kinase Lck	Homo sapiens (human)	Kd	0.2900	0.0002	1.1174	24.2210	AID224294
Tyrosine-protein kinase Fyn	Homo sapiens (human)	Kd	0.2400	0.0008	1.4238	8.4000	AID72281
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (85)

Process	via Protein(s)	Taxonomy
protein phosphorylation	Tyrosine-protein kinase Lck	Homo sapiens (human)
intracellular zinc ion homeostasis	Tyrosine-protein kinase Lck	Homo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic process	Tyrosine-protein kinase Lck	Homo sapiens (human)
response to xenobiotic stimulus	Tyrosine-protein kinase Lck	Homo sapiens (human)
peptidyl-tyrosine phosphorylation	Tyrosine-protein kinase Lck	Homo sapiens (human)
hemopoiesis	Tyrosine-protein kinase Lck	Homo sapiens (human)
platelet activation	Tyrosine-protein kinase Lck	Homo sapiens (human)
T cell differentiation	Tyrosine-protein kinase Lck	Homo sapiens (human)
T cell costimulation	Tyrosine-protein kinase Lck	Homo sapiens (human)
positive regulation of heterotypic cell-cell adhesion	Tyrosine-protein kinase Lck	Homo sapiens (human)
intracellular signal transduction	Tyrosine-protein kinase Lck	Homo sapiens (human)
peptidyl-tyrosine autophosphorylation	Tyrosine-protein kinase Lck	Homo sapiens (human)
Fc-gamma receptor signaling pathway	Tyrosine-protein kinase Lck	Homo sapiens (human)
T cell receptor signaling pathway	Tyrosine-protein kinase Lck	Homo sapiens (human)
positive regulation of T cell receptor signaling pathway	Tyrosine-protein kinase Lck	Homo sapiens (human)
positive regulation of T cell activation	Tyrosine-protein kinase Lck	Homo sapiens (human)
leukocyte migration	Tyrosine-protein kinase Lck	Homo sapiens (human)
release of sequestered calcium ion into cytosol	Tyrosine-protein kinase Lck	Homo sapiens (human)
regulation of lymphocyte activation	Tyrosine-protein kinase Lck	Homo sapiens (human)
positive regulation of leukocyte cell-cell adhesion	Tyrosine-protein kinase Lck	Homo sapiens (human)
positive regulation of intrinsic apoptotic signaling pathway	Tyrosine-protein kinase Lck	Homo sapiens (human)
innate immune response	Tyrosine-protein kinase Lck	Homo sapiens (human)
cell surface receptor protein tyrosine kinase signaling pathway	Tyrosine-protein kinase Lck	Homo sapiens (human)
B cell receptor signaling pathway	Tyrosine-protein kinase Lck	Homo sapiens (human)
response to singlet oxygen	Tyrosine-protein kinase Fyn	Homo sapiens (human)
neuron migration	Tyrosine-protein kinase Fyn	Homo sapiens (human)
stimulatory C-type lectin receptor signaling pathway	Tyrosine-protein kinase Fyn	Homo sapiens (human)
adaptive immune response	Tyrosine-protein kinase Fyn	Homo sapiens (human)
negative regulation of inflammatory response to antigenic stimulus	Tyrosine-protein kinase Fyn	Homo sapiens (human)
heart process	Tyrosine-protein kinase Fyn	Homo sapiens (human)
protein phosphorylation	Tyrosine-protein kinase Fyn	Homo sapiens (human)
calcium ion transport	Tyrosine-protein kinase Fyn	Homo sapiens (human)
G protein-coupled glutamate receptor signaling pathway	Tyrosine-protein kinase Fyn	Homo sapiens (human)
axon guidance	Tyrosine-protein kinase Fyn	Homo sapiens (human)
learning	Tyrosine-protein kinase Fyn	Homo sapiens (human)
feeding behavior	Tyrosine-protein kinase Fyn	Homo sapiens (human)
regulation of cell shape	Tyrosine-protein kinase Fyn	Homo sapiens (human)
gene expression	Tyrosine-protein kinase Fyn	Homo sapiens (human)
negative regulation of gene expression	Tyrosine-protein kinase Fyn	Homo sapiens (human)
negative regulation of hydrogen peroxide biosynthetic process	Tyrosine-protein kinase Fyn	Homo sapiens (human)
positive regulation of neuron projection development	Tyrosine-protein kinase Fyn	Homo sapiens (human)
protein ubiquitination	Tyrosine-protein kinase Fyn	Homo sapiens (human)
peptidyl-tyrosine phosphorylation	Tyrosine-protein kinase Fyn	Homo sapiens (human)
protein catabolic process	Tyrosine-protein kinase Fyn	Homo sapiens (human)
forebrain development	Tyrosine-protein kinase Fyn	Homo sapiens (human)
T cell costimulation	Tyrosine-protein kinase Fyn	Homo sapiens (human)
negative regulation of protein ubiquitination	Tyrosine-protein kinase Fyn	Homo sapiens (human)
intracellular signal transduction	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cellular response to platelet-derived growth factor stimulus	Tyrosine-protein kinase Fyn	Homo sapiens (human)
Fc-gamma receptor signaling pathway involved in phagocytosis	Tyrosine-protein kinase Fyn	Homo sapiens (human)
negative regulation of protein catabolic process	Tyrosine-protein kinase Fyn	Homo sapiens (human)
positive regulation of tyrosine phosphorylation of STAT protein	Tyrosine-protein kinase Fyn	Homo sapiens (human)
response to ethanol	Tyrosine-protein kinase Fyn	Homo sapiens (human)
vascular endothelial growth factor receptor signaling pathway	Tyrosine-protein kinase Fyn	Homo sapiens (human)
ephrin receptor signaling pathway	Tyrosine-protein kinase Fyn	Homo sapiens (human)
dendrite morphogenesis	Tyrosine-protein kinase Fyn	Homo sapiens (human)
regulation of peptidyl-tyrosine phosphorylation	Tyrosine-protein kinase Fyn	Homo sapiens (human)
activated T cell proliferation	Tyrosine-protein kinase Fyn	Homo sapiens (human)
modulation of chemical synaptic transmission	Tyrosine-protein kinase Fyn	Homo sapiens (human)
T cell receptor signaling pathway	Tyrosine-protein kinase Fyn	Homo sapiens (human)
leukocyte migration	Tyrosine-protein kinase Fyn	Homo sapiens (human)
detection of mechanical stimulus involved in sensory perception of pain	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cellular response to hydrogen peroxide	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cellular response to transforming growth factor beta stimulus	Tyrosine-protein kinase Fyn	Homo sapiens (human)
positive regulation of protein targeting to membrane	Tyrosine-protein kinase Fyn	Homo sapiens (human)
dendritic spine maintenance	Tyrosine-protein kinase Fyn	Homo sapiens (human)
positive regulation of protein localization to nucleus	Tyrosine-protein kinase Fyn	Homo sapiens (human)
regulation of glutamate receptor signaling pathway	Tyrosine-protein kinase Fyn	Homo sapiens (human)
negative regulation of oxidative stress-induced intrinsic apoptotic signaling pathway	Tyrosine-protein kinase Fyn	Homo sapiens (human)
negative regulation of dendritic spine maintenance	Tyrosine-protein kinase Fyn	Homo sapiens (human)
response to amyloid-beta	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cellular response to amyloid-beta	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cellular response to L-glutamate	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cellular response to glycine	Tyrosine-protein kinase Fyn	Homo sapiens (human)
positive regulation of protein localization to membrane	Tyrosine-protein kinase Fyn	Homo sapiens (human)
regulation of calcium ion import across plasma membrane	Tyrosine-protein kinase Fyn	Homo sapiens (human)
positive regulation of cysteine-type endopeptidase activity	Tyrosine-protein kinase Fyn	Homo sapiens (human)
innate immune response	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cell differentiation	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cell surface receptor protein tyrosine kinase signaling pathway	Tyrosine-protein kinase Fyn	Homo sapiens (human)
negative regulation of transcription by RNA polymerase II	Nuclear receptor ROR-gamma	Homo sapiens (human)
xenobiotic metabolic process	Nuclear receptor ROR-gamma	Homo sapiens (human)
regulation of glucose metabolic process	Nuclear receptor ROR-gamma	Homo sapiens (human)
regulation of steroid metabolic process	Nuclear receptor ROR-gamma	Homo sapiens (human)
intracellular receptor signaling pathway	Nuclear receptor ROR-gamma	Homo sapiens (human)
circadian regulation of gene expression	Nuclear receptor ROR-gamma	Homo sapiens (human)
cellular response to sterol	Nuclear receptor ROR-gamma	Homo sapiens (human)
positive regulation of circadian rhythm	Nuclear receptor ROR-gamma	Homo sapiens (human)
regulation of fat cell differentiation	Nuclear receptor ROR-gamma	Homo sapiens (human)
positive regulation of DNA-templated transcription	Nuclear receptor ROR-gamma	Homo sapiens (human)
adipose tissue development	Nuclear receptor ROR-gamma	Homo sapiens (human)
T-helper 17 cell differentiation	Nuclear receptor ROR-gamma	Homo sapiens (human)
regulation of transcription by RNA polymerase II	Nuclear receptor ROR-gamma	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (38)

Process	via Protein(s)	Taxonomy
phosphotyrosine residue binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
protein tyrosine kinase activity	Tyrosine-protein kinase Lck	Homo sapiens (human)
non-membrane spanning protein tyrosine kinase activity	Tyrosine-protein kinase Lck	Homo sapiens (human)
protein serine/threonine phosphatase activity	Tyrosine-protein kinase Lck	Homo sapiens (human)
protein binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
ATP binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
phospholipase activator activity	Tyrosine-protein kinase Lck	Homo sapiens (human)
protein kinase binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
protein phosphatase binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
SH2 domain binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
T cell receptor binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
CD4 receptor binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
CD8 receptor binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
identical protein binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
phospholipase binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
phosphatidylinositol 3-kinase binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
ATPase binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
signaling receptor binding	Tyrosine-protein kinase Lck	Homo sapiens (human)
protein tyrosine kinase activity	Tyrosine-protein kinase Fyn	Homo sapiens (human)
non-membrane spanning protein tyrosine kinase activity	Tyrosine-protein kinase Fyn	Homo sapiens (human)
protein binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
ATP binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
phospholipase activator activity	Tyrosine-protein kinase Fyn	Homo sapiens (human)
enzyme binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
type 5 metabotropic glutamate receptor binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
identical protein binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
alpha-tubulin binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
phospholipase binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
transmembrane transporter binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
metal ion binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
ephrin receptor binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
tau protein binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
tau-protein kinase activity	Tyrosine-protein kinase Fyn	Homo sapiens (human)
growth factor receptor binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
scaffold protein binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
disordered domain specific binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
signaling receptor binding	Tyrosine-protein kinase Fyn	Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specific	Nuclear receptor ROR-gamma	Homo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specific	Nuclear receptor ROR-gamma	Homo sapiens (human)
DNA-binding transcription factor activity	Nuclear receptor ROR-gamma	Homo sapiens (human)
protein binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
oxysterol binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
zinc ion binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
ligand-activated transcription factor activity	Nuclear receptor ROR-gamma	Homo sapiens (human)
sequence-specific double-stranded DNA binding	Nuclear receptor ROR-gamma	Homo sapiens (human)
nuclear receptor activity	Nuclear receptor ROR-gamma	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (21)

Process	via Protein(s)	Taxonomy
pericentriolar material	Tyrosine-protein kinase Lck	Homo sapiens (human)
immunological synapse	Tyrosine-protein kinase Lck	Homo sapiens (human)
cytosol	Tyrosine-protein kinase Lck	Homo sapiens (human)
plasma membrane	Tyrosine-protein kinase Lck	Homo sapiens (human)
membrane raft	Tyrosine-protein kinase Lck	Homo sapiens (human)
extracellular exosome	Tyrosine-protein kinase Lck	Homo sapiens (human)
plasma membrane	Tyrosine-protein kinase Lck	Homo sapiens (human)
membrane raft	Tyrosine-protein kinase Fyn	Homo sapiens (human)
dendrite	Tyrosine-protein kinase Fyn	Homo sapiens (human)
nucleus	Tyrosine-protein kinase Fyn	Homo sapiens (human)
mitochondrion	Tyrosine-protein kinase Fyn	Homo sapiens (human)
endosome	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cytosol	Tyrosine-protein kinase Fyn	Homo sapiens (human)
actin filament	Tyrosine-protein kinase Fyn	Homo sapiens (human)
plasma membrane	Tyrosine-protein kinase Fyn	Homo sapiens (human)
postsynaptic density	Tyrosine-protein kinase Fyn	Homo sapiens (human)
dendrite	Tyrosine-protein kinase Fyn	Homo sapiens (human)
perikaryon	Tyrosine-protein kinase Fyn	Homo sapiens (human)
cell body	Tyrosine-protein kinase Fyn	Homo sapiens (human)
membrane raft	Tyrosine-protein kinase Fyn	Homo sapiens (human)
perinuclear region of cytoplasm	Tyrosine-protein kinase Fyn	Homo sapiens (human)
perinuclear endoplasmic reticulum	Tyrosine-protein kinase Fyn	Homo sapiens (human)
glial cell projection	Tyrosine-protein kinase Fyn	Homo sapiens (human)
Schaffer collateral - CA1 synapse	Tyrosine-protein kinase Fyn	Homo sapiens (human)
plasma membrane	Tyrosine-protein kinase Fyn	Homo sapiens (human)
nucleus	Nuclear receptor ROR-gamma	Homo sapiens (human)
nucleoplasm	Nuclear receptor ROR-gamma	Homo sapiens (human)
nuclear body	Nuclear receptor ROR-gamma	Homo sapiens (human)
chromatin	Nuclear receptor ROR-gamma	Homo sapiens (human)
nucleus	Nuclear receptor ROR-gamma	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay ID	Title	Year	Journal	Article
AID34940	Inhibition of aldose reductase from rat lens. Value ranges from 140 - 580	1989	Journal of medicinal chemistry, May, Volume: 32, Issue:5	Synthesis and in vitro aldose reductase inhibitory activity of compounds containing an N-acylglycine moiety.
AID388272	Activity of rat recombinant peptidylglycine alpha-amidating monooxygenase assessed as stimulation of oxygen consumption	2008	Bioorganic & medicinal chemistry, Dec-01, Volume: 16, Issue:23	Substituted hippurates and hippurate analogs as substrates and inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM).
AID72281	Dissociation constant for binding to SH2 domain of Fyn protein kinase	1999	Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5	Acquisition of high-affinity, SH2-targeted ligands via a spatially focused library.
AID388274	Ratio of Vm(app) to Km(app) for rat recombinant peptidylglycine alpha-amidating monooxygenase relative to hippuric acid	2008	Bioorganic & medicinal chemistry, Dec-01, Volume: 16, Issue:23	Substituted hippurates and hippurate analogs as substrates and inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM).
AID224294	Dissociation constant for binding to SH2 domain of p56 lck tyrosine kinase	1999	Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5	Acquisition of high-affinity, SH2-targeted ligands via a spatially focused library.
AID35127	Inhibition of partially purified aldose reductase obtained from rat lens (100 uM ); ND is No Data	1989	Journal of medicinal chemistry, May, Volume: 32, Issue:5	Synthesis and in vitro aldose reductase inhibitory activity of compounds containing an N-acylglycine moiety.
AID388273	Ratio of Vm(app) to Km(app) for rat recombinant peptidylglycine alpha-amidating monooxygenase	2008	Bioorganic & medicinal chemistry, Dec-01, Volume: 16, Issue:23	Substituted hippurates and hippurate analogs as substrates and inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	3 (60.00)	18.7374
1990's	1 (20.00)	18.2507
2000's	1 (20.00)	29.6817
2010's	0 (0.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.42

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	12.42 (24.57)
Research Supply Index	1.79 (2.92)
Research Growth Index	4.21 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.42)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
acetic acid Acetic Acid: Product of the oxidation of ethanol and of the destructive distillation of wood. It is used locally, occasionally internally, as a counterirritant and also as a reagent. (Stedman, 26th ed). acetic acid : A simple monocarboxylic acid containing two carbons.	2	1	monocarboxylic acid	antimicrobial food preservative; Daphnia magna metabolite; food acidity regulator; protic solvent
hippuric acid hippuric acid: RN given refers to parent cpd; structure in Merck Index, 9th ed, #4591. N-benzoylglycine : An N-acylglycine in which the acyl group is specified as benzoyl.	1.97	1	N-acylglycine	human blood serum metabolite; uremic toxin
4-aminobenzoic acid 4-Aminobenzoic Acid: An aminobenzoic acid isomer that combines with pteridine and GLUTAMIC ACID to form FOLIC ACID. The fact that 4-aminobenzoic acid absorbs light throughout the UVB range has also resulted in its use as an ingredient in SUNSCREENS.. 4-ammoniobenzoate : A zwitterion obtained by transfer of a proton from the carboxy to the amino group of 4-aminobenzoic acid.. 4-aminobenzoic acid : An aminobenzoic acid in which the amino group is para to the carboxy group.	1.96	1	aminobenzoic acid; aromatic amino-acid zwitterion	allergen; Escherichia coli metabolite; plant metabolite
p-aminohippuric acid p-Aminohippuric Acid: The glycine amide of 4-aminobenzoic acid. Its sodium salt is used as a diagnostic aid to measure effective renal plasma flow (ERPF) and excretory capacity.. p-aminohippurate : A hippurate that is the conjugate base of p-aminohippuric acid, arising from deprotonation of the carboxy group.. p-aminohippuric acid : An N-acylglycine that is the 4-amino derivative of hippuric acid; used as a diagnostic agent in the measurement of renal plasma flow.	2.4	2	N-acylglycine	Daphnia magna metabolite
4-aminobenzoic acid para-Aminobenzoates: Benzoic acids, salts, or esters that contain an amino group attached to carbon number 4 of the benzene ring structure.. 4-aminobenzoate : An aromatic amino-acid anion that is the conjugate base of 4-aminobenzoic acid.	1.96	1	aminobenzoate; aromatic amino-acid anion	Escherichia coli metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
4-nitrobenzoic acid 4-nitrobenzoic acid: RN given refers to parent cpd. 4-nitrobenzoic acid : A nitrobenzoic acid having the nitro group at the 4-position.	2.37	2	nitrobenzoic acid
thiophene-3-carboxylic acid thiophene-3-carboxylic acid: structure in first source	2	1
iodohippuric acid Iodohippuric Acid: An iodine-containing compound used in pyelography as a radiopaque medium. If labeled with radioiodine, it can be used for studies of renal function.. 2-iodohippuric acid : A member of the class of benzamides resulting from the formal condensation of the carboxy group of 2-iodobenzoic acid with the amino group of glycine.	2.04	1	benzamides; N-acylglycine; organoiodine compound
salicylurate salicylurate: RN given refers to parent cpd. salicyluric acid : An N-acylglycine in which the acyl group is specified as 2-hydroxybenzoyl.. salicylurate : A monocarboxylic acid anion that is the conjugate base of salicyluric acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.	2.04	1	N-acylglycine; secondary carboxamide	human xenobiotic metabolite; uremic toxin
aceturic acid aceturic acid: structure. N-acetylglycine : An N-acylglycine where the acyl group is specified as acetyl.	2.04	1	N-acetyl-amino acid; N-acylglycine	human metabolite
n-benzyloxycarbonylglycine N-benzyloxycarbonylglycine: structure given in first source. N-benzyloxycarbonylglycine : A derivative of glycine having a benzyloxycarbonyl protecting group attached to the nitrogen.	2.04	1	N-acylglycine
acedoben 4-acetamidobenzoic acid : A amidobenzoic acid that consists of benzoic acid bearing an acetamido substituent at position 4.	1.96	1	amidobenzoic acid
furoylglycine furoylglycine: structure given in first source. N-(2-furoyl)glycine : A glycine derivative that is the carboxamide obtained by the formal condensation of the amino group of glycine with 2-furoic acid.	2.04	1	furans; N-acylglycine	human metabolite
4-chlorohippuric acid 4-chlorohippuric acid: metabolite of zomepirac; RN given refers to parent cpd	2.4	2
thiophenoxyacetic acid thiophenoxyacetic acid: structure	2.04	1
salicylhydroxamic acid [no description available]	2.04	1	hydroxamic acid; phenols	antibacterial drug; EC 1.11.2.2 (myeloperoxidase) inhibitor; EC 3.5.1.5 (urease) inhibitor; trypanocidal drug
phenylacetylglycine phenylacetylglycine : A N-acylglycine that is glycine substituted on nitrogen with a phenylacetyl group.	2.04	1	monocarboxylic acid amide; monocarboxylic acid; N-acylglycine	human metabolite; mouse metabolite
nicotinuric acid nicotinuric acid: RN given refers to parent cpd. N-nicotinoylglycine : An N-acylglycine having nicotinoyl as the acyl substituent.	2.04	1	N-acylglycine	human urinary metabolite
n-benzoylalanine, (dl-ala)-isomer [no description available]	1.97	1	alanine derivative; N-acyl-amino acid	metabolite
benzoylpropionic acid benzoylpropionic acid: structure in first source. 4-oxo-4-phenylbutyric acid : A 4-oxo monocarboxylic acid that is butyric acid bearing oxo and phenyl substituents at position 4.	2.04	1	4-oxo monocarboxylic acid	hapten
boc-glycine BOC-glycine: RN given refers to parent cpd	2.04	1
n-benzylglycine [no description available]	2.04	1
2-methylhippuric acid 2-methylhippuric acid: urinary metabolite of o-xylene. o-methylhippuric acid : An N-acylglycine that is the ortho-methyl derivative of hippuric acid.	2.04	1	N-acylglycine	metabolite
hippuryl-glycyl-glycine hippuryl-glycyl-glycine: RN given refers to parent cpd; N1 from 9th CI Form Index	2.04	1
4-methylhippuric acid 4-methylhippuric acid: urinary metabolite of p-xylene. p-methylhippuric acid : An N-acylglycine in which the acyl group is specified as 4-methylbenzoyl.	2.4	2	N-acylglycine	metabolite
3-methylhippuric acid 3-methylhippuric acid: urinary metabolite of m-xylene. m-methylhippuric acid : An N-acylglycine that is the 3-methyl derivative of hippuric acid.	2.04	1	N-acylglycine	metabolite
4-methyoxybenzoyl-n-glycine [no description available]	2.4	2	N-acylglycine
2-naphthoylglycine 2-naphthoylglycine: RN not in Chemline 8/18/82	1.97	1
4-hydroxyhippuric acid p-hydroxyhippuric acid : An N-acylglycine that is the 4-hydroxy derivative of hippuric acid.	2.04	1	N-acylglycine	human blood serum metabolite
sorbinil sorbinil: aldose reductase inhibitor. sorbinil : An azaspiro compound having a monofluoro-substituted chromane skeleton spiro-linked to an imidazolidinedione ring.	1.97	1	azaspiro compound; chromanes; imidazolidinone; organofluorine compound; oxaspiro compound	antioxidant; EC 1.1.1.21 (aldehyde reductase) inhibitor
7-methoxycoumarin-4-acetic acid [no description available]	2	1	monocarboxylic acid	fluorochrome
cinnamoylglycine cinnamoylglycine: structure given in first source. N-cinnamoylglycine : An N-acylglycine in which the acyl group is specified as (2E)-3-phenylprop-2-enoyl (cinnamoyl).	2.04	1	N-acylglycine	metabolite
2-aminohippuric acid [no description available]	2.4	2	N-acylglycine
fenretinide Fenretinide: A synthetic retinoid that is used orally as a chemopreventive against prostate cancer and in women at risk of developing contralateral breast cancer. It is also effective as an antineoplastic agent.. 4-hydroxyphenyl retinamide : A retinoid obtained by formal condensation of the carboxy group of all-trans retinoic acid and the anilino group of 4-hydroxyaniline. Synthetic retinoid agonist. Antiproliferative, antioxidant and anticancer agent with a long half-life in vivo. Apoptotic effects appear to be mediated by a mechanism distinct from that of 'classical' retinoids.	2.04	1	monocarboxylic acid amide; retinoid	antineoplastic agent; antioxidant
7-hydroxycoumarin-4-acetic acid 7-hydroxycoumarin-4-acetic acid: pH-indicator dye; structure in first source	2	1
5-(4-nitrophenyl)-2,4-pentadienal [no description available]	1.97	1

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