Compounds > 4-chloroindole-3-acetic acid
Page last updated: 2024-12-07

4-chloroindole-3-acetic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID100413
CHEMBL ID309993
CHEBI ID20339
SCHEMBL ID154385
MeSH IDM0253137

Synonyms (37)

Synonym
CHEMBL309993
4-chloro-1h-indole-3-acetic acid
4-chloroindolyl-3-acetic acid
4-chloroindole-3-acetic acid
4-cl-iaa
CHEBI:20339 ,
(4-chloro-1h-indol-3-yl)acetic acid
nsc295294
nsc-295294
2519-61-1
C-4325
2-(4-chloro-1h-indol-3-yl)acetic acid
A817695
AKOS005207277
nsc 295294
unii-rf78hu5xxv
4-chloroindole-3-acetate
rf78hu5xxv ,
1h-indole-3-acetic acid, 4-chloro-
FT-0634339
FS-3042
AM20040023
SCHEMBL154385
2-(4-chloro-3-indolyl)acetic acid
4-chloroindoleacetic acid
4-chloroindole-3-aceticacid
DTXSID10179857
mfcd00216155
CS-W006267
4-chloro-iaa
SY030420
Q4637117
EN300-221682
PD165928
indole-3-acetic acid, 4-chloro-
2-(4-chloranyl-1h-indol-3-yl)ethanoic acid
Z1269128767

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" The dose-response surfaces (dose-response curves as a function of time) plotted for redox activity and changes in medium pH (expressed as DeltapH) had a similar shape for both auxins, but differed significantly at the optimal concentrations."( The effect of auxins (IAA and 4-Cl-IAA) on the redox activity and medium pH of Zea mays L. root segments.
Karcz, W; Lekacz, H, 2006)		0.33
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
auxinAny of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, "to grow").
[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 (1)

ClassDescription
chloroindole-3-acetic acid
[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]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID1103721Enhancement of lateral root formation in intact Vigna mungo (black gram) seedlings at 1 x 10'-6 M2008Bioscience, biotechnology, and biochemistry, Aug, Volume: 72, Issue:8
Synthesis and biological activities of 4-trifluoromethylindole-3-acetic acid: a new fluorinated indole auxin.
AID90867Rate constant for oxidation by HRP (horseradish peroxidase) was determined2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Halogenated indole-3-acetic acids as oxidatively activated prodrugs with potential for targeted cancer therapy.
AID296506Binding affinity to human serum albumin2007Bioorganic & medicinal chemistry, Jul-01, Volume: 15, Issue:13
Binding of ring-substituted indole-3-acetic acids to human serum albumin.
AID1103715Root formation-promoting activity in Vigna mungo (black gram) cuttings at 1 x 10'-4 M relative to IBA (Rvb = 35 +/- 8%)2008Bioscience, biotechnology, and biochemistry, Aug, Volume: 72, Issue:8
Synthesis and biological activities of 4-trifluoromethylindole-3-acetic acid: a new fluorinated indole auxin.
AID1103717Induction of callus formation on Vigna mungo (black gram) seedlings at 3 x 10'-5 M after 3 days2008Bioscience, biotechnology, and biochemistry, Aug, Volume: 72, Issue:8
Synthesis and biological activities of 4-trifluoromethylindole-3-acetic acid: a new fluorinated indole auxin.
AID217022Cytotoxicity against Chinese hamster lung fibroblasts (V79 cells) was determined by a clonogenic assay (colonies containing >50 cells were counted and surviving fractions (SF) calculated after 2 hr incubation)2002Bioorganic & medicinal chemistry letters, Sep-16, Volume: 12, Issue:18
Halogenated indole-3-acetic acids as oxidatively activated prodrugs with potential for targeted cancer therapy.
AID296505Octanol-water partition coefficient, log Kow of the compound2007Bioorganic & medicinal chemistry, Jul-01, Volume: 15, Issue:13
Binding of ring-substituted indole-3-acetic acids to human serum albumin.
AID1103725Enhancement of hypocotyl swelling in intact Vigna mungo (black gram) seedlings at 1 x 10'-6 M2008Bioscience, biotechnology, and biochemistry, Aug, Volume: 72, Issue:8
Synthesis and biological activities of 4-trifluoromethylindole-3-acetic acid: a new fluorinated indole auxin.
AID1103728Growth inhibition of Brassica rapa subsp. pekinensis (Chinese cabbage) hypocotyl at 1 x 10'-7 to 1 x 10'-4 M2008Bioscience, biotechnology, and biochemistry, Aug, Volume: 72, Issue:8
Synthesis and biological activities of 4-trifluoromethylindole-3-acetic acid: a new fluorinated indole auxin.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (11.11)18.2507
2000's9 (50.00)29.6817
2010's7 (38.89)24.3611
2020's0 (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: 25.12

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index25.12 (24.57)
Research Supply Index2.94 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index26.67 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.12)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (5.56%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (94.44%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
indoleacetic acid
indoleacetic acid: RN given refers to unlabeled parent cpd; structure in Merck Index, 9th ed, #4841. auxin : Any of a group of compounds, both naturally occurring and synthetic, that induce cell elongation in plant stems (from Greek alphaupsilonxialphanuomega, "to grow").. indole-3-acetic acid : A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by a 1H-indol-3-yl group.		3.5480indole-3-acetic acids;
monocarboxylic acid		auxin;
human metabolite;
mouse metabolite;
plant hormone;
plant metabolite
indol-3-yl pyruvic acid
3-(indol-3-yl)pyruvic acid : A 2-oxo monocarboxylic acid that is pyruvic acid substituted by a 1H-indol-3-yl group at position 3. It has been found in Lycopersicon esculentum		2.48202-oxo monocarboxylic acid;
indol-3-yl carboxylic acid		plant metabolite;
Saccharomyces cerevisiae metabolite
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.		3.1610benzenes;
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
hydroxyindoleacetic acid
(5-hydroxyindol-3-yl)acetic acid : A member of the class of indole-3-acetic acids that is indole-3-acetic acid substituted by a hydroxy group at C-5.		2.0310indole-3-acetic acidsdrug metabolite;
human metabolite;
mouse metabolite
ethylene
Plastipore: high density polyethylene sponge biocompatible material; used as posts in dental bridges		7.1510alkene;
gas molecular entity		plant hormone;
refrigerant
gibberellic acid
gibberellic acid: RN given refers to (1alpha,2beta,4aalpha,4bbeta,10beta)-isomer; structure. gibberellin A3 : A C19-gibberellin that is a pentacyclic diterpenoid responsible for promoting growth and elongation of cells in plants. Initially identified in Gibberella fujikuroi,it differs from gibberellin A1 in the presence of a double bond between C-3 and C-4.		2.4120C19-gibberellin;
gibberellin monocarboxylic acid;
lactone;
organic heteropentacyclic compound		mouse metabolite;
plant metabolite
isatin
tribulin: endogenous MONOAMINE OXIDASE inhibitory activity extractable into ethyl acetate found in brain and many mammalian tissues and fluids; ISATIN is a major component; produced in excess following alcohol withdrawal;		1.9810indoledioneEC 1.4.3.4 (monoamine oxidase) inhibitor;
plant metabolite
indolebutyric acid
indolebutyric acid: RN given refers to parent cpd. indole-3-butyric acid : A indol-3-yl carboxylic acid that is butanoic acid carrying a 1H-indol-3-yl substituent at position 1.		3.5520indol-3-yl carboxylic acidauxin;
plant hormone;
plant metabolite
indole-3-acetic acid ethyl ester
[no description available]		2.0310indole-3-acetic acids
5-methoxyindoleacetic acid
5-methoxyindoleacetic acid: serotonin metabolite. 5-methoxyindole-3-acetic acid : A member of the class of indole-3-acetic acids in which the hydrogen at position 5 of indole-3-acetic acid has been replaced by a methoxy group.		2.4220aromatic ether;
indole-3-acetic acids		antibacterial agent;
Brassica napus metabolite;
carcinogenic agent;
human urinary metabolite;
marine xenobiotic metabolite;
rat metabolite
triazoles
Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.		2.01101,2,3-triazole
5-methoxy-methylindoleacetic acid
5-methoxy-methylindoleacetic acid: structure given in first source		2.4220indole-3-acetic acids
2-Methylindole-3-acetic acid
[no description available]		2.4220indole-3-acetic acids
paclobutrazol
paclobutrazol: RN given refers to (R*,R*)-(+-)-isomer. paclobutrazol : A racemate comprising equimolar amounts of (2R,3R)- and (2S,3S)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pentan-3-ol. It acts as a plant-growth retardant and fungicide via inhibition of gibberellin biosynthesis.		2.0110
chlorophyll a
Chlorophyll: Porphyrin derivatives containing magnesium that act to convert light energy in photosynthetic organisms.. chlorophyll : A family of magnesium porphyrins, defined by the presence of a fifth ring beyond the four pyrrole-like rings. The rings can have various side chains which usually include a long phytol chain.		2.0110chlorophyll;
methyl ester		cofactor
gibberellins
[no description available]		2.6930
ConditionIndicatedRelationship StrengthStudiesTrials