Compounds > 3-chloro-4-hydroxyphenylacetic acid
Page last updated: 2024-12-07

3-chloro-4-hydroxyphenylacetic acid

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Description

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

(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. [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]

Cross-References

ID SourceID
PubMed CID118534
CHEMBL ID592010
CHEBI ID47106
SCHEMBL ID377506
MeSH IDM0094596

Synonyms (45)

Synonym
3C4 ,
(3-chloro-4-hydroxyphenyl)acetic acid
vufb9649
4-hydroxy-3-chlorophenylacetic acid
einecs 251-643-0
3-chloro-4-hydroxyphenylacetic acid
brn 2096929
m-chloro-p-hydroxyphenylacetic acid
benzeneacetic acid, 3-chloro-4-hydroxy-
3-chloro-4-hydroxybenzeneacetic acid
acetic acid, (3-chloro-4-hydroxyphenyl)-
kyselina 3-chlor-4-hydroxyfenyloctova [czech]
4-hcpa
inchi=1/c8h7clo3/c9-6-3-5(4-8(11)12)1-2-7(6)10/h1-3,10h,4h2,(h,11,12
2H6B
3-chloro-4-hydroxyphenylacetic acid, 99%
C-4140
33697-81-3
chebi:47106 ,
CHEMBL592010 ,
2-(3-chloro-4-hydroxyphenyl)acetic acid
A5988
bdbm50339588
3-chloro-4-hydroxyphenylaceticacid
3-10-00-00440 (beilstein handbook reference)
kyselina 3-chlor-4-hydroxyfenyloctova
2-(3-chloro-4-hydroxy-phenyl)acetic acid
FT-0639124
AKOS015890287
PS-5822
{3-chloro-4-hydroxy-phenyl)acetic acid
3-chloro-4-hydroxylphenylacetic acid
3-chloro-4-hydroxyphenyl-acetic acid
3-chloro-4-hydroxy-phenylacetic acid
SCHEMBL377506
AC-24895
DTXSID60187381
CS-W001146
mfcd00004349
Q27120768
AMY28184
2-(3-chloro-4-hydroxyphenyl)aceticacid
EN300-78453
Z1205411134
SY051081
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
mammalian metaboliteAny animal metabolite produced during a metabolic reaction in mammals.
[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]

Drug Classes (3)

ClassDescription
hydroxy monocarboxylic acidAny monocarboxylic acid which also contains a separate (alcoholic or phenolic) hydroxy substituent.
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
monochlorobenzenesAny 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 Targets (10)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Carbonic anhydrase 1Homo sapiens (human)Ki265.00000.00001.372610.0000AID588186
Carbonic anhydrase 2Homo sapiens (human)Ki8.60000.00000.72369.9200AID588187
Carbonic anhydrase Mycobacterium tuberculosis H37RvKi10.80000.01202.72389.1200AID588182
Beta-carbonic anhydrase 1Mycobacterium tuberculosis H37RvKi10.30000.00483.38419.8400AID588183
Carbonic anhydrase Cryptococcus neoformans var. grubiiKi1.12000.01000.73648.3470AID588185
Carbonic anhydraseCandida albicans SC5314Ki1.08000.01051.44448.3470AID588184
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, ChloroPhenol Reduction gene KDesulfitobacterium hafnienseKd4.10004.10004.10004.1000AID977611
Chain B, ChloroPhenol Reduction gene KDesulfitobacterium hafnienseKd4.10004.10004.10004.1000AID977611
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Carbonic anhydrase 1Homo sapiens (human)Kinact265.00000.01000.93878.6000AID456398
Carbonic anhydrase 2Homo sapiens (human)Kinact8.60000.00300.794610.0000AID456397
Carbonic anhydrase 5A, mitochondrialHomo sapiens (human)Kinact0.10000.02000.85809.4000AID456399
Carbonic anhydrase 5B, mitochondrialHomo sapiens (human)Kinact0.11800.00900.92319.0400AID456400
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
one-carbon metabolic processCarbonic anhydrase 1Homo sapiens (human)
morphogenesis of an epitheliumCarbonic anhydrase 2Homo sapiens (human)
positive regulation of synaptic transmission, GABAergicCarbonic anhydrase 2Homo sapiens (human)
positive regulation of cellular pH reductionCarbonic anhydrase 2Homo sapiens (human)
angiotensin-activated signaling pathwayCarbonic anhydrase 2Homo sapiens (human)
regulation of monoatomic anion transportCarbonic anhydrase 2Homo sapiens (human)
secretionCarbonic anhydrase 2Homo sapiens (human)
regulation of intracellular pHCarbonic anhydrase 2Homo sapiens (human)
neuron cellular homeostasisCarbonic anhydrase 2Homo sapiens (human)
positive regulation of dipeptide transmembrane transportCarbonic anhydrase 2Homo sapiens (human)
regulation of chloride transportCarbonic anhydrase 2Homo sapiens (human)
carbon dioxide transportCarbonic anhydrase 2Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 2Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 5A, mitochondrialHomo sapiens (human)
response to bacteriumCarbonic anhydrase 5B, mitochondrialHomo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 5B, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
arylesterase activityCarbonic anhydrase 1Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 1Homo sapiens (human)
protein bindingCarbonic anhydrase 1Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 1Homo sapiens (human)
hydro-lyase activityCarbonic anhydrase 1Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 1Homo sapiens (human)
arylesterase activityCarbonic anhydrase 2Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 2Homo sapiens (human)
protein bindingCarbonic anhydrase 2Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 2Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 2Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 5A, mitochondrialHomo sapiens (human)
zinc ion bindingCarbonic anhydrase 5A, mitochondrialHomo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 5B, mitochondrialHomo sapiens (human)
zinc ion bindingCarbonic anhydrase 5B, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
cytosolCarbonic anhydrase 1Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 1Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
cytosolCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
myelin sheathCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 2Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
mitochondrial matrixCarbonic anhydrase 5A, mitochondrialHomo sapiens (human)
mitochondrionCarbonic anhydrase 5A, mitochondrialHomo sapiens (human)
cytoplasmCarbonic anhydrase 5A, mitochondrialHomo sapiens (human)
mitochondrionCarbonic anhydrase 5A, mitochondrialHomo sapiens (human)
mitochondrionCarbonic anhydrase 5B, mitochondrialHomo sapiens (human)
mitochondrial matrixCarbonic anhydrase 5B, mitochondrialHomo sapiens (human)
mitochondrionCarbonic anhydrase 5B, mitochondrialHomo sapiens (human)
cytoplasmCarbonic anhydrase 5B, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID456404Selectivity ratio of Kinact for human recombinant carbonic anhydrase 2 to Kinact for human recombinant carbonic anhydrase 5B2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.
AID588191Selectivity ratio of Ki for human recombinant alpha-carbonic anhydrase 1 to Ki for Mycobacterium tuberculosis recombinant Rv1284 beta-carbonic anhydrase2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID588187Inhibition of human recombinant alpha-carbonic anhydrase 2 after 15 mins by stopped flow CO2 hydration assay2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID588184Inhibition of Candida albicans recombinant Nce103 beta-carbonic anhydrase after 15 mins by stopped flow CO2 hydration assay2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID456401Selectivity ratio of Kinact for human recombinant carbonic anhydrase 1 to Kinact for human recombinant carbonic anhydrase 5A2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.
AID588183Inhibition of Mycobacterium tuberculosis recombinant Rv1284 beta-carbonic anhydrase after 15 mins by stopped flow CO2 hydration assay2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID588197Selectivity ratio of Ki for human recombinant alpha-carbonic anhydrase 2 to Ki for Cryptococcus neoformans recombinant Can2 beta-carbonic anhydrase2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID456400Inhibition of human recombinant carbonic anhydrase 5B by stopped flow CO2 hydration method2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.
AID456397Inhibition of human recombinant carbonic anhydrase 2 by stopped flow CO2 hydration method2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.
AID1228104Antiparasitic activity against asexual intraerythrocytic stage of Plasmodium falciparum 3D7 assessed as inhibition of parasite replication at 10 uM after 72 hrs by DAPI staining-based microscopic analysis relative to control2015Journal of natural products, Apr-24, Volume: 78, Issue:4
Design and Synthesis of a Screening Library Using the Natural Product Scaffold 3-Chloro-4-hydroxyphenylacetic Acid.
AID588186Inhibition of human recombinant alpha-carbonic anhydrase 1 after 15 mins by stopped flow CO2 hydration assay2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID456402Selectivity ratio of Kinact for human recombinant carbonic anhydrase 2 to Kinact for human recombinant carbonic anhydrase 5A2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.
AID588194Selectivity ratio of Ki for human recombinant alpha-carbonic anhydrase 2 to Ki for Mycobacterium tuberculosis recombinant Rv3273 beta-carbonic anhydrase2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID588190Selectivity ratio of Ki for human recombinant alpha-carbonic anhydrase 1 to Ki for Mycobacterium tuberculosis recombinant Rv3273 beta-carbonic anhydrase2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID588192Selectivity ratio of Ki for human recombinant alpha-carbonic anhydrase 1 to Ki for Candida albicans recombinant Nce103 beta-carbonic anhydrase2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID588193Selectivity ratio of Ki for human recombinant alpha-carbonic anhydrase 1 to Ki for Cryptococcus neoformans recombinant Can2 beta-carbonic anhydrase2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID588182Inhibition of Mycobacterium tuberculosis recombinant Rv3273 beta-carbonic anhydrase after 15 mins by stopped flow CO2 hydration assay2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID588196Selectivity ratio of Ki for human recombinant alpha-carbonic anhydrase 2 to Ki for Candida albicans recombinant Nce103 beta-carbonic anhydrase2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID588195Selectivity ratio of Ki for human recombinant alpha-carbonic anhydrase 2 to Ki for Mycobacterium tuberculosis recombinant Rv1284 beta-carbonic anhydrase2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID456399Inhibition of human recombinant carbonic anhydrase 5A by stopped flow CO2 hydration method2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.
AID456403Selectivity ratio of Kinact for human recombinant carbonic anhydrase 1 to Kinact for human recombinant carbonic anhydrase 5B2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.
AID456398Inhibition of human recombinant carbonic anhydrase 1 by stopped flow CO2 hydration method2010Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1
Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library.
AID588185Inhibition of Cryptococcus neoformans recombinant Can2 beta-carbonic anhydrase after 15 mins by stopped flow CO2 hydration assay2011Journal of medicinal chemistry, Mar-24, Volume: 54, Issue:6
Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases.
AID1228105Antiparasitic activity against bloodstream form of Trypanosoma brucei brucei 427 assessed as inhibition of parasite replication at 10 uM after 72 hrs by resazurin assay relative to control2015Journal of natural products, Apr-24, Volume: 78, Issue:4
Design and Synthesis of a Screening Library Using the Natural Product Scaffold 3-Chloro-4-hydroxyphenylacetic Acid.
AID1228103Cytotoxicity against human LNCAP cells assessed as inhibition of cell proliferation at 10 uM after 72 hrs by Alamar blue assay relative to control2015Journal of natural products, Apr-24, Volume: 78, Issue:4
Design and Synthesis of a Screening Library Using the Natural Product Scaffold 3-Chloro-4-hydroxyphenylacetic Acid.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2006The Journal of biological chemistry, Sep-22, Volume: 281, Issue:38
CprK crystal structures reveal mechanism for transcriptional control of halorespiration.
AID1811Experimentally measured binding affinity data derived from PDB2006The Journal of biological chemistry, Sep-22, Volume: 281, Issue:38
CprK crystal structures reveal mechanism for transcriptional control of halorespiration.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (15.38)18.7374
1990's1 (7.69)18.2507
2000's5 (38.46)29.6817
2010's4 (30.77)24.3611
2020's1 (7.69)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.45

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.

MetricThis Compound (vs All)
Research Demand Index12.45 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index5.09 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.45)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
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.		2.9240monocarboxylic acid;
phenols		fungal metabolite;
human metabolite;
mouse metabolite;
plant metabolite
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.		1.9610catechols;
dihydroxyphenylacetic acid		human metabolite
phenol
[no description available]		2.0610phenolsantiseptic drug;
disinfectant;
human xenobiotic metabolite;
mouse metabolite
acetazolamide
Acetazolamide: One of the CARBONIC ANHYDRASE INHIBITORS that is sometimes effective against absence seizures. It is sometimes useful also as an adjunct in the treatment of tonic-clonic, myoclonic, and atonic seizures, particularly in women whose seizures occur or are exacerbated at specific times in the menstrual cycle. However, its usefulness is transient often because of rapid development of tolerance. Its antiepileptic effect may be due to its inhibitory effect on brain carbonic anhydrase, which leads to an increased transneuronal chloride gradient, increased chloride current, and increased inhibition. (From Smith and Reynard, Textbook of Pharmacology, 1991, p337)		2.4620monocarboxylic acid amide;
sulfonamide;
thiadiazoles		anticonvulsant;
diuretic;
EC 4.2.1.1 (carbonic anhydrase) inhibitor
sulfanilamide
[no description available]		2.4620substituted aniline;
sulfonamide antibiotic;
sulfonamide		antibacterial agent;
drug allergen;
EC 4.2.1.1 (carbonic anhydrase) inhibitor
zonisamide
Zonisamide: A benzisoxazole and sulfonamide derivative that acts as a CALCIUM CHANNEL blocker. It is used primarily as an adjunctive antiepileptic agent for the treatment of PARTIAL SEIZURES, with or without secondary generalization.. zonisamide : A 1,2-benzoxazole compound having a sulfamoylmethyl substituent at the 3-position.		2.46201,2-benzoxazoles;
sulfonamide		anticonvulsant;
antioxidant;
central nervous system drug;
protective agent;
T-type calcium channel blocker
2,3,4,6-tetrachlorophenol
2,3,4,6-tetrachlorophenol: RN given refers to parent cpd; see also record for tetrachlorophenol with locants for chloro groups not specified. 2,3,4,6-tetrachlorophenol : A tetrachlorophenol in which the chlorines are located at positions 2, 3, 4, and 6.		1.9810tetrachlorophenolxenobiotic metabolite
2,3,5-triiodobenzoic acid
2,3,5-triiodobenzoic acid: inhibitor of auxin transport; RN given refers to parent cpd. 2,3,5-triiodobenzoic acid : A member of the class of benzoic acids that is benzoic acid in which the hydrogens at positions 2, 3 and 5 are replaced by iodine atoms. It is an auxin polar transport inhibitor.		2.0310benzoic acids;
organoiodine compound		antiauxins
2-chlorophenol
chlorophenol : A halophenol that is any phenol containing one or more covalently bonded chlorine atoms.		1.98102-halophenol;
monochlorophenol
acrolein
[no description available]		210enalherbicide;
human xenobiotic metabolite;
toxin
2-naphthoxyacetic acid
2-naphthoxyacetic acid: used as plant hormone to promote the growth of roots on clippings, to prevent fruit from falling prematurely; structure		2.0510naphthyloxyacetic acid
2,4-dichlorophenol
2,4-dichlorophenol: RN given refers to unlabeled parent+ cpd; structure. 2,4-dichlorophenol : A dichlorophenol that is phenol carrying chloro substituents at positions 2 and 4.		1.9810dichlorophenol
alpha-naphthylphthalamic acid
alpha-naphthylphthalamic acid: RN given refers to parent cpd; structure. naptalam : A dicarboxylic acid monoamide which results from addition of one equivalent of 1-naphthylamine to phthalic anhydride.		2.2510carboxylic acid;
dicarboxylic acid monoamide;
N-(1-naphthyl)carboxamide		herbicide
4-hydroxyphenylethanol
4-hydroxyphenylethanol: in chest gland secretion of galagos. 2-(4-hydroxyphenyl)ethanol : A phenol substituted at position 4 by a 2-hydroxyethyl group.		2.4620phenolsanti-arrhythmia drug;
antioxidant;
cardiovascular drug;
fungal metabolite;
geroprotector;
plant metabolite;
protective agent
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.		2.0310hydroxy monocarboxylic acid;
phenols		human metabolite;
mouse metabolite
4-chlorophenylacetic acid
4-chlorophenylacetic acid: RN given refers to parent cpd. 4-chlorophenylacetic acid : A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-chlorophenyl group.		2.3620monocarboxylic acid;
monochlorobenzenes		xenobiotic metabolite
1-naphthoxyacetic acid
[no description available]		2.4320naphthyloxyacetic acid
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		2.4620acetamides
5-(tetradecyloxy)-2-furancarboxylic acid
5-(tetradecyloxy)-2-furancarboxylic acid: has antineoplastic activity; structure. 5-(tetradecyloxy)-2-furoic acid : A member of the class of furans that is 2-furoic acid in which the hydrogen at position 5 is replaced by a tetradecyloxy group.		2.1110aromatic ether;
furoic acid		antineoplastic agent;
apoptosis inducer;
EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor;
PPARalpha agonist
fumaric acid
fumaric acid: see also record for ferrous fumarate; use FUMARATES for general fumaric acid esters. fumaric acid : A butenedioic acid in which the C=C double bond has E geometry. It is an intermediate metabolite in the citric acid cycle.		2.0510butenedioic acidfood acidity regulator;
fundamental metabolite;
geroprotector
topiramate
Topiramate: A sulfamate-substituted fructose analog that was originally identified as a hypoglycemic agent. It is used for the treatment of EPILEPSY and MIGRAINE DISORDERS, and may also promote weight loss.. topiramate : A hexose derivative that is 2,3:4,5-di-O-isopropylidene-beta-D-fructopyranose in which the hydroxy group has been converted to the corresponding sulfamate ester. It blocks voltage-dependent sodium channels and is used as an antiepileptic and for the prevention of migraine.		2.4620cyclic ketal;
ketohexose derivative;
sulfamate ester		anticonvulsant;
sodium channel blocker
monomethyl fumarate
monomethyl fumarate : A dicarboxylic acid monoester resulting from the formal condensation of one of the carboxy groups of fumaric acid with methanol. Is is a metabolite of dimethyl fumarate and used for the the treatment of patients with relapsing multiple sclerosis (MS). It also induces the NFE2L2 (Nrf2) transcription factor by binding to KEAP1.		2.0510dicarboxylic acid monoester;
enoate ester;
methyl ester		antioxidant;
drug metabolite;
immunomodulator
mocetinostat
mocetinostat: undergoing phase II clinical trials for treatment of cancer. mocetinostat : A benzamide obtained by formal condensation of the carboxy group of 4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzoic acid with one of the amino groups of benzene-1,2-diamine. It is an orally active and isotype-selective HDAC inhibitor which exhibits antitumour activity (IC50 = 0.15, 0.29, 1.66 and 0.59 muM for HDAC1, HDAC2, HDAC3 and HDAC11).		210aminopyrimidine;
benzamides;
pyridines;
secondary amino compound;
secondary carboxamide;
substituted aniline		antineoplastic agent;
apoptosis inducer;
autophagy inducer;
cardioprotective agent;
EC 3.5.1.98 (histone deacetylase) inhibitor;
hepatotoxic agent
endiandrin a
endiandrin A: a potent glucocorticoid receptor binder isolated from the Australian plant Endiandra anthropophagorum; structure in first source		2.4620
4-hydroxy-5-nitrophenyl acetic acid
(4-hydroxy-3-nitrophenyl)acetate : A monocarboxylic acid anion that is the conjugate base of (4-hydroxy-3-nitrophenyl)acetic acid, obtained by deprotonation of the carboxy group.		210monocarboxylic acid anion
nitrophenols
Nitrophenols: PHENOLS carrying nitro group substituents.		210
ConditionIndicatedRelationship StrengthStudiesTrials