4-chlorophenylacetic acid profile

4-Chlorophenylacetic acid (4-CPA) is a synthetic organic compound with a wide range of potential applications. It serves as a key intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other fine chemicals. Furthermore, 4-CPA exhibits biological activity, particularly as a precursor to the synthesis of the antibiotic chloramphenicol, which is known for its broad-spectrum antibacterial properties. Research on 4-CPA focuses on exploring its potential applications in medicine and agriculture, as well as investigating its environmental impact and toxicity. Notable research areas include the development of efficient synthetic routes for 4-CPA, optimizing its use in pharmaceutical and agrochemical production, and assessing its environmental fate and potential risks to human health and ecosystems.'

4-chlorophenylacetic acid: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

4-chlorophenylacetic acid : A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-chlorophenyl group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	15880
CHEBI ID	30749
SCHEMBL ID	75665
MeSH ID	M0094594

Synonym
llq6pu28wr ,
unii-llq6pu28wr
ccris 8622
CHEBI:30749
p-chlorophenylacetic acid
nsc 14285
brn 1072816
einecs 217-521-6
(4-chlorophenyl)acetic acid
acetic acid, (p-chlorophenyl)-
(p-chlorophenyl)acetic acid
benzeneacetic acid, 4-chloro-
2-(p-chlorophenyl)acetic acid
nsc-14285
4-chlorobenzeneacetic acid
nsc14285
(p-chloro-phenyl)acetic acid
2-(4-chlorophenyl)acetic acid
C03077
1878-66-6
4-chlorophenylacetic acid
inchi=1/c8h7clo2/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4h,5h2,(h,10,11
4-chlorophenylacetic acid, reagentplus(r), 99%
bdbm16427
C-5260
4-chlorophenyl acetic acid
STK498738
acetic acid, 4-chlorophenyl-
AC-2907
67EF95C4-F494-4586-880F-393BCD1F8F3D
BMSE000395
AKOS000119602
(p-chlorophenyl)-aceticaci
A22032
2-(4-chlorophenyl)-acetic acid
FT-0618247
SCHEMBL75665
DTXSID7062031
4chlorophenylacetic acid
p-chlorophenyl acetic acid
2-(4-chlorophenyl) acetic acid
4-chiorophenylacetic acid
(4-chloro-phenyl)-acetic acid
(4-chlorophenyl)-acetic acid
4-chlorophenyl-acetic acid
para-chlorophenyl acetic acid
BS-3929
acetic acid, p-chlorophenyl-
CS-W010778
mfcd00004344
F0001-0673
D70527
4-chlorophenylacetic acid, vetec(tm) reagent grade, 98%
BCP21026
Q27104143
EN300-20301
A908337
HY-W010062
2-(4-chlorophenyl)aceticacid
Z104477676
PD158271

Role	Description
xenobiotic metabolite	Any metabolite produced by metabolism of a xenobiotic compound.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
monocarboxylic acid	An oxoacid containing a single carboxy group.
monochlorobenzenes	Any member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Aldo-keto reductase family 1 member B1	Homo sapiens (human)	Ki	102.1000	0.0190	3.4193	9.3000	AID1797503
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Olfactory receptor class A-like protein 1	Danio rerio (zebrafish)	EC50 (µMol)	16.6000	1.9000	1.9000	1.9000	AID1802885
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
retinoid metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
epithelial cell maturation	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
renal water homeostasis	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
carbohydrate metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
prostaglandin metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
C21-steroid hormone biosynthetic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
L-ascorbic acid biosynthetic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
regulation of urine volume	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
retinol metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
negative regulation of apoptotic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
daunorubicin metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
doxorubicin metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
fructose biosynthetic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
cellular hyperosmotic salinity response	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
metanephric collecting duct development	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
retinal dehydrogenase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
aldose reductase (NADPH) activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
protein binding	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
electron transfer activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
prostaglandin H2 endoperoxidase reductase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
glyceraldehyde oxidoreductase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
allyl-alcohol dehydrogenase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
L-glucuronate reductase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
glycerol dehydrogenase [NADP+] activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
all-trans-retinol dehydrogenase (NADP+) activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
extracellular space	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
nucleoplasm	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
cytosol	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
extracellular exosome	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
cytosol	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Assay ID	Title	Year	Journal	Article
AID1802885	Functional Calcium Imaging Assay from Article 10.1074/jbc.M114.573162: \\ORA1, a zebrafish olfactory receptor ancestral to all mammalian V1R genes, recognizes 4-hydroxyphenylacetic acid, a putative reproductive pheromone.\\	2014	The Journal of biological chemistry, Jul-11, Volume: 289, Issue:28	ORA1, a zebrafish olfactory receptor ancestral to all mammalian V1R genes, recognizes 4-hydroxyphenylacetic acid, a putative reproductive pheromone.
AID1797503	Enzyme Inhibition Assay from Article 10.1016/j.bioorg.2006.09.004: \\Structural and thermodynamic studies of simple aldose reductase-inhibitor complexes.\\	2006	Bioorganic chemistry, Dec, Volume: 34, Issue:6	Structural and thermodynamic studies of simple aldose reductase-inhibitor complexes.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	3 (27.27)	18.7374
1990's	0 (0.00)	18.2507
2000's	5 (45.45)	29.6817
2010's	3 (27.27)	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]

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	11 (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
4-hydroxyphenylacetic acid 4-hydroxyphenylacetic acid : A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group.	2.4	2	monocarboxylic acid; phenols	fungal metabolite; human metabolite; mouse metabolite; plant metabolite
dihydrolipoic acid dihydrolipoic acid: RN given refers to parent cpd without isomeric designation. dihydrolipoic acid : A thio-fatty acid that is reduced form of lipoic acid. A potent antioxidant shown to directly destroy superoxide, hydroperoxy and hydroxyl radicals; also has neuroprotective and anti-tumour effects.. dihydrolipoate : The conjugate base of dihydrolipoic acid.	2.03	1	thio-fatty acid	antioxidant; human metabolite; neuroprotective agent
3,4-dihydroxyphenylacetic acid 3,4-Dihydroxyphenylacetic Acid: A deaminated metabolite of LEVODOPA.. (3,4-dihydroxyphenyl)acetic acid : A dihydroxyphenylacetic acid having the two hydroxy substituents located at the 3- and 4-positions. It is a metabolite of dopamine.. dihydroxyphenylacetic acid : A dihydroxy monocarboxylic acid consisting of phenylacetic acid having two phenolic hydroxy substituents.	2.4	2	catechols; dihydroxyphenylacetic acid	human metabolite
lipoamide Lipozyme: lipase from Rhizomucor miehei immobilized on anion exchange resin	2.03	1	dithiolanes; monocarboxylic acid amide	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
thioctic acid Thioctic Acid: An octanoic acid bridged with two sulfurs so that it is sometimes also called a pentanoic acid in some naming schemes. It is biosynthesized by cleavage of LINOLEIC ACID and is a coenzyme of oxoglutarate dehydrogenase (KETOGLUTARATE DEHYDROGENASE COMPLEX). It is used in DIETARY SUPPLEMENTS.	2.03	1	dithiolanes; heterocyclic fatty acid; thia fatty acid	fundamental metabolite; geroprotector
phenylacetic acid phenylacetic acid : A monocarboxylic acid that is toluene in which one of the hydrogens of the methyl group has been replaced by a carboxy group.	2.95	4	benzenes; monocarboxylic acid; phenylacetic acids	allergen; Aspergillus metabolite; auxin; EC 6.4.1.1 (pyruvate carboxylase) inhibitor; Escherichia coli metabolite; human metabolite; plant growth retardant; plant metabolite; Saccharomyces cerevisiae metabolite; toxin
toluene methylbenzene : Any alkylbenzene that is benzene substituted with one or more methyl groups.	2.11	1	methylbenzene; toluenes; volatile organic compound	cholinergic antagonist; fuel additive; neurotoxin; non-polar solvent
alrestatin alrestatin: aldose reductase inhibitor; RN given refers to parent cpd; structure	2.03	1
ddt 1,1-bis(p-chlorophenyl)-2,2,2-trichloroethane: structure in first source	2.11	1	benzenoid aromatic compound; chlorophenylethane; monochlorobenzenes; organochlorine insecticide	bridged diphenyl acaricide; carcinogenic agent; endocrine disruptor; persistent organic pollutant
9,10-dimethyl-1,2-benzanthracene 9,10-Dimethyl-1,2-benzanthracene: Polycyclic aromatic hydrocarbon found in tobacco smoke that is a potent carcinogen.. 7,12-dimethyltetraphene : A tetraphene having methyl substituents at the 7- and 12-positions. It is a potent carcinogen and is present in tobacco smoke.	2.05	1	ortho-fused polycyclic arene; tetraphenes	carcinogenic agent
4-chlorobenzoic acid 4-chlorobenzoic acid: RN given refers to parent cpd. 4-chlorobenzoic acid : A monochlorobenzoic acid carrying a chloro substituent at position 4.	2.11	1	monochlorobenzoic acid	bacterial xenobiotic metabolite
hexanoic acid hexanoic acid : A C6, straight-chain saturated fatty acid.	2.03	1	medium-chain fatty acid; straight-chain saturated fatty acid	human metabolite; plant metabolite
phloretic acid phloretic acid: structure. N-hydroxysuccinimide ester : An ester of N-hydroxysuccinimide.. phloretic acid : A hydroxy monocarboxylic acid consisting of propionic acid having a 4-hydroxyphenyl group at the 3-position.	2.1	1	hydroxy monocarboxylic acid	plant metabolite
2-naphthylacetic acid 2-naphthylacetic acid: RN given refers to parent cpd. 2-naphthylacetic acid : A naphthylacetic acid carrying a carboxy group at position 2.	2.03	1	naphthylacetic acid
mandelic acid, (r)-isomer (R)-mandelic acid : The (R)-enantiomer of mandelic acid.	2.03	1	mandelic acid	human xenobiotic metabolite
2-hydroxyphenylacetic acid 2-hydroxyphenylacetic acid: structure. (2-hydroxyphenyl)acetic acid : A hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 2-hydroxyphenyl group. It is a metabolite of phenylalanine and is excreted in the urine of patients suffering from diseases like phenylketonuria.	2.03	1	hydroxy monocarboxylic acid; phenols	human metabolite; mouse metabolite
4-aminophenylacetic acid 4-aminophenylacetic acid: peptide mimic; structure in first source	2.1	1
n-phthalylglycine [no description available]	2.03	1
4-(hydroxyphenyl)acetamide 4-(hydroxyphenyl)acetamide: structure given in first source; an impurity found in the HPLC assay for atenolol; do not confuse with acetaminophen	2.1	1	acetamides
3-chloro-4-hydroxyphenylacetic acid 3-chloro-4-hydroxyphenylacetic acid: RN given refers to parent cpd. (3-chloro-4-hydroxyphenyl)acetic acid : A hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 3-chloro-4-hydroxyphenyl group. It is a major chlorinated metabolite of chlorotyrosine.	2.36	2	hydroxy monocarboxylic acid; monochlorobenzenes; phenols	mammalian metabolite
mandelic acid, (s)-isomer [no description available]	2.03	1	(2S)-2-hydroxy monocarboxylic acid; mandelic acid
e-z cinnamic acid cinnamic acid : A monocarboxylic acid that consists of acrylic acid bearing a phenyl substituent at the 3-position. It is found in Cinnamomum cassia.. trans-cinnamic acid : The E (trans) isomer of cinnamic acid	2.03	1	cinnamic acid	plant metabolite
tretinoin Tretinoin: An important regulator of GENE EXPRESSION during growth and development, and in NEOPLASMS. Tretinoin, also known as retinoic acid and derived from maternal VITAMIN A, is essential for normal GROWTH; and EMBRYONIC DEVELOPMENT. An excess of tretinoin can be teratogenic. It is used in the treatment of PSORIASIS; ACNE VULGARIS; and several other SKIN DISEASES. It has also been approved for use in promyelocytic leukemia (LEUKEMIA, PROMYELOCYTIC, ACUTE).. retinoic acid : A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraenoic acid substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).. all-trans-retinoic acid : A retinoic acid in which all four exocyclic double bonds have E- (trans-) geometry.	2.01	1	retinoic acid; vitamin A	anti-inflammatory agent; antineoplastic agent; antioxidant; AP-1 antagonist; human metabolite; keratolytic drug; retinoic acid receptor agonist; retinoid X receptor agonist; signalling molecule
nadp [no description available]	1.96	1
retinoyl beta-glucuronide retinoyl glucuronide: metabolite of retinoic acid in bile. 9-cis-retinoyl-beta-D-glucuronide : A retinoid that is 9-cis-retinoic acid in which the carboxy proton has been replaced by a beta-D-glucuronyl group. It is a major metabolite of 9-cis-retinoic acid.	2.01	1	glucuronic acids; retinoid	human metabolite
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	1.96	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite
cyclin d1 Cyclin D1: Protein encoded by the bcl-1 gene which plays a critical role in regulating the cell cycle. Overexpression of cyclin D1 is the result of bcl-1 rearrangement, a t(11;14) translocation, and is implicated in various neoplasms.	2	1

Condition	Relationship Strength	Studies
Genetic Predisposition [description not available]	2.05	1
Benign Neoplasms [description not available]	2.05	1
BH4 Deficiency [description not available]	2.05	1
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	2.05	1
Phenylketonurias A group of autosomal recessive disorders marked by a deficiency of the hepatic enzyme PHENYLALANINE HYDROXYLASE or less frequently by reduced activity of DIHYDROPTERIDINE REDUCTASE (i.e., atypical phenylketonuria). Classical phenylketonuria is caused by a severe deficiency of phenylalanine hydroxylase and presents in infancy with developmental delay; SEIZURES; skin HYPOPIGMENTATION; ECZEMA; and demyelination in the central nervous system. (From Adams et al., Principles of Neurology, 6th ed, p952).	2.05	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.01	1
Neuroblastoma A common neoplasm of early childhood arising from neural crest cells in the sympathetic nervous system, and characterized by diverse clinical behavior, ranging from spontaneous remission to rapid metastatic progression and death. This tumor is the most common intraabdominal malignancy of childhood, but it may also arise from thorax, neck, or rarely occur in the central nervous system. Histologic features include uniform round cells with hyperchromatic nuclei arranged in nests and separated by fibrovascular septa. Neuroblastomas may be associated with the opsoclonus-myoclonus syndrome. (From DeVita et al., Cancer: Principles and Practice of Oncology, 5th ed, pp2099-2101; Curr Opin Oncol 1998 Jan;10(1):43-51)	2.01	1
Hormone-Dependent Neoplasms [description not available]	2.03	1
Experimental Mammary Neoplasms [description not available]	2.03	1
Breast Cancer [description not available]	2	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2	1

4-chlorophenylacetic acid

Description

Cross-References

Synonyms (61)

Roles (1)

Drug Classes (2)

Protein Targets (2)

Inhibition Measurements

Activation Measurements

Biological Processes (15)

Molecular Functions (10)

Ceullar Components (4)

Bioassays (2)

Research

Studies (11)

Market Indicators

Research Demand Index: 29.06

Study Types