Compounds > 4-chlorocinnamic acid
Page last updated: 2024-12-09

4-chlorocinnamic acid

Description

4-chlorocinnamic acid : An organochlorine compound comprising trans-cinnamic acid having a chloro substituent at the 4-position on the phenyl ring. [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 CID637797
CHEMBL ID327951
CHEBI ID61116

Synonyms (80)

Synonym
CHEMBL327951 ,
chebi:61116 ,
LS-13584
(2e)-3-(4-chlorophenyl)acrylic acid
nsc-1509
cinnamic acid, p-chloro-
2-propenoic acid, 3-(4-chlorophenyl)-
nsc1509
3-(p-chlorophenyl)acrylic acid
4-chlorocinnamic acid
1615-02-7
nsc-2756
wln: qv1u1r dg
p-chlorocinnamic acid
nsc2756
trans-p-chlorocinnamic acid
nsc52172
940-62-5
nsc-52172
p-chloro-trans-cinnamic acid
(e)-p-chlorocinnamic acid
ai3-16650
nsc 2756
ccris 3779
einecs 216-564-8
3-(4-chlorophenyl)-2-propenoic acid
nsc 1509
IDI1_030035
inchi=1/c9h7clo2/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6h,(h,11,12)/b6-3
4-chlorocinnamic acid, 99%
STK065389
(2e)-3-(4-chlorophenyl)prop-2-enoic acid
AC-10322
HMS1513H03
(e)-3-(4-chlorophenyl)prop-2-enoic acid
AKOS000119901
A810264
(e)-3-(4-chlorophenyl)prop-2-enoate;4-chlorocinnamic acid
3-(4-chlorophenyl)acrylic acid
trans-4-chlorocinnamic acid
trans-3-(4-chlorophenyl)propenoic acid
cinnamic acid, p-chloro-, (e)-
nsc 52172
2-propenoic acid, 3-(4-chlorophenyl)-, (e)-
einecs 213-373-1
cinnamic acid, p-chloro-, trans-
4-chlorocinnamic acid, predominantly trans
2-propenoic acid, 3-(4-chlorophenyl)-, (2e)-
(e)-3-(4-chlorophenyl)acrylic acid
AE-641/01605057
S12285
AB00443734-03
trans-3-(4-chloro-phenyl)-acrylic acid
4-chloro-trans-cinnamic acid
(e)-3-(4-chloro-phenyl)-acrylic acid
p-chloro cinnamic acid
e-3-(4-chlorophenyl)propenoic acid
MS-9830
W-107972
(2e)-3-(4-chlorophenyl)-2-propenoic acid #
mfcd00004396
F0850-6846
sr-01000597225
SR-01000597225-1
bdbm50486901
4-chlorocinnamicacid
Z56989206
BCP21408
Q27130822
3-(4-chlorophenyl)acrylicacid
EN300-17694
EN300-364934
BBL036957
AMY3852
A922539
NCGC00342159-01
CS-0015730
(2e)-3-(4-chlorophenyl)-2-propenoic acid
DTXSID001275521
HY-Y0729
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
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]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID1755149Larvicidal activity against Aedes aegypti 4th instar larvae measured after 48 hrs2021Bioorganic & medicinal chemistry, 08-15, Volume: 44Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae).
AID1755151Drug recovery in Aedes aegypti larval extract by HPLC analysis2021Bioorganic & medicinal chemistry, 08-15, Volume: 44Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae).
AID1755152Drug recovery in Aedes aegypti supernatant measured after 24 hrs by HPLC analysis2021Bioorganic & medicinal chemistry, 08-15, Volume: 44Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae).
AID1755150Retention time of the compound2021Bioorganic & medicinal chemistry, 08-15, Volume: 44Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae).
AID1755148Larvicidal activity against Aedes aegypti assessed as mortality at 100 ug/ml measured after 24 hrs relative to control2021Bioorganic & medicinal chemistry, 08-15, Volume: 44Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae).
AID594382Displacement of [3H]nicotinic acid from human GPR109a receptor expressed in human HEK293T cells at 10 uM by liquid scintillation counting2011Bioorganic & medicinal chemistry letters, May-01, Volume: 21, Issue:9
Structure-activity relationships of trans-substituted-propenoic acid derivatives on the nicotinic acid receptor HCA2 (GPR109A).
AID1755147Larvicidal activity against Aedes aegypti assessed as mortality at 45 ug/ml measured after 24 hrs relative to control2021Bioorganic & medicinal chemistry, 08-15, Volume: 44Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae).
AID37266Inhibition of alpha-glucosidase activity2004Bioorganic & medicinal chemistry letters, Jun-07, Volume: 14, Issue:11
Structure-activity relationships of trans-cinnamic acid derivatives on alpha-glucosidase inhibition.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's3 (60.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.55

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 Index27.55 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (27.55)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
temefos
Temefos: An organothiophosphate insecticide.. temephos : An organic sulfide that is diphenyl sulfide in which the hydrogen at the para position of each of the phenyl groups has been replaced by a (dimethoxyphosphorothioyl)oxy group.		2.3110organic sulfide;
organic thiophosphate;
organothiophosphate insecticide		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
ectoparasiticide
senecioic acid
senecioic acid: structure. 3-methylbut-2-enoic acid : A methyl-branched fatty acid that is but-2-enoic acid bearing a methyl substituent at position 3.		2.0610alpha,beta-unsaturated monocarboxylic acid;
methyl-branched fatty acid;
monounsaturated fatty acid;
short-chain fatty acid		plant metabolite
1-deoxynojirimycin
1-deoxy-nojirimycin: structure in first source. duvoglustat : An optically active form of 2-(hydroxymethyl)piperidine-3,4,5-triol having 2R,3R,4R,5S-configuration.		2.02102-(hydroxymethyl)piperidine-3,4,5-triol;
piperidine alkaloid		anti-HIV agent;
anti-obesity agent;
bacterial metabolite;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
hepatoprotective agent;
hypoglycemic agent;
plant metabolite
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		2.7730cinnamic acidplant metabolite
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.		2.0610butenedioic acidfood acidity regulator;
fundamental metabolite;
geroprotector
ferulic acid
ferulate : A monocarboxylic acid anion obtained by the deprotonation of the carboxy group of ferulic acid.		2.0610ferulic acidsanti-inflammatory agent;
antioxidant;
apoptosis inhibitor;
cardioprotective agent;
MALDI matrix material;
plant metabolite
crotonic acid
crotonic acid: a stereospecific unsaturated carboxylic acid found in CROTON OIL. butenoic acid : Any C4, straight-chain fatty acid containing one double bond.. crotonic acid : A but-2-enoic acid with a trans- double bond at C-2. It has been isolated from Daucus carota.		2.06102-butenoic acidplant metabolite
2-hydroxycinnamic acid
trans-2-coumaric acid : The trans-isomer of 2-coumaric acid.. 2-coumaric acid : A monohydroxycinnamic acid in which the hydroxy substituent is located at C-2 of the phenyl ring.		2.44202-coumaric acid;
phenols		antioxidant;
metabolite
3-coumaric acid
3-coumaric acid: RN given refers to cpd without isomeric designation in Chemline. trans-3-coumaric acid : A 3-coumaric acid that is phenol substituted with trans-2-propenoic acid at position C-3.. 3-coumaric acid : A monohydroxycinnamic acid in which the hydroxy substituent is located at C-3 of the phenyl ring.		2.44203-coumaric acid
trans-4-coumaric acid
hydroxycinnamic acid : Any member of the class of cinnamic acids carrying one or more hydroxy substituents.. trans-4-coumaric acid : The trans-isomer of 4-coumaric acid.. 4-coumaric acid : A coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring.		2.44204-coumaric acidfood component;
mouse metabolite;
plant metabolite
3-Methoxycinnamic acid
[no description available]		2.0210hydroxycinnamic acid
ethyl cinnamate
ethyl cinnamate: a pine weevil antifeedant; structure in first source		2.4820alkyl cinnamate;
ethyl ester
Methylenedioxycinnamic acid
[no description available]		2.0610hydroxycinnamic acid
furanacrylic acid
[no description available]		2.0610
ethyl coumarate
ethyl coumarate: structure in first source		2.3110cinnamate ester
caffeic acid
trans-caffeic acid : The trans-isomer of caffeic acid.		2.0610caffeic acidgeroprotector;
mouse metabolite
4-methoxycinnamic acid
[no description available]		2.7730cinnamic acids
(E)-2-methoxycinnamic acid
(E)-2-methoxycinnamic acid : A member of the class of cinnamic acids that is trans-cinnamic acid carrying a methoxy substituent at position 2 on the benzene ring.		2.0210cinnamic acids;
monomethoxybenzene		Brassica napus metabolite;
EC 1.14.18.1 (tyrosinase) inhibitor
4-fluorocinnamic acid
4-fluorocinnamic acid: RN given refers to (E)-isomer; structure given in first source		2.4820cinnamic acids
ethyl 4-methoxycinnamate
ethyl 4-methoxycinnamate: an antifungal agent isolated from Curcumba zedoaria		2.4820
ethyl fumarate
[no description available]		2.0610
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.		2.0610dicarboxylic acid monoester;
enoate ester;
methyl ester		antioxidant;
drug metabolite;
immunomodulator
ConditionIndicatedRelationship StrengthStudiesTrials
Encephalitis, Polio
[description not available]		02.0610
Poliomyelitis
An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)		02.0610
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