4-chlorochalcone profile

4-chlorochalcone : A member of the class of chalcones that is trans-chalcone substituted by a chloro group at position 4. [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	5377022
CHEMBL ID	227560
CHEBI ID	34398
SCHEMBL ID	197310

Synonym
MS-11493
nsc-636920
nsc636920
956-04-7
2-propen-1-one, 3-(4-chlorophenyl)-1-phenyl-
4-chlorochalcone
(e)-3-(4-chlorophenyl)-1-phenyl-prop-2-en-1-one
22252-16-0
nsc-237974
nsc237974
brn 1105953
p-chlorochalcone
einecs 213-476-1
ai3-19969
p-chlorostyryl phenyl ketone
4-chlorostyryl phenyl ketone
nsc 636920
(4-chlorobenzylidene)acetophenone
CMLDBU00003474
3-(4-chlorophenyl)-1-phenyl-2-propen-1-one
(2e)-3-(4-chlorophenyl)-1-phenylprop-2-en-1-one
STK361346
4-chlorochalcone, 97%
AKOS001377258
CHEMBL227560 ,
chebi:34398 ,
(e)-3-(4-chlorophenyl)-1-phenylprop-2-en-1-one
3-(4-chlorophenyl)-1-phenylprop-2-en-1-one
A845348
(e)-3-(4-chlorophenyl)-1-phenyl-2-propen-1-one
chalcone, 4-chloro-
2-07-00-00427 (beilstein handbook reference)
nsc 2643
S12306
AKOS025310572
bdbm50440657
SCHEMBL197310
ABGIIXRNMHUKII-DHZHZOJOSA-N
mfcd00016345
Q27116041
trans-4-chlorochalcone
chalcone, 4-chloro-, (e)-
FLU6LN357N ,
(e)-p-chlorostyryl phenyl ketone
4-chlorochalcone, trans-
(2e)-3-(4-chlorophenyl)-1-phenyl-2-propenone
2-propen-1-one, 3-(4-chlorophenyl)-1-phenyl-, (2e)-
4-chlorochalcone, (e)-
(2e)-3-(4-chlorophenyl)-1-phenyl-2-propen-1-one
2-propen-1-one, 3-(4-chlorophenyl)-1-phenyl-, (e)-
(e)-4-chlorochalcone
unii-flu6ln357n
CS-0370920
Z46028359

Class	Description
chalcones	A ketone that is 1,3-diphenylpropenone (benzylideneacetophenone), ArCH=CH(=O)Ar, and its derivatives formed by substitution.
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]

Bioassays (38)

Assay ID	Title	Year	Journal	Article
AID372908	Antibacterial activity against Staphylococcus aureus Rosenbach 209 after 24 hrs by serial dilution method	2009	European journal of medicinal chemistry, May, Volume: 44, Issue:5	Examination of growth inhibitory properties of synthetic chalcones for which antibacterial activity was predicted.
AID295382	Cytotoxicity against human HT29 cells ATCC HTB38 in aerobic condition assessed as survival at 100 uM by sulforhodamine assay	2007	Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10	Synthetic chalcones, flavanones, and flavones as antitumoral agents: biological evaluation and structure-activity relationships.
AID372906	Antibacterial activity against Escherichia coli WF+	2009	European journal of medicinal chemistry, May, Volume: 44, Issue:5	Examination of growth inhibitory properties of synthetic chalcones for which antibacterial activity was predicted.
AID1488999	Induction of p53 stabilization in human HCT116 cells assessed as ratio of p53 expression levels to GAPDH expression levels after 4 hrs by immunoblot analysis	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID295381	Cytotoxicity against human MCF7 cells ATCC HTB38 in aerobic condition assessed as survival at 100 uM by sulforhodamine assay	2007	Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10	Synthetic chalcones, flavanones, and flavones as antitumoral agents: biological evaluation and structure-activity relationships.
AID283849	Antifungal activity against Candida albicans Berhaut 62I in meat-pepton broth	2007	European journal of medicinal chemistry, Jan, Volume: 42, Issue:1	Study on the substituents' effects of a series of synthetic chalcones against the yeast Candida albicans.
AID1488990	Antiproliferative activity against human HCT116 cells assessed as growth inhibition after 3 days by SRB assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID666992	Selectivity index, ratio of IC50 for human HepG2 cells to IC50 for Entamoeba histolytica HM1:IMSS	2012	European journal of medicinal chemistry, Aug, Volume: 54	Synthesis and in vitro evaluation of novel tetrazole embedded 1,3,5-trisubstituted pyrazoline derivatives as Entamoeba histolytica growth inhibitors.
AID666991	Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay	2012	European journal of medicinal chemistry, Aug, Volume: 54	Synthesis and in vitro evaluation of novel tetrazole embedded 1,3,5-trisubstituted pyrazoline derivatives as Entamoeba histolytica growth inhibitors.
AID513960	Induction glutathione-S-transferase activity in rat liver at 15 mg/kg, po qd	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID1488989	Antiproliferative activity against human HCT116 cells at 50 uM after 3 days by SRB assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID1698242	Inhibition of PMA-induce ROS/RNS generation in human neutrophils measured up to 30 mins in presence of 30 mM glucose by luminol-amplified chemiluminescence method	2020	Journal of natural products, 10-23, Volume: 83, Issue:10	Chalcones as Modulators of Neutrophil Oxidative Burst under Physiological and High Glucose Conditions.
AID295380	Cytotoxicity against human TK10 cells in aerobic condition assessed as survival at 100 uM by sulforhodamine assay	2007	Bioorganic & medicinal chemistry, May-15, Volume: 15, Issue:10	Synthetic chalcones, flavanones, and flavones as antitumoral agents: biological evaluation and structure-activity relationships.
AID1698232	Effect on cell viability in human neutrophils assessed as decrease in cell viability at 12.5 uM after 1 hr by Propidium staining based flow cytometric analysis	2020	Journal of natural products, 10-23, Volume: 83, Issue:10	Chalcones as Modulators of Neutrophil Oxidative Burst under Physiological and High Glucose Conditions.
AID666995	Cytotoxicity against human HepG2 cells assessed as cell viability at 50 to 100 uM after 48 hrs by MTT assay	2012	European journal of medicinal chemistry, Aug, Volume: 54	Synthesis and in vitro evaluation of novel tetrazole embedded 1,3,5-trisubstituted pyrazoline derivatives as Entamoeba histolytica growth inhibitors.
AID666990	Antiamnesic activity against Entamoeba histolytica HM1:IMSS after 72 hrs by microdilution method	2012	European journal of medicinal chemistry, Aug, Volume: 54	Synthesis and in vitro evaluation of novel tetrazole embedded 1,3,5-trisubstituted pyrazoline derivatives as Entamoeba histolytica growth inhibitors.
AID1488998	Induction of p53 stabilization in human HCT116 cells assessed as ratio of p53 expression levels to GAPDH expression levels after 8 hrs by immunoblot analysis	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID1488993	Induction of p53 stabilization in human HCT116 cells assessed as ratio of p53 expression levels to GAPDH expression levels at 12.5 uM after 4 hrs by immunoblot analysis	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID1488988	Antiproliferative activity against human HCT116 cells at 25 uM after 3 days by SRB assay relative to control	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID283847	Antifungal activity against Candida albicans Berhaut 62I after 24 hrs	2007	European journal of medicinal chemistry, Jan, Volume: 42, Issue:1	Study on the substituents' effects of a series of synthetic chalcones against the yeast Candida albicans.
AID513956	Induction of quinone reductase activity in rat liver at 15 mg/kg, po qd	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID666993	Cytotoxicity against human HepG2 cells assessed as cell viability at 3.13 uM after 48 hrs by MTT assay	2012	European journal of medicinal chemistry, Aug, Volume: 54	Synthesis and in vitro evaluation of novel tetrazole embedded 1,3,5-trisubstituted pyrazoline derivatives as Entamoeba histolytica growth inhibitors.
AID283848	Growth inhibition of Candida albicans Berhaut 62I by agar cup method	2007	European journal of medicinal chemistry, Jan, Volume: 42, Issue:1	Study on the substituents' effects of a series of synthetic chalcones against the yeast Candida albicans.
AID1488994	Induction of p53 stabilization in human HCT116 cells assessed as ratio of p53 expression levels to GAPDH expression levels at 25 uM after 4 hrs by immunoblot analysis	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID1488997	Induction of p53 stabilization in human HCT116 cells assessed as ratio of p53 expression levels to GAPDH expression levels at 25 uM after 8 hrs by immunoblot analysis	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID513958	Cytotoxicity against human TK10 cells	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID513978	Toxicity in Sprague-Dawley rat assessed as change in body weight at 250 mg/kg, po	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID513959	Cytotoxicity against human HT-29 cells	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID1488991	Antiproliferative activity against human CAL51 cells assessed as growth inhibition after 3 days by SRB assay	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID1698237	Inhibition of PMA-induce ROS/RNS generation in human neutrophils measured up to 30 mins in presence of 5.5 mM glucose by luminol-amplified chemiluminescence method	2020	Journal of natural products, 10-23, Volume: 83, Issue:10	Chalcones as Modulators of Neutrophil Oxidative Burst under Physiological and High Glucose Conditions.
AID1488996	Induction of p53 stabilization in human HCT116 cells assessed as ratio of p53 expression levels to GAPDH expression levels at 12.5 uM after 8 hrs by immunoblot analysis	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID372907	Antibacterial activity against Staphylococcus aureus Rosenbach 209 after 48 hrs by agar well diffusion method	2009	European journal of medicinal chemistry, May, Volume: 44, Issue:5	Examination of growth inhibitory properties of synthetic chalcones for which antibacterial activity was predicted.
AID310827	Growth inhibition of Trypanosoma cruzi epimastigotes	2007	European journal of medicinal chemistry, Feb, Volume: 42, Issue:2	A review of anti-infective and anti-inflammatory chalcones.
AID1488995	Induction of p53 stabilization in human HCT116 cells assessed as ratio of p53 expression levels to GAPDH expression levels at 6.25 uM after 8 hrs by immunoblot analysis	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
AID513961	Induction glutathione-CYP1A1 in rat liver at 15 mg/kg, po qd by EROD assay	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID513957	Cytotoxicity against human MCF7 cells	2010	Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14	Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers.
AID666994	Cytotoxicity against human HepG2 cells assessed as cell viability at 25 uM after 48 hrs by MTT assay	2012	European journal of medicinal chemistry, Aug, Volume: 54	Synthesis and in vitro evaluation of novel tetrazole embedded 1,3,5-trisubstituted pyrazoline derivatives as Entamoeba histolytica growth inhibitors.
AID1488992	Induction of p53 stabilization in human HCT116 cells assessed as ratio of p53 expression levels to GAPDH expression levels at 6.25 uM after 4 hrs by immunoblot analysis	2017	Bioorganic & medicinal chemistry letters, 09-01, Volume: 27, Issue:17	Synthesis and evaluation of modified chalcone based p53 stabilizing agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	4 (50.00)	29.6817
2010's	3 (37.50)	24.3611
2020's	1 (12.50)	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	1 (12.50%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	7 (87.50%)	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'-bromoflavone 4'-bromoflavone: structure in first source	2.45	2
metronidazole Metronidazole: A nitroimidazole used to treat AMEBIASIS; VAGINITIS; TRICHOMONAS INFECTIONS; GIARDIASIS; ANAEROBIC BACTERIA; and TREPONEMAL INFECTIONS.. metronidazole : A member of the class of imidazoles substituted at C-1, -2 and -5 with 2-hydroxyethyl, nitro and methyl groups respectively. It has activity against anaerobic bacteria and protozoa, and has a radiosensitising effect on hypoxic tumour cells. It may be given by mouth in tablets, or as the benzoate in an oral suspension. The hydrochloride salt can be used in intravenous infusions. Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce the nitro group of metronidazole to give nitroso-containing intermediates. These can covalently bind to DNA, disrupting its helical structure, inducing DNA strand breaks and inhibiting bacterial nucleic acid synthesis, ultimately resulting in bacterial cell death.	2.07	1	C-nitro compound; imidazoles; primary alcohol	antiamoebic agent; antibacterial drug; antimicrobial agent; antiparasitic agent; antitrichomonal drug; environmental contaminant; prodrug; radiosensitizing agent; xenobiotic
phloretin [no description available]	3.13	1	dihydrochalcones	antineoplastic agent; plant metabolite
flavanone flavanone: RN given refers to cpd with unspecified isomeric designation; structure in first source. flavanone : The simplest member of the class of flavanones that consists of flavan bearing an oxo substituent at position 4.	2.03	1	flavanones
flavone flavone: RN given refers to unlabeled cpd; structure given in first source. flavone : The simplest member of the class of flavones that consists of 4H-chromen-4-one bearing a phenyl substituent at position 2.	2.45	2	flavones	metabolite; nematicide
4'-methoxyflavone 4'-methoxyflavone: from seeds of Psoralea corylifolia (Fabaceae); structure in first source	2.03	1	ether; flavonoids
4'-methoxyflavanone 4'-methoxyflavanone : The parent member of the class of 4'-methoxyflavanones that is flavanone which is substituted by a methoxy group at the 4'-position.	2.45	2	4'-methoxyflavanones
4'-chloroflavone 4'-chloroflavone: structure given in first source	2.03	1
asebogenin asebogenin: from Piper longicaudatum; structure in first source. asebogenin : A member of the class of dihydrochalcones that is the 4'-methyl ether derivative of phloretin.	3.13	1	dihydrochalcones	plant metabolite
chalcone trans-chalcone : The trans-isomer of chalcone.	4.55	7	chalcone	EC 3.2.1.1 (alpha-amylase) inhibitor
2'-hydroxychalcone 2'-hydroxychalcone : A member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 2'.	3.83	3	chalcones; phenols	anti-inflammatory agent
2,2'-dihydroxychalcone 2,2'-dihydroxychalcone: an antineoplastic agent; structure in first source	3.59	2
isoliquiritigenin [no description available]	3.13	1	chalcones	antineoplastic agent; biological pigment; EC 1.14.18.1 (tyrosinase) inhibitor; GABA modulator; geroprotector; metabolite; NMDA receptor antagonist
xanthohumol xanthohumol: from hop plant, Humulus lupulus. xanthohumol : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4', a methoxy group at position 6' and a prenyl group at position 3'. Isolated from Humulus lupulus, it induces apoptosis in human malignant glioblastoma cells.	3.13	1	aromatic ether; chalcones; polyphenol	anti-HIV-1 agent; antineoplastic agent; antiviral agent; apoptosis inducer; EC 2.3.1.20 (diacylglycerol O-acyltransferase) inhibitor; metabolite
dibenzylidene acetone dibenzylidene acetone: structure in first source	2.03	1
cardamonin cardamonin: found in Zingiberaceae; structure in first source	3.13	1	chalcones
4'-methoxychalcone 4'-methoxychalcone: RN given refers to compound with no isomeric designation	2.15	1	chalcones
butein [no description available]	3.13	1	chalcones; polyphenol	antineoplastic agent; antioxidant; EC 1.1.1.21 (aldehyde reductase) inhibitor; geroprotector; hypoglycemic agent; plant metabolite; radiosensitizing agent; tyrosine kinase inhibitor
isobavachalcone isobavachalcone: RN given for (E)-isomer; structure in first source. isobavachalcone : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4' and a prenyl group at position 3'.	3.13	1	chalcones; polyphenol	antibacterial agent; metabolite; platelet aggregation inhibitor
4-hydroxychalcone 4-hydroxychalcone: structure in first source. 4-hydroxychalcone : A member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 4.	2.77	3	chalcones; phenols	antihypertensive agent; plant metabolite
2',6'-dihydroxy-4'-methoxychalcone 2',6'-dihydroxy-4'-methoxychalcone: isolated from Piper aduncum; structure in first source	3.13	1	chalcones
licochalcone a licochalcone A: has both anti-inflammatory and antineoplastic activities; structure given in first source; isolated from root of Glycyrrhiza inflata; RN given refers to (E)-isomer	3.13	1	chalcones
2'-hydroxy-4-methoxychalcone [no description available]	2.77	3
flavokawain a flavokawain A: from kava extract, induces apoptosis in bladder cancer cells; structure in first source	2.49	2	chalcones
2',4'-dihydroxychalcone 2',4'-dihydroxychalcone: RN given refers to (E)-isomer; RN for cpd without isomeric designation not available 6/89; structure given in first source	3.13	1
4,4'-dichlorochalcone 4,4'-dichlorochalcone: structure in first source	2.74	3
dimethylaminochalcone 4-dimethylaminochalcone: a fluorescent probe; structure in first source	2.44	2
Crotaoprostrin [no description available]	2.25	1	chalcones
4-hydroxylonchocarpin 4-hydroxylonchocarpin: structure in first source	3.13	1
2-chloro-4',6'-dimethoxy-2'-hydroxychalcone 2-chloro-4',6'-dimethoxy-2'-hydroxychalcone: induces glutathione biosynthesis; structure in first source	3.13	1
phenyl-3-methoxy-4-hydroxystyryl ketone phenyl-3-methoxy-4-hydroxystyryl ketone: structure given in first source	2.05	1
3-o-methylbutein 3-O-methylbutein: RN given refers to (E)-isomer; structure given in first source	3.13	1	chalcones
2',4',6'-trihydroxychalcone pinocembrin chalcone: isolated from Helichrysum trilineatum; structure in first source. pinocembrin chalcone : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2', 4' and 6' respectively.	3.13	1	chalcones	antifungal agent; plant metabolite
3-hydroxy-4,3',4',5'-tetramethoxychalcone 3-hydroxy-4,3',4',5'-tetramethoxychalcone: structure in first source	2.05	1
2,4,2',4'-Tetrahydroxychalcone [no description available]	2.25	1	chalcones
2',3,4,4'-tetrahydroxy-5-prenylchalcone [no description available]	3.13	1
nutlin-3b [no description available]	2.15	1	Nutlin; piperazinone	anticoronaviral agent

Condition	Relationship Strength	Studies
Abnormalities, Autosome [description not available]	2.03	1
Cancer of Liver [description not available]	2.05	1
Liver Neoplasms Tumors or cancer of the LIVER.	2.05	1

4-chlorochalcone

Description

Cross-References

Synonyms (54)

Drug Classes (2)

Bioassays (38)

Research

Studies (8)

Market Indicators

Research Demand Index: 29.47

Study Types

4-chlorochalcone

Description

Cross-References

Synonyms (54)

Drug Classes (2)

Bioassays (38)

Research

Studies (8)

Market Indicators

Research Demand Index: 29.47

Study Types

Related Drugs (37)

Related Conditions (3)