malaoxon: minor descriptor (72-83); on-line & Index Medicus search MALATHION/AA (72-83) [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
malaoxon : A racemate comprising equimolar amounts of (R) and (S)-malaoxon. It is the active insecticide of the proinsecticide malathion. [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]
diethyl 2-[(dimethoxyphosphoryl)thio]succinate : A diester that is diethyl succinate in which position 2 is substituted by a (dimethoxyphosphoryl)thio 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]
| ID Source | ID |
|---|---|
| PubMed CID | 15415 |
| CHEMBL ID | 1331476 |
| CHEBI ID | 141477 |
| CHEBI ID | 6649 |
| SCHEMBL ID | 331031 |
| MeSH ID | M0262551 |
| Synonym |
|---|
| unii-2439jyf84q |
| 2439jyf84q , |
| diethyl 2-[(dimethoxyphosphoryl)thio]succinate |
| butanedioic acid, [(dimethoxyphosphinyl)thio]-, diethyl ester |
| succinic acid, mercapto-, diethyl ester, s-ester with o,o-dimethyl phosphorothioate |
| succinic acid, mercapto-, diethyl ester, dimethyl phosphate |
| NCGC00091894-01 |
| nci-c08628 |
| ai3-25634 |
| o,o-dimethyl-s-(1,2-dicarbethoxy)ethyl phosphorothioate |
| s-(1,2-diethoxycarbonyl)ethyl o,o-dimethyl phosphorothioate |
| oxycarbophos |
| phosphorothioic acid, o,o-dimethyl ester, s-ester with 1,2-bis(ethoxycarbonyl)ethanethiol |
| ccris 367 |
| butanedioic acid, ((dimethoxyphosphinyl)thio)-, diethyl ester |
| maloxon |
| hsdb 4047 |
| carbethoxy malaoxon |
| o,o-dimethyl s-1,2-bis(ethoxycarbonyl)ethyl phosphorothioate |
| malaoxone |
| succinic acid, mercapto-, diethyl ester, s-ester with o,o-dimethylphosphorothioate |
| o,o-dimethyl-s-1,2-bis(ethoxycarbonyl)ethyl phosphorothioate |
| o,o-dimethyl s-(1,2-dicarbethoxy)ethyl phosphorothioate |
| liromat |
| diethyl mercaptosuccinate s-ester with o,o-dimethyl phosphorothioate |
| malaoxon |
| C07498 |
| 1634-78-2 |
| NCGC00091894-02 |
| diethyl 2-dimethoxyphosphorylsulfanylbutanedioate |
| CHEBI:141477 |
| NCGC00091894-03 |
| NCGC00091894-04 |
| dtxsid9020790 , |
| cas-1634-78-2 |
| NCGC00255003-01 |
| dtxcid50790 |
| tox21_301103 |
| NCGC00259566-01 |
| tox21_202017 |
| FT-0670905 |
| malathion impurity b [ep impurity] |
| dl-malaoxon |
| diethyl ((dimethoxyphosphino)thio)butanedioate |
| butanedioic acid, 2-((dimethoxyphosphinyl)thio)-, 1,4-diethyl ester |
| phosphorothioic acid, o,o-dimethyl ester, s-ester with diethyl mercaptosuccinate |
| malathion oxon |
| malaoxan |
| SCHEMBL331031 |
| chebi:6649 |
| CHEMBL1331476 |
| WSORODGWGUUOBO-UHFFFAOYSA-N |
| butanedioic acid, 2-[(dimethoxyphosphinyl)thio]-, 1,4-diethyl ester |
| diethyl 2-[(dimethoxyphosphoryl)sulfanyl]succinate # |
| malaoxon, pestanal(r), analytical standard |
| AKOS030254496 |
| malathion impurity b, european pharmacopoeia (ep) reference standard |
| J-010047 |
| Q3270235 |
| diethyl 2-((dimethoxyphosphoryl)thio)succinate |
| A936766 |
| ncic08628 |
| nci c08628 |
| oxycarbophos, liromat |
| Excerpt | Reference | Relevance |
|---|---|---|
| " The enhanced inhibition of AChE observed with the TLS bioassay during the initial 30 min of photodegradation in case of all four OPs, confirmed the formation of toxic intermediates." | ( Photodegradation of organophosphorus insecticides - investigations of products and their toxicity using gas chromatography-mass spectrometry and AChE-thermal lens spectrometric bioassay. Bavcon Kralj, M; Franko, M; Trebse, P, 2007) | 0.34 |
| "Commercial malathion is a racemic mixture that contains two enantiomers, and malathion has adverse effects on mammals." | ( Different Toxic Effects of Racemate, Enantiomers, and Metabolite of Malathion on HepG2 Cells Using High-Performance Liquid Chromatography-Quadrupole-Time-of-Flight-Based Metabolomics. Tang, S; Teng, M; Wang, D; Xiang, B; Yan, J; Yan, S; Zhou, Z; Zhu, W, 2019) | 0.51 |
| Excerpt | Relevance | Reference |
|---|---|---|
| " From these results, we predicted that young animals would be more sensitive to diazinon, which, in fact, was the case: When postnatal day (PND) 17 or adult rats were given a dosage of 75 mg/kg diazinon, adult brain cholinesterase (ChE) was only inhibited 38%, while the brain ChE in the PND 17 animals showed much more inhibition (75%)." | ( Further assessment of an in vitro screen that may help identify organophosphorus pesticides that are more acutely toxic to the young. Moser, VC; Padilla, S; Sung, HJ, 2004) | 0.32 |
| " Preincubation with unlabelled pesticide in vitro or dosing of F344 rats with pesticide in vivo resulted in a reduction in subsequent albumin radiolabelling with (3)H-DFP, the decrease in which was used to quantify pesticide binding." | ( Albumin binding as a potential biomarker of exposure to moderately low levels of organophosphorus pesticides. Carter, WG; Lister, T; Ray, DE; Tarhoni, MH, 2008) | 0.35 |
| " Field investigation of the dissipation rate kinetics for triadimefon and malathion during storage indicated that their half-life was twice as high when 5 times the recommended dosage was used." | ( Behavior of field-applied triadimefon, malathion, dichlorvos, and their main metabolites during barley storage and beer processing. Bao, Y; Chen, J; Dai, X; Fan, B; Francis, F; Gui, Y; Jian, Q; Kong, Z; Li, M, 2016) | 0.43 |
| Class | Description |
|---|---|
| diester | A diester is a compound containing two ester groups. |
| ethyl ester | Any carboxylic ester resulting from the formal condensation of the carboxy group of a carboxylic acid with ethanol. |
| organic thiophosphate | |
| [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 | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Chain A, TYROSYL-DNA PHOSPHODIESTERASE | Homo sapiens (human) | Potency | 25.1189 | 0.0040 | 23.8416 | 100.0000 | AID485290 |
| acetylcholinesterase | Homo sapiens (human) | Potency | 16.8155 | 0.0025 | 41.7960 | 15,848.9004 | AID1347395; AID1347397; AID1347398; AID1347399 |
| 15-lipoxygenase, partial | Homo sapiens (human) | Potency | 7.9433 | 0.0126 | 10.6917 | 88.5700 | AID887 |
| aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 11.2202 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
| thyroid stimulating hormone receptor | Homo sapiens (human) | Potency | 0.0794 | 0.0013 | 18.0743 | 39.8107 | AID926; AID938 |
| nuclear receptor subfamily 1, group I, member 3 | Homo sapiens (human) | Potency | 50.5577 | 0.0010 | 22.6508 | 76.6163 | AID1224838; AID1224839; AID1224893 |
| estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 25.6888 | 0.0002 | 29.3054 | 16,493.5996 | AID588513; AID588514 |
| peroxisome proliferator activated receptor gamma | Homo sapiens (human) | Potency | 50.1187 | 0.0010 | 19.4141 | 70.9645 | AID588537 |
| Histone H2A.x | Cricetulus griseus (Chinese hamster) | Potency | 38.1243 | 0.0391 | 47.5451 | 146.8240 | AID1224845 |
| nuclear factor erythroid 2-related factor 2 isoform 1 | Homo sapiens (human) | Potency | 33.7242 | 0.0006 | 27.2152 | 1,122.0200 | AID651741; AID743202; AID743219 |
| cytochrome P450 3A4 isoform 1 | Homo sapiens (human) | Potency | 25.1189 | 0.0316 | 10.2792 | 39.8107 | AID884; AID885 |
| Gamma-aminobutyric acid receptor subunit pi | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-1 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit delta | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-2 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-5 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-3 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-1 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-2 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-4 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-3 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-6 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Nuclear receptor ROR-gamma | Homo sapiens (human) | Potency | 0.9439 | 0.0266 | 22.4482 | 66.8242 | AID651802 |
| Gamma-aminobutyric acid receptor subunit alpha-1 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-3 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-2 | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| GABA theta subunit | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit epsilon | Rattus norvegicus (Norway rat) | Potency | 25.1189 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| plasma membrane | Gamma-aminobutyric acid receptor subunit gamma-2 | Rattus norvegicus (Norway rat) |
| nucleus | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| nucleoplasm | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| nuclear body | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| chromatin | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| nucleus | Nuclear receptor ROR-gamma | Homo sapiens (human) |
| plasma membrane | Gamma-aminobutyric acid receptor subunit alpha-1 | Rattus norvegicus (Norway rat) |
| plasma membrane | Gamma-aminobutyric acid receptor subunit beta-2 | Rattus norvegicus (Norway rat) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 11 (15.94) | 18.7374 |
| 1990's | 14 (20.29) | 18.2507 |
| 2000's | 11 (15.94) | 29.6817 |
| 2010's | 25 (36.23) | 24.3611 |
| 2020's | 8 (11.59) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
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.
| This Compound (35.04) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (1.33%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 74 (98.67%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||