Page last updated: 2024-12-05

chlorendic acid

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

Description

Chlorendic acid, also known as 2,3,4,5,6-pentachloro-1-hydroxycyclohex-2-ene-1-carboxylic acid, is a chlorinated cyclic carboxylic acid. It is synthesized through a multi-step process involving the chlorination of cyclopentadiene followed by oxidation. Chlorendic acid has been used in various applications, including the production of flame retardants, plasticizers, and epoxy resins. Its effectiveness as a flame retardant is attributed to its high chlorine content, which acts as a halogenated fire suppressant. Studies on chlorendic acid have focused on its environmental impact, particularly its potential to contaminate water sources and bioaccumulate in organisms. Research has also investigated its toxicity and carcinogenic potential. The importance of studying chlorendic acid stems from its widespread use in industrial applications and the potential risks associated with its release into the environment. These studies aim to assess the environmental fate and potential health risks associated with chlorendic acid.'

chlorendic acid: RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

chlorendic acid : A bridged organochlorine compound resulting from the Diels-Alder reaction of hexachlorocyclopentadiene with maleic anhydride followed by hydrolysis of the resulting anhydride. A chemical intermediate used in the preparation of fire-retardant polyester resins and plasticisers. [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 CID8266
CHEMBL ID462314
CHEBI ID76603
SCHEMBL ID159505
MeSH IDM0108455

Synonyms (78)

Synonym
smr001224506
MLS002152895 ,
nsc-41876
nsc41876
nci-c55072
kyselina het
nsc-22231
115-28-6
kyselina 3,4,5,6,7,7-hexachlor-.delta.(sup 4)-tetrahyroftalova
nsc22231
het acid
hexachloroendomethylenetetrahydrophthalic acid
wln: l55 a cutj ag ag bg cg dg eg fvq gvq
chlorendic acid
NCI60_001839
hsdb 2915
ccris 896
chlorendic acid (van)
1,4,5,6,7,7-hexachloro-8,9,10-trinorborn-5-ene-2,3-dicarboxylic acid
nsc 22231
kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-delta(sup 4)-tetrahydroftalova [czech]
bicyclo(2.2.1)hept-5-ene-2,3-dicarboxylic acid, 1,4,5,6,7,7-hexachloro-
kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-delta(sup 4)-tetrahyroftalova [czech]
einecs 204-078-9
1,4,5,6,7,7-hexachlorobicyclo(2.2.1)-5-heptene-2,3-dicarboxylic acid
kyselina het [czech]
1,4,5,6,7,7-hexachloro-5-norbornene-2,3-dicarboxylic acid
kyselina 1,2,3,4,7,7-hexachlorbicyklo(2,2,1)hept-2-en-5,6-dikarboxylova [czech]
hexachloro-endo-methylenetetrahydrophthalic acid
nsc-22225
1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid
5-norbornene-2,3-dicarboxylic acid, 1,4,5,6,7,7-hexachloro-
bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid, 1,4,5,6,7,7-hexachloro-
NCGC00091276-01
inchi=1/c9h4cl6o4/c10-3-4(11)8(13)2(6(18)19)1(5(16)17)7(3,12)9(8,14)15/h1-2h,(h,16,17)(h,18,19
nsc519
mls002637518 ,
nsc-519
1,5,6,7,7-hexachloro-5-norbornene-2,3-dicarboxylic acid
STK266636
1,2,3,4,7,7-hexachlorobicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid
AKOS003363272
7374-78-9
H0054
chebi:76603 ,
CHEMBL462314
NCGC00091276-03
C19204
HMS3039F04
cas-115-28-6
tox21_202339
dtxsid2020268 ,
NCGC00259888-01
tox21_300190
dtxcid80268
NCGC00253973-01
kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-delta(sup 4)-tetrahydroftalova
kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-delta(sup 4)-tetrahyroftalova
kyselina 1,2,3,4,7,7-hexachlorbicyklo(2,2,1)hept-2-en-5,6-dikarboxylova
nsc 41876
FT-0626941
bdbm94954
cid_8266
1,2,3,4,7,7-hexakis(chloranyl)bicyclo[2.2.1]hept-2-ene-5,6-dicarboxylic acid
SCHEMBL159505
AKOS016843860
bicyclo[2.2.1]-5-heptene-2,3-dicarboxylic acid, 1,4,5,6,7,7-hexachloro-
1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid #
kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-.delta.(4)-tetrahyroftalova
kyselina 3,6-endomethylen-3,4,5,6,7,7-hexachlor-.delta.(4)-tetrahydroftalova
DJKGDNKYTKCJKD-UHFFFAOYSA-N
AS-72784
EN300-24974
1,4,5,6,7,7-hexachlorobicyclo-(2,2,1)-hept-5-ene-2,3-dicarboxylic acid
Q1854296
D90788
1,4,5,6,7,7-hexachlorobicyclo[2.2.1]-hept-5-ene-2,3-dicarboxylic acid
1,4,5,6,7,7-hexachloro-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Dosing was for 7 days at the dose and route employed previously in the NTP cancer bioassays."( Hepatic ploidy, nuclearity, and distribution of DNA synthesis: a comparison of nongenotoxic hepatocarcinogens with noncarcinogenic liver mitogens.
Hasmall, SC; Roberts, RA, 1997
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
carcinogenic agentA role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
[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
organochlorine compoundAn organochlorine compound is a compound containing at least one carbon-chlorine bond.
dicarboxylic acidAny carboxylic acid containing two carboxy groups.
bridged compoundA polycyclic compound in which two rings have two or more atoms in common.
[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 (20)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency0.31620.004023.8416100.0000AID485290
LuciferasePhotinus pyralis (common eastern firefly)Potency88.77550.007215.758889.3584AID1224835
GLS proteinHomo sapiens (human)Potency17.78280.35487.935539.8107AID624170
AR proteinHomo sapiens (human)Potency0.15380.000221.22318,912.5098AID743063
thioredoxin glutathione reductaseSchistosoma mansoniPotency14.12540.100022.9075100.0000AID485364
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency39.81070.011212.4002100.0000AID1030
thyroid stimulating hormone receptorHomo sapiens (human)Potency39.81070.001318.074339.8107AID926; AID938
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency17.84260.003041.611522,387.1992AID1159552; AID1159555
estrogen nuclear receptor alphaHomo sapiens (human)Potency20.41250.000229.305416,493.5996AID743069; AID743075
bromodomain adjacent to zinc finger domain 2BHomo sapiens (human)Potency89.12510.707936.904389.1251AID504333
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency86.49000.001024.504861.6448AID743212
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency50.11870.001019.414170.9645AID588536
aryl hydrocarbon receptorHomo sapiens (human)Potency68.10160.000723.06741,258.9301AID743122
chromobox protein homolog 1Homo sapiens (human)Potency89.12510.006026.168889.1251AID540317
DNA polymerase eta isoform 1Homo sapiens (human)Potency95.28340.100028.9256213.3130AID720502
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency44.66840.050127.073689.1251AID588590
gemininHomo sapiens (human)Potency0.81990.004611.374133.4983AID624296
DNA polymerase kappa isoform 1Homo sapiens (human)Potency79.43280.031622.3146100.0000AID588579
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
low molecular weight phosphotyrosine protein phosphatase isoform cHomo sapiens (human)IC50 (µMol)80.00004.970011.256719.6000AID652005
Low molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)IC50 (µMol)80.00002.86009.633617.2000AID651700
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
acid phosphatase activityLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
protein tyrosine phosphatase activityLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
non-membrane spanning protein tyrosine phosphatase activityLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
protein bindingLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
cytoplasmLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
cytosolLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
cytoplasmic side of plasma membraneLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
sarcolemmaLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
extracellular exosomeLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID393936Antibacterial activity against Escherichia coli 1411 after 18 hrs by broth microdilution method2009Bioorganic & medicinal chemistry, Mar-01, Volume: 17, Issue:5
Discovery of new inhibitors of the bacterial peptidoglycan biosynthesis enzymes MurD and MurF by structure-based virtual screening.
AID393938Antibacterial activity against Staphylococcus aureus 8325-4 after 18 hrs by broth microdilution method2009Bioorganic & medicinal chemistry, Mar-01, Volume: 17, Issue:5
Discovery of new inhibitors of the bacterial peptidoglycan biosynthesis enzymes MurD and MurF by structure-based virtual screening.
AID393937Antibacterial activity against AcrAB deficient Escherichia coli SM1411 after 18 hrs by broth microdilution method2009Bioorganic & medicinal chemistry, Mar-01, Volume: 17, Issue:5
Discovery of new inhibitors of the bacterial peptidoglycan biosynthesis enzymes MurD and MurF by structure-based virtual screening.
AID393764Inhibition of Escherichia coli MurD assessed as residual activity at 250 uM by malachite green assay2009Bioorganic & medicinal chemistry, Mar-01, Volume: 17, Issue:5
Discovery of new inhibitors of the bacterial peptidoglycan biosynthesis enzymes MurD and MurF by structure-based virtual screening.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (28.57)18.2507
2000's4 (28.57)29.6817
2010's5 (35.71)24.3611
2020's1 (7.14)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 33.91

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 Index33.91 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.45 (4.65)
Search Engine Demand Index31.50 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (33.91)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (6.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (93.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]