Compounds > ethofumesate
Page last updated: 2024-11-06

ethofumesate

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

Description

ethofumesate: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ethofumesate : A racemate comprising of equimolar amounts of (S)- and (R)-ethofumesate. [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]

2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate : A methanesulfonate ester that is methanesulfonic acid in which the hydrogen of the hydroxy group has been replaced by a 2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl group. [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 CID33360
CHEMBL ID2133153
CHEBI ID83768
SCHEMBL ID55264
MeSH IDM0369180

Synonyms (74)

Synonym
5-benzofuranol, 2-ethoxy-2,3-dihydro-3,3-dimethyl-, methanesulfonate, (.+/-.)-
nortran
5-benzofuranol, 2-ethoxy-2,3-dihydro-3,3-dimethyl-, methanesulfonate, (+-)-
hsdb 7451
nc 8438
caswell no. 427bb
cr 14658
progress
(+-)-2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranol methanesulfonate
2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranyl methanesulfonate
(+-)-2-ethoxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate
ethofumesate [ansi:bsi:iso]
epa pesticide chemical code 110601
tramat
einecs 247-525-3
nortron (new)
brn 5759730
CBDIVE_013978
NCGC00160411-01
NCGC00160411-02
2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate
ethofumesate
26225-79-6
NCGC00160411-03
(2-ethoxy-3,3-dimethyl-2h-1-benzofuran-5-yl) methanesulfonate
FT-0654068
NCGC00160411-04
C18829
dtxcid6014580
cas-26225-79-6
NCGC00255012-01
dtxsid8034580 ,
tox21_301112
methanesulfonic acid (2-ethoxy-3,3-dimethyl-2h-benzofuran-5-yl) ester
A818330
5-benzofuranol, 2-ethoxy-2,3-dihydro-3,3-dimethyl-, methanesulfonate
unii-3051u1z8kv
(+-)-2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranyl methanesulfonate
3051u1z8kv ,
AKOS015895891
chebi:83768 ,
CHEMBL2133153
SCHEMBL55264
kemiron plus
2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranyl methanesulfonate, (+/-)-
2-ethoxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate, (+/-)-
ethofumesate [hsdb]
burakosat
ethosat
ethofumesate [mi]
2,3-dihydro-3,3-dimethyl-2-ethoxy-5-benzofuranyl methanesulfonate, (+/-)-
5-benzofuranol, 2-ethoxy-2,3-dihydro-3,3-dimethyl-, methanesulfonate, (+/-)-
5-benzofuranol, 2-ethoxy-2,3-dihydro-3,3-dimethyl-, 5-methanesulfonate
ethofumesate [iso]
2-ethoxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate
prograss
(.+/-.)-2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranol methanesulfonate
nortranese
(.+/-.)-2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranylmethanesulfonate
ethofumesate, pestanal(r), analytical standard
SR-01000201862-1
sr-01000201862
ethofumesate, analytical standard
ethofumesate 10 microg/ml in acetonitrile
ethofumesate 100 microg/ml in acetonitrile
J-016329
(+/-)-2-ethoxy-2,3-dihydro-3,3-dimethyl-5-benzofuranyl methanesulfonate
2-ethoxy-3,3-dimethyl-5-(methylsulfonylmethyl)-2h-1-benzofuran
Q27157188
2-ethoxy-2,3-dihydro-3,3-dimethylbenzofuranyl-5-methansulfonate
mfcd00055321
H10929
CS-0128783
HY-136369

Research Excerpts

Overview

Ethofumesate is a chiral herbicide that may display enantioselective behavior in humans.

ExcerptReferenceRelevance
"Ethofumesate is a chiral herbicide that may display enantioselective behavior in humans. "( Enantioselective inhibition of human CYP2C19 by the chiral pesticide ethofumesate: Prediction of pesticide-drug interactions in humans.
Carrão, DB; Lopes, NP; Mariano Bucci, JL; Moraes de Oliveira, AR; Moreira da Silva, R; Perovani, IS; Santos Barbetta, MF, 2021)		2.3

Toxicity

ExcerptReferenceRelevance
"Earthworms represent an important food source for many vertebrates and as a result, predators may encounter toxic effects via the food chain from consumption of contaminated worms."( Toxicity and bioaccumulation of ethofumesate enantiomers in earthworm Eisenia fetida.
Li, J; Wang, H; Wang, Y; Xu, P; Zhang, Y, 2014)		0.69
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
etherAn organooxygen compound with formula ROR, where R is not hydrogen.
methanesulfonate esterAn organosulfonic ester resulting from the formal condensation of methanesulfonic acid with the hydroxy group of an alcohol, phenol, heteroarenol, or enol.
1-benzofuransA member of the class of benzofurans consisting of a 1-benzofuran skeleton and its substituted derivatives thereof.
[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 (11)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AR proteinHomo sapiens (human)Potency53.64270.000221.22318,912.5098AID1259243; AID1259247; AID743035; AID743042; AID743054; AID743063
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency26.87340.001022.650876.6163AID1224838; AID1224839; AID1224893
progesterone receptorHomo sapiens (human)Potency30.35770.000417.946075.1148AID1346795
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency29.49320.003041.611522,387.1992AID1159552; AID1159553; AID1159555
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency16.05630.001530.607315,848.9004AID1224848; AID1224849; AID1259403
pregnane X nuclear receptorHomo sapiens (human)Potency20.72210.005428.02631,258.9301AID1346982; AID720659
estrogen nuclear receptor alphaHomo sapiens (human)Potency55.92470.000229.305416,493.5996AID1259244; AID1259248; AID743075; AID743079; AID743080; AID743091
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency17.22940.023723.228263.5986AID743223
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency37.43310.000627.21521,122.0200AID651741; AID720636; AID743202; AID743219
Voltage-dependent calcium channel gamma-2 subunitMus musculus (house mouse)Potency53.98440.001557.789015,848.9004AID1259244
Glutamate receptor 2Rattus norvegicus (Norway rat)Potency53.98440.001551.739315,848.9004AID1259244
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGlutamate receptor 2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID1090126Inhibition of Arbidopsis thaliana C-terminal His-tagged CER60 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis2004Proceedings of the National Academy of Sciences of the United States of America, Aug-10, Volume: 101, Issue:32
Specific and differential inhibition of very-long-chain fatty acid elongases from Arabidopsis thaliana by different herbicides.
AID1090129Inhibition of Arbidopsis thaliana C-terminal His-tagged FAE1 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis2004Proceedings of the National Academy of Sciences of the United States of America, Aug-10, Volume: 101, Issue:32
Specific and differential inhibition of very-long-chain fatty acid elongases from Arabidopsis thaliana by different herbicides.
AID1090127Inhibition of Arbidopsis thaliana C-terminal His-tagged KCS2 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis2004Proceedings of the National Academy of Sciences of the United States of America, Aug-10, Volume: 101, Issue:32
Specific and differential inhibition of very-long-chain fatty acid elongases from Arabidopsis thaliana by different herbicides.
AID1090124Inhibition of Arbidopsis thaliana C-terminal His-tagged At5g43760 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis2004Proceedings of the National Academy of Sciences of the United States of America, Aug-10, Volume: 101, Issue:32
Specific and differential inhibition of very-long-chain fatty acid elongases from Arabidopsis thaliana by different herbicides.
AID1090128Inhibition of Arbidopsis thaliana C-terminal His-tagged KCS1 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis2004Proceedings of the National Academy of Sciences of the United States of America, Aug-10, Volume: 101, Issue:32
Specific and differential inhibition of very-long-chain fatty acid elongases from Arabidopsis thaliana by different herbicides.
AID1090125Inhibition of Arbidopsis thaliana C-terminal His-tagged At1g04220 expressed in Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr by GC/MS analysis2004Proceedings of the National Academy of Sciences of the United States of America, Aug-10, Volume: 101, Issue:32
Specific and differential inhibition of very-long-chain fatty acid elongases from Arabidopsis thaliana by different herbicides.
AID1090119Inhibition of Saccharomyces cerevisiae INVSc1 ELO at 100 uM after 18 to 20 hr by GC/MS analysis2004Proceedings of the National Academy of Sciences of the United States of America, Aug-10, Volume: 101, Issue:32
Specific and differential inhibition of very-long-chain fatty acid elongases from Arabidopsis thaliana by different herbicides.
AID1090120Growth inhibition of Saccharomyces cerevisiae INVSc1 at 100 uM after 18 to 20 hr2004Proceedings of the National Academy of Sciences of the United States of America, Aug-10, Volume: 101, Issue:32
Specific and differential inhibition of very-long-chain fatty acid elongases from Arabidopsis thaliana by different herbicides.
AID1090123Herbicidal activity against Arabidopsis thaliana assessed as apperance of fiddle head phenotype2004Proceedings of the National Academy of Sciences of the United States of America, Aug-10, Volume: 101, Issue:32
Specific and differential inhibition of very-long-chain fatty acid elongases from Arabidopsis thaliana by different herbicides.
[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's1 (5.56)18.2507
2000's7 (38.89)29.6817
2010's7 (38.89)24.3611
2020's3 (16.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.64

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 Index30.64 (24.57)
Research Supply Index2.94 (2.92)
Research Growth Index5.26 (4.65)
Search Engine Demand Index68.35 (26.88)
Search Engine Supply Index3.95 (0.95)

This Compound (30.64)

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%
Other18 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
carbamates
[no description available]		2.9740amino-acid anion
glycine
[no description available]		2.0310alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
alachlor
alachlor : An aromatic amide that is N-(2,6-diethylphenyl)acetamide substituted by a methoxymethyl group at at the nitrogen atom while one of the hydrogens of the methyl group has been replaced by a chlorine atom.		2.0210aromatic amide;
monocarboxylic acid amide;
organochlorine compound		environmental contaminant;
herbicide;
xenobiotic
chlorpropham
Chlorpropham: A carbamate that is used as an herbicide and as a plant growth regulator.. chlorpropham : A carbamate ester that is the isopropyl ester of 3-chlorophenylcarbamic acid.		710benzenes;
carbamate ester;
monochlorobenzenes		herbicide;
plant growth retardant
triallate
Triallate: A pre-emergence, selective herbicide for the control of wild oats in various crops.		2.0210tertiary amine
hydrazine
diamine : Any polyamine that contains two amino groups.		210azane;
hydrazines		EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
bensulide
[no description available]		2.0210benzenes
diphenamid
diphenamid: do not confuse with anti-inflammatory agent difenpiramide; structure		2.0210diarylmethane
desmedipham
desmedipham: structure. desmedipham : A carbamate ester that is phenylcarbamic acid in which the hydrogen of the hydroxy group has been replaced by a 3-[(ethoxycarbonyl)amino]phenyl group. It is an agrochemical used as a herbicide.		2.520carbamate esteragrochemical;
environmental contaminant;
herbicide;
xenobiotic
phenmedipham
phenmedipham: minor descriptor (72-84); on-line search CARBAMATES (72-84); Index Medicus search HERBICIDES, CARBAMATE (75-84), CARBAMATES (72-75). phenmedipham : A carbamate ester that is (3-methylphenyl)carbamic acid in which the hydrogen of the hydroxy group has been replaced by a 3-[(methoxycarbonyl)amino]phenyl group.		7.9740carbamate esterenvironmental contaminant;
herbicide;
xenobiotic
devrinol
devrinol: structure. napropamide : A racemate composed of equimolar amounts of (S)- and (R)-napropamide.. N,N-diethyl-2-(naphthalen-1-yloxy)propanamide : A monocarboxylic acid amide that is propanamide substituted by two ethyl groups at the nitrogen atom and a naphthalen-1-yloxy group at position 2.		2.0210aromatic ether;
monocarboxylic acid amide;
naphthalenes
pendimethalin
pendimethalin : A member of the class of substituted anilines that is N-(pentan-3-yl)aniline bearing two additional nitro substituents at positions 2 and 6 as well as two methyl substituents at positions 3 and 4. A herbicide used to control most annual grasses and many annual broad-leaved weeds.		7.1110C-nitro compound;
secondary amino compound;
substituted aniline		agrochemical;
environmental contaminant;
herbicide
metamitron
metamitron : A member of the class of 1,2,4-triazines that is 1,2,4-triazin-5(4H)-one substituted by an amino group at position 4, a methyl group at position 3 and a phenyl group at position 6.		7.43201,2,4-triazinesenvironmental contaminant;
herbicide;
xenobiotic
triadimefon
1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one : A member of the class of triazoles that is 1-hydroxy-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one in which the hydroxyl hydrogen is replaced by a 4-chlorophenyl group.		710aromatic ether;
hemiaminal ether;
ketone;
monochlorobenzenes;
triazoles
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.		2101,2,3-triazole
foe 5043
FOE 5043: an oxyacetamide with herbicidal activity; structure given in first source. flufenacet : An aromatic amide that is acetamide in which the amino hydrogens have been replaced by a propan-2-yl and 4-fluorophenyl groups while the methyl hydrogen is replaced by a [5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]oxy group.		2.0210aromatic amide;
monofluorobenzenes;
thiadiazoles		environmental contaminant;
herbicide;
xenobiotic
rh-0345
N-4-chlorobenzoyl-N'-benzoyl-N'-tert-butylhydrazine: structure in first source		210bisacylhydrazine insecticide;
monochlorobenzenes
cafenstrole
cafenstrole: structure in first source		2.0210benzenes;
sulfone;
triazoles		agrochemical;
antimitotic;
herbicide
benzofurans
Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.		4.26170
nadp
[no description available]		2.0510
phosphinothricin
phosphinothricin: RN given refers to parent cpd with unspecified isomeric designation; structure. phosphinothricin(1-) : Conjugate base of phosphinothricin arising from deprotonation of the phosphinate function.		2.4320organic anion
ConditionIndicatedRelationship StrengthStudiesTrials