Page last updated: 2024-12-05

methamidophos

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Description

methamidophos: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

methamidophos : An organic thiophosphate resulting from the N-deacylation of the proinsecticide acephate. [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 CID4096
CHEMBL ID504888
CHEBI ID38721
SCHEMBL ID23291
MeSH IDM0063357

Synonyms (115)

Synonym
KBIO1_001430
DIVK1C_006486
SPECTRUM_001799
pillaron
tamaron
monitor
sniper
filitox
o,s-dimethyl phosphoramidothioate
re 9006
sra 5172
nsc 190987
metamidofos estrella
monitor (insecticide)
ortho monitor
chevron 9006
amidor
brn 1098870
caswell no. 378a
hamidop
thiophosphorsaeure-o,s-dimethylesteramid [german]
ent 27,396
tahmabon
methyl phosphoramidothioate ((meo)(mes)p(o)(nh2))
acephate-met
epa pesticide chemical code 101201
hsdb 1593
methamidophos [ansi:bsi:iso]
tamanox
chevron ortho 9006
ai3-27396
ckb 1220
ortho 9006
patrole
einecs 233-606-0
phosphoramidothioic acid, o,s-dimethyl ester
bayer 5546
BSPBIO_002309
MTD ,
methamidophos, analytical standard
SPECTRUM5_001940
methyl phosphoramidothioate
thiophosphoramidic acid o,s-dimethyl ester
o,s-dimethyl phosphoroamidothioate
metamidophos
methamidophos
o,s-dimethyl phosphoramidothiolate
o,s-dimethyl amidothiophosphate
10265-92-6
CHEBI:38721 ,
NCGC00094520-03
NCGC00094520-01
NCGC00094520-04
NCGC00094520-02
KBIOSS_002292
KBIO2_002290
KBIO2_007426
KBIO2_004858
KBIOGR_001029
KBIO3_001809
SPECTRUM3_000815
SPECTRUM4_000655
SPECPLUS_000390
SPECTRUM2_001863
SPBIO_001706
SPECTRUM330023
NCGC00094520-06
NCGC00094520-05
o,s-dimethylphosphoroamidothioate
CHEMBL504888
[amino(methylsulfanyl)phosphoryl]oxymethane
bdbm50027341
NCGC00094520-07
NCGC00094520-08
C18667
thiophosphorsaeure-o,s-dimethylesteramid
unii-8z083fm94w
8z083fm94w ,
ccris 9422
NCGC00254646-01
tox21_202250
dtxcid504177
cas-10265-92-6
NCGC00259799-01
tox21_300740
dtxsid6024177 ,
AKOS006228092
CCG-39401
SCHEMBL23291
methamidophos [mi]
sra-5172
bayer 71628
methamidophos [hsdb]
phosphoramidothioic acid o,s-dimethyl ester
(rs)-(o,s-dimethyl phosphoramidothioate)
methamidophos [iso]
ent-27396
o,s-dimethyl ester of amidothiophosphoric acid
o,s-dimethyl amidothiophosphate #
bay 71628
nitofol
Q-201361
[methoxy(methylsulfanyl)phosphoryl]amine
methamidophos, pestanal(r), analytical standard
methamidophos 100 microg/ml in ethyl acetate
methamidophos 10 microg/ml in acetonitrile
(+/-)-methamidophos
pesticide1_methamidophos_c2h8no2ps_o,s-dimethyl phosphoramidothioate
methamidophos, certified reference material, tracecert(r)
metamidophos-d6
acephate metabolite
Q421055
DB14972
methamidophos 1000 microg/ml in toluene
methamidophos 100 microg/ml in acetone

Research Excerpts

Overview

Methamidophos (Meth) is a toxic organophosphorus compound (OP) that inhibits acetylcholinesterase enzyme (AChE) and induces neurotoxicity. Methamodophos is a racemate and we report studies with its resolved optical isomers.

ExcerptReferenceRelevance
"Methamidophos (MET) is an organophosphate (OP) pesticide widely used in agriculture in developing countries. "( The organophosphate pesticide methamidophos opens the blood-testis barrier and covalently binds to ZO-2 in mice.
Alarcón, L; Chávez-Munguía, B; González-Mariscal, L; Martín-Tapia, D; Ortega-Olvera, JM; Quintanilla-Vega, B; Shibayama, M; Winkler, R, 2018
)
2.21
"Methamidophos is a toxic organophosphorus compound that inhibits acetlycholinesterase activity, and induces neurotoxicity. "( Effect of Methamidophos on cerebellar neuronal cells.
Ibhazehiebo, K; Iyawe, VI; Koibuchi, N, 2013
)
2.23
"Methamidophos (MET) is a highly toxic organophosphate (OP) pesticide that is widely used in developing countries. "( Methamidophos alters sperm function and DNA at different stages of spermatogenesis in mice.
Hernández-Ochoa, I; Martínez-Aguilar, G; Piña-Guzmán, B; Quintanilla-Vega, B; Rafael-Vázquez, L; Sánchez-Gutiérrez, M; Solís-Heredia, MJ; Urióstegui-Acosta, M, 2014
)
3.29
"Methamidophos (MET) is an OP widely used in agriculture, which is regarded as a highly toxic pesticide and it is a potent inhibitor of acetylcholinesterase."( Methamidophos induces cytotoxicity and oxidative stress in human peripheral blood mononuclear cells.
Alarcon-Romero, LD; Flores-Alfaro, E; Guzman-Guzman, IP; Huerta-Beristain, G; Moreno-Godinez, ME; Ramirez-Vargas, MA; Rojas-Garcia, AE, 2017
)
2.62
"Methamidophos is a representative organophosphate insecticide. "( Developmental Neurotoxicity of Methamidophos in the Embryo-Larval Stages of Zebrafish.
Chang, C; Chen, D; Chen, M; Dong, T; Gao, J; He, X; Luo, J; Tian, Y; Wang, C; Wang, S; Wang, X; Xia, Y; Zhou, K; Zhou, Z, 2016
)
2.16
"Methamidophos (Met) is a broad spectrum organophosphorus insecticide and acaricide. "( Preparation of colloidal gold immunochromatography strip for detection of methamidophos residue.
Hong, G; Shi, C; Zhang, K; Zhao, S; Zhu, Z, 2008
)
2.02
"Methamidophos (Meth) is a toxic organophosphorus compound (OP) that inhibits acetylcholinesterase enzyme (AChE) and induces neurotoxicity. "( Low concentrations of methamidophos do not alter AChE activity but modulate neurotransmitters uptake in hippocampus and striatum in vitro.
Avila, DS; Bridi, JC; da Rocha, JB; Fachinetto, R; Ferreira, J; Gubert, P; Lugokenski, TH; Pereira, ME; Saurin, S; Soares, FA; Villarinho, JG, 2011
)
2.13
"Methamidophos is a racemate and we report studies with its resolved optical isomers, aimed at elucidating which isomer is responsible for the described effects."( Organophosphate polyneuropathy and neuropathy target esterase: studies with methamidophos and its resolved optical isomers.
Bertolazzi, M; Fioroni, F; Lotti, M; Moretto, A; Peraica, M, 1995
)
1.24
"Methamidophos (Met) is a weak inhibitor of housefly head AChE but at the same time it is highly toxic to the common housefly. "( QSAR for acetylcholinesterase inhibition and toxicity of two classes of phosphoramidothioates.
Singh, AK; Spassova, DP, 2001
)
1.75
"Methamidophos is a weak inducer of SCEs in mouse bone marrow and cultured mouse spleen cells."( Cytogenetic effects of the insecticide methamidophos in mouse bone marrow and cultured mouse spleen cells.
Amer, SM; Sayed, MA,
)
1.12

Effects

ExcerptReferenceRelevance
"Methamidophos has a relatively weak inhibitory action on cholinesterases in rat diaphragm muscle, brain and hippocampal homogenates, with IC50 values on the order of 20-20 microM."( Methamidophos: an anticholinesterase without significant effects on postsynaptic receptors or transmitter release.
Albuguergue, EX; Aracava, Y; Braga, MF; Camara, AL; Cintra, WM; Cortes, WS; Maelicke, A; Rocha, ES; Santos, MD, 1997
)
2.46
"Methamidophos has a relatively weak inhibitory action on cholinesterases in rat diaphragm muscle, brain and hippocampal homogenates, with IC50 values on the order of 20-20 microM."( Methamidophos: an anticholinesterase without significant effects on postsynaptic receptors or transmitter release.
Albuguergue, EX; Aracava, Y; Braga, MF; Camara, AL; Cintra, WM; Cortes, WS; Maelicke, A; Rocha, ES; Santos, MD, 1997
)
2.46

Actions

ExcerptReferenceRelevance
"Methamidophos did not suppress IL-6 production in RSV-infected J774.1 cell cultures."( Perinatal exposure to insecticide methamidophos suppressed production of proinflammatory cytokines responding to virus infection in lung tissues in mice.
Akashi, T; Hashiguchi, S; Hirose, A; Hongo, S; Konno, K; Kurokawa, M; Kuroki, N; Shibata, A; Takeshita, T; Watanabe, W; Yoshida, H, 2013
)
1.39

Treatment

Treatment of Group 1 led to serious changes in hepatocytes and organelles. Methamidophos pretreatment in rats markedly alters the metabolism of dimethoate (another systemic insecticide)

ExcerptReferenceRelevance
"Methamidophos treatment was associated with a decreased number of live foetuses and an increased number of dead and resorption foetuses at 2 and 3 mg kg(-1) day(-1) treated groups."( Evaluation of male-mediated reproductive toxic effects of methamidophos in the mouse.
El-Sebae, Ael-K; Elmazoudy, RH; Eweidah, MH; Farag, AT; Radwan, AH, 2012
)
1.34
"Methamidophos treatment of Group 1 led to serious changes in hepatocytes and organelles."( Ultrastructural changes in rat liver treated with pralidoxime following acute organophosphate poisoning.
Kaya, M; Koseoglu, Z; Satar, D; Satar, S; Tap, O, 2004
)
1.04
"Methamidophos pretreatment in rats also markedly alters the metabolism of dimethoate (another systemic insecticide) from principally carboxyamide hydrolysis to mainly other pathways."( Acephate insecticide toxicity: safety conferred by inhibition of the bioactivating carboxyamidase by the metabolite methamidophos.
Casida, JE; Mahajna, M; Quistad, GB, 1997
)
1.23
"The treatment with methamidophos also decreased plasma butyrylcholinesterase and brain acetylcholinesterase activity."( Methamidophos, an Organophosphorus Insecticide, Induces Pro-aggressive Behaviour in Mice.
Abdala, AP; Beijamini, V; do Nascimento, CP; Maretto, GX; Marques, GLM; Passamani, LM; Sampaio, KN; Schenberg, LC, 2017
)
2.22
"Treatment with methamidophos did not affect the pulmonary viral titers but suppressed moderately the inflammation of lung tissues of RSV-infected offspring, histopathologically."( Perinatal exposure to insecticide methamidophos suppressed production of proinflammatory cytokines responding to virus infection in lung tissues in mice.
Akashi, T; Hashiguchi, S; Hirose, A; Hongo, S; Konno, K; Kurokawa, M; Kuroki, N; Shibata, A; Takeshita, T; Watanabe, W; Yoshida, H, 2013
)
1.01

Toxicity

The study was planned and executed with the aims to explore corpus luteal primary cell culture as an "animal alternate testing system" in toxicity studies. Methamidophos (MET) is an OP widely used in agriculture, which is regarded as a highly toxi.

ExcerptReferenceRelevance
" The results indicated that mayfly larvae were very sensitive to the toxic effects of acephate, whereas larvae of the stonefly, damselfly and mosquito were much less sensitive."( Studies on the toxicity, metabolism, and anticholinesterase properties of acephate and methamidophos.
Hussain, MA; Mohamad, RB; Oloffs, PC, 1985
)
0.49
"The calculated, acute oral LD50 of acephate and methamidophos to dark-eyed juncos (Junco hyemalis) was 106 mg/kg and 8 mg/kg, respectively."( Toxicity of acephate and methamidophos to dark-eyed juncos.
Lasmanis, J; Roberts, RB; Shea, PJ; Zinkl, JG, 1981
)
0.82
"Young organisms are often more sensitive to the toxic effects of pesticides, and this finding has spurred research on further characterization of this susceptibility."( Comparison of aldicarb and methamidophos neurotoxicity at different ages in the rat: behavioral and biochemical parameters.
Moser, VC, 1999
)
0.6
"Methamidophos (Met) is a weak inhibitor of housefly head AChE but at the same time it is highly toxic to the common housefly."( QSAR for acetylcholinesterase inhibition and toxicity of two classes of phosphoramidothioates.
Singh, AK; Spassova, DP, 2001
)
1.75
" The result showed that one of three test chemicals had its toxicity on the earthworm population, and the single toxic sequence of the chemicals was acetochlor > methamidophos > Cu."( [Single and binary-combined toxicity of methamidophos, acetochlor and Cu on earthworm Eisenia foetida].
Liang, J; Zhou, Q, 2003
)
0.78
"To explore the inhibitory effects of highly toxic organophosphorus compound and its substitute (methamidophos and acephate) on acetylcholinesterase (AChE) and their toxic mechanisms."( [Comparison of the toxic effect of methamidophos and acephate on acetylcholinesterase].
Shi, N; Zhang, Y; Zhou, L, 2002
)
0.81
" The difference in inhibition on brain regions may be one of the reason of various toxic effect of them."( [Comparison of the toxic effect of methamidophos and acephate on acetylcholinesterase].
Shi, N; Zhang, Y; Zhou, L, 2002
)
0.59
" The single toxic effect test showed that the two agrochemicals had their toxicity to the earthworms living in phaiozem."( Toxic effects of acetochlor and methamidophos on earthworm Eisenia fetida in phaiozem, northeast China.
Ji-dong, L; Qi-xing, Z; Qian-ru, Z, 2006
)
0.62
" Toxic effects of acetochlor and methamidophos combination on nifH gene were also apparent."( Toxic effects of acetochlor, methamidophos and their combination on nifH gene in soil.
Li, XY; Su, ZC; Zhang, CG; Zhang, HW; Zhang, Q, 2007
)
0.91
"This study was planned and executed with the aims to explore corpus luteal primary cell culture as an "animal alternate testing system" in toxicity studies and in vitro toxic effects of cypermethrin (CY) 90% (pyrethroid) and methamidophos (MTP) 73% (organophosphate) on morphology and progesterone secretory activity of bovine corpus luteal cells and tissue."( Toxic effects of cypermethrin and methamidophos on bovine corpus luteal cells and progesterone production.
Gill, SA; Khan, A; Khan, MZ; Rizvi, F, 2011
)
0.83
" The current study demonstrated adverse effects of male methamidophos exposure on pregnancy outcome with effects on sperm parameters at 2 and 3 mg kg(-1) day(-1) ."( Evaluation of male-mediated reproductive toxic effects of methamidophos in the mouse.
El-Sebae, Ael-K; Elmazoudy, RH; Eweidah, MH; Farag, AT; Radwan, AH, 2012
)
0.87
" Therefore, this study deduces that alpha-tocopherol administration may ameliorate the adverse effects of subacute exposure to MT on rat liver and kidney and this antioxidant can protect PON1 from oxidative stress induced by this organophosphorus pesticide."( Toxic effects of methamidophos on paraoxonase 1 activity and on rat kidney and liver and ameliorating effects of alpha-tocopherol.
Araoud, M; Douki, W; Houas, Z; Kenani, A; Khaled, L; Najjar, MF; Neffeti, F, 2016
)
0.77
" Methamidophos (MET) is an OP widely used in agriculture, which is regarded as a highly toxic pesticide and it is a potent inhibitor of acetylcholinesterase."( Methamidophos induces cytotoxicity and oxidative stress in human peripheral blood mononuclear cells.
Alarcon-Romero, LD; Flores-Alfaro, E; Guzman-Guzman, IP; Huerta-Beristain, G; Moreno-Godinez, ME; Ramirez-Vargas, MA; Rojas-Garcia, AE, 2017
)
2.81
" Toxicity assays of strain Z1 using reporter recombinase gene (recA) and zebrafish showed that there was no accumulation of toxic metabolites during the degradation process."( Simultaneous degradation of triazophos, methamidophos and carbofuran pesticides in wastewater using an Enterobacter bacterial bioreactor and analysis of toxicity and biosafety.
Chen, Z; Wang, G; Xu, Z; Zhang, Y, 2020
)
0.83

Pharmacokinetics

ExcerptReferenceRelevance
" Possible reasons for the different pharmacokinetic values as compared with values previously reported in healthy volunteers are discussed."( Pharmacokinetics of obidoxime in organophosphate poisoning associated with renal failure.
Bentur, Y; Nutenko, I; Raikhlin-Eisenkraft, B; Taitelman, U; Tsipiniuk, A, 1993
)
0.29
" Adjusted animal biomonitoring equivalents from chimeric mice studies were scaled to human biomonitoring equivalents using known species allometric scaling factors and in vitro metabolic clearance data with a simple physiologically based pharmacokinetic (PBPK) model."( Pharmacokinetics and effects on serum cholinesterase activities of organophosphorus pesticides acephate and chlorpyrifos in chimeric mice transplanted with human hepatocytes.
Kuronuma, M; Shimizu, M; Sota, S; Suemizu, H; Yamazaki, H, 2014
)
0.4

Dosage Studied

Rats were dosed with dimehypo or methamidophos orally. Even 1/16 LD50 dose inhibited the activity of ChE by 42%. abnormal sperm morphology on a per group basis exhibited a dose-response significantly related to increased methamidsophos exposure.

ExcerptRelevanceReference
" This activity level coincided with the AchE level observed at the onset of signs in animals dosed with OPs."( Study of delayed neurotoxicity caused by fatty acid anilides in hens.
Blasco, R; Moreno, E; Repetto, M; Sanz, P, 1990
)
0.28
" In vivo the effects of these esters on the enzymes differ in 2 respects from effects in vitro: (i) Relative sensitivity of the enzymes was different: thus greater than 50% of brain NTE remained 24 h after an oral dose of 15 mg/kg of the n-hexyl ester while only 10-30% of AChE remained although NTE was the more sensitive enzyme in vitro; (ii) In no case could the inhibited NTE or AChE in autopsy samples from birds dosed with any of the 4 esters be reactivated by treatment with potassium fluoride in vitro: the inhibited enzymes produced by incubation of tissue with the esters in vitro had been reactivatable."( Biochemical and clinical tests of the delayed neuropathic potential of some O-alkyl O-dichlorophenyl phosphoramidate analogues of methamidophos (O,S-dimethyl phosphorothioamidate).
Johnson, MK; Read, DJ; Vilanova, E, 1989
)
0.48
" The dose-response data for brain ChE inhibition followed a similar pattern of age-related differences, and similar levels of inhibition were measured at the MTD regardless of age."( Comparison of aldicarb and methamidophos neurotoxicity at different ages in the rat: behavioral and biochemical parameters.
Moser, VC, 1999
)
0.6
" Using chlorpyrifos, there is marked age-related sensitivity: direct oral dosing of the preweanling rat (postnatal day 17; PND17) with chlorpyrifos causes a toxic response (defined either behaviorally or biochemically) at a approximately 5-fold lower dosage than in adults (oral, maximum tolerated dose for the PND17 is 20 mg/kg versus 100 mg/kg for the adult)."( Comparison of the role of esterases in the differential age-related sensitivity to chlorpyrifos and methamidophos.
Buzzard, J; Moser, VC; Padilla, S,
)
0.35
"Rats were dosed with dimehypo or methamidophos orally, and were randomly divided into four subgroups according to the pesticide doses, which were 1/16, 1/8, 1/4 and 1/2 of LD50 respectively(the LD50 of dimethypo and methamidophos is 342 mg/kg and 20 mg/kg respectively)."( [The activity of blood cholinesterase in rats exposed to dimehypo].
Chen, Y; Lu, A; Shen, X; Wan, W; Xu, M; Zou, H, 2002
)
0.6
" In rats dosed with methamidophos, even 1/16 LD50 dose inhibited the activity of ChE by 42."( [The activity of blood cholinesterase in rats exposed to dimehypo].
Chen, Y; Lu, A; Shen, X; Wan, W; Xu, M; Zou, H, 2002
)
0.64
" Although no clear dose-response relationship was established between these milestones and exposure to methamidophos or chlorothalonil, incisor eruption was accelerated in many groups, and the majority of rat offspring exposed to methamidophos presented later ear unfolding and eye opening than did the control group offspring."( Effects of separate and combined exposure to the pesticides methamidophos and chlorothalonil on the development of suckling rats.
Heloísa Chiorato, S; Lúcia Scherholz de Castro, V, 2007
)
0.8
" The attack rate of males treated with the LD10 dosage of insecticide was significantly higher than the controls, which suggests that the insecticide stimulates the performance of spiders."( Effects of methamidophos on the predating behavior of Hylyphantes graminicola (Sundevall) (Araneae: Linyphiidae).
Cao, H; Dai, J; Deng, L; Xu, M, 2007
)
0.73
" In the specific case of paraoxon and methamidophos in whole blood samples, it was found that dose addition gave a reasonably accurate prediction of the combined effects, despite considerable difference in some of their rate constants, and mildly non-parallel dose-response curves."( Toxicodynamic analysis of the combined cholinesterase inhibition by paraoxon and methamidophos in human whole blood.
Bosgra, S; Langenberg, JP; Slob, W; van der Schans, MJ; van Eijkeren, JC, 2009
)
0.85
" Despite the differences in dynamics between methamidophos and methomyl, their dose-response curves were close to parallel, and dose addition gave a reasonably accurate prediction of the combined effects."( Toxicodynamic analysis of the inhibition of isolated human acetylcholinesterase by combinations of methamidophos and methomyl in vitro.
Bosgra, S; Langenberg, JP; Slob, W; van der Schans, MJ; van Eijkeren, JC, 2009
)
0.83
"Preventive treatment with insecticides at high dosing rates before planting of a new crop- soil drenching- is a common practice in some tropical intensive cropping systems, which may increase the risk of leaching, soil functioning, and pesticide uptake in the next crop."( Dissipation and leaching of acephate, chlorpyrifos, and their main metabolites in field soils of Malaysia.
Chai, LK; Hansen, HC; Hansen, S; Mohd-Tahir, N,
)
0.13
"The current Organisation for Economic Co-operation and Development (OECD) guidelines for evaluating organophosphorus-induced delayed neuropathy (OPIDN) require the observation of dosed animals over several days and the sacrifice of 48 hens."( Comparative in vitro study of the inhibition of human and hen esterases by methamidophos enantiomers.
DeOliveira, GH; Ehrich, M; Emerick, GL; Oliveira, RV, 2012
)
0.61
" Calpain activity in brain increased by 40% in TOCP hens compared to the control group when measured 24h after dosing and remained high (18% over control) 21 days after dosing."( Biochemical, histopathological and clinical evaluation of delayed effects caused by methamidophos isoforms and TOCP in hens: ameliorative effects using control of calcium homeostasis.
Deoliveira, GH; Ehrich, M; Emerick, GL; Jortner, BS; Oliveira, RV, 2012
)
0.6
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
acaricideA substance used to destroy pests of the subclass Acari (mites and ticks).
agrochemicalAn agrochemical is a substance that is used in agriculture or horticulture.
avicideA substance used to destroy bird pests (class Aves).
[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
organic thiophosphate
phosphoramideA compound in which one or more of the OH groups of phosphoric acid have been replaced with an amino or substituted amino group. The term is commonly confined to the phosphoric triamides, P(=O)(NR2)3, since replacement of one or two OH groups produces phosphoramidic acids: P(=O)(OH)(NR2)2 , P(=O)(OH)2(NR2).
organothiophosphate insecticide
[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 (10)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
acetylcholinesteraseHomo sapiens (human)Potency49.05220.002541.796015,848.9004AID1347395; AID1347397; AID1347398; AID1347399
RAR-related orphan receptor gammaMus musculus (house mouse)Potency6.81020.006038.004119,952.5996AID1159521
AR proteinHomo sapiens (human)Potency0.39810.000221.22318,912.5098AID588515
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency26.82700.003041.611522,387.1992AID1159552; AID1159553
retinoid X nuclear receptor alphaHomo sapiens (human)Potency32.51020.000817.505159.3239AID1159531
farnesoid X nuclear receptorHomo sapiens (human)Potency251.18900.375827.485161.6524AID588527
estrogen nuclear receptor alphaHomo sapiens (human)Potency21.54100.000229.305416,493.5996AID743069
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency61.23780.001024.504861.6448AID743212
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency316.22800.001019.414170.9645AID588537
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency0.10030.023723.228263.5986AID588543
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID407780Inhibition of human AChE2008Journal of medicinal chemistry, Jun-12, Volume: 51, Issue:11
Exploiting protein fluctuations at the active-site gorge of human cholinesterases: further optimization of the design strategy to develop extremely potent inhibitors.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (278)

TimeframeStudies, This Drug (%)All Drugs %
pre-199032 (11.51)18.7374
1990's40 (14.39)18.2507
2000's112 (40.29)29.6817
2010's81 (29.14)24.3611
2020's13 (4.68)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 42.86

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

MetricThis Compound (vs All)
Research Demand Index42.86 (24.57)
Research Supply Index5.68 (2.92)
Research Growth Index4.74 (4.65)
Search Engine Demand Index71.84 (26.88)
Search Engine Supply Index2.19 (0.95)

This Compound (42.86)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (0.69%)6.00%
Case Studies19 (6.53%)4.05%
Observational0 (0.00%)0.25%
Other270 (92.78%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]