Page last updated: 2024-12-10
tetrachlorvinphos
Description
Research Excerpts
Clinical Trials
Roles
Classes
Pathways
Study Profile
Bioassays
Related Drugs
Related Conditions
Protein Interactions
Research Growth
Market Indicators
Description
Tetrachlorvinphos: An organophosphate cholinesterase inhibitor that is used as an insecticide. It has low mammalian toxicity. (From Merck Index, 11th ed) [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
ID Source | ID |
---|---|
PubMed CID | 5284462 |
CHEMBL ID | 1452359 |
CHEBI ID | 35005 |
SCHEMBL ID | 27470 |
MeSH ID | M0021213 |
Synonyms (82)
Synonym |
---|
BIDD:ER0420 |
stirifos |
phosphoric acid, 2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl ester, (z)- |
cvmp |
cis-gardona |
stirofos [usan] |
o-(2-chlor-1-(2,4,5-trichlorophenyl)vinyl)-o',o''-dimethylphosphate |
hsdb 4066 |
tetrachlorvinphos [bsi:iso] |
ent 25,841 |
nci-c00168 |
rabon |
oms-595 |
debantic |
dimethyl 2,4,5-trichloro-alpha-(chloromethylene)benzyl phosphate |
dust m |
phosphoric acid, 2-chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl ester, (z)- |
shell sd 8447 |
vinfos |
rabond |
sd 8447 |
(z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl phosphate |
tetrachlorvinfos |
2,4,5-trichloro-alpha-(chloromethylene)benzyl alcohol, dimethyl phosphate |
appex |
dimethyl-1-(2,4,5-trichlorophenyl)-2-chlorovinyl phosphate |
gardcide |
dietreen |
einecs 244-865-4 |
brn 2223784 |
stitifos |
22248-79-9 |
D05929 |
stirofos (usan) |
tetrachlorvinphos |
961-11-5 |
NCGC00090844-01 |
2-chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl phosphate |
ROL , |
(1z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl phosphate |
CHEBI:35005 , |
stirofos |
stirophos |
gardona |
(z)-2-chloro-1-(2,4,5-trichlorophenyl)vinyl dimethyl phosphate |
tetrachlorovinphos |
tetrachlorvinphos (gardona) |
z-tetrachlorvinphos |
NCGC00090844-03 |
NCGC00090844-02 |
[(z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenyl] dimethyl phosphate |
dtxcid3028132 |
tox21_301751 |
dtxsid1032648 , |
cas-22248-79-9 |
NCGC00255177-01 |
(z)-tetrachlorvinphos |
ccris 8082 |
(z)-tetrachlorovinphos |
unii-dm33mw89qu |
dm33mw89qu , |
phosphoric acid, (1z)-2-chloro-1-(2,4,5-trichlorophenyl)ethenyl dimethyl ester |
tetrachlorvinphos [hsdb] |
((z)-2-chloro-1-(2,4,5-trichlorophenyl)vinyl), dimethoxy phosphate |
tetrachlorvinphos [iso] |
tetrachlorvinphos [mi] |
tetrachlorvinphos [iarc] |
CHEMBL1452359 |
gardona (cis-isomer) |
tetrachlorvinphos, z-isomer |
SCHEMBL27470 |
gordona |
tetrachlorvinphos, (z) |
cis-tetrachlorvinphos |
tetrachlorvinphos, pestanal(r), analytical standard |
tetrachlorvinphos 10 microg/ml in isooctane |
Q27887626 |
E78756 |
tetrachlorvinphos 1000 microg/ml in acetone |
XAA24879 |
(z)-tetrachlorvinphos-d6 |
AKOS040744626 |
Research Excerpts
Overview
Tetrachlorvinphos is an organophosphate. It is classified as a carcinogen in humans by several authorities.
Excerpt | Reference | Relevance |
---|---|---|
"Tetrachlorvinphos is an organophosphate that is classified as a carcinogen in humans by several authorities. " | ( Assessment of the genotoxic potential of tetrachlorvinphos insecticide by cytokinesis-block micronucleus and sister chromatid exchange assays. Cayir, A; Cobanoglu, H, 2021) | 2.33 |
Actions
Excerpt | Reference | Relevance |
---|---|---|
"Tetrachlorvinphos did not increase the mitotic gene conversion frequency in stationary phase cultures of the yeast, Saccharomyces cerevisiae D4." | ( Microbial mutation studies with tetrachlorvinphos (Gardona)). Brooks, TM; Dean, BJ; Hutson, DH; Potter, D, 1982) | 1.27 |
Toxicity
Excerpt | Reference | Relevance |
---|---|---|
" It is believed that the phosphonate ester configuration of EPN and Leptophos has a specific mode of toxic action which is mainly located at the central nervous system." | ( Neurotoxicity of organophosphorus insecticides Leptophos and EPN. Ahmed, NS; El-Sebae, AH; Elamayem, MA; Soliman, SA, 1977) | 0.26 |
" The appearance of typical changes due to stress, after even the lowest dose of tetrachlorwinfos, and low LD50 values indicate that this pesticide is highly toxic for frogs." | ( Toxicity of tetrachlorvinphos to Rana temporaria L. Gromysz-Kałkowska, K; Szubartowska, E, 1993) | 0.66 |
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Roles (4)
Role | Description |
---|---|
EC 3.1.1.7 (acetylcholinesterase) inhibitor | An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. |
agrochemical | An agrochemical is a substance that is used in agriculture or horticulture. |
EC 3.1.1.8 (cholinesterase) inhibitor | An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8). |
acaricide | A substance used to destroy pests of the subclass Acari (mites and ticks). |
[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 (5)
Class | Description |
---|---|
alkenyl phosphate | |
dialkyl phosphate | |
organophosphate insecticide | |
organochlorine insecticide | Any organochlorine pesticide that has been used as an insecticide. |
trichlorobenzene | Any member of the class of chlorobenzenes carrying three chloro substituents at unspecified positions. |
[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 (49)
Potency Measurements
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
acetylcholinesterase | Homo sapiens (human) | Potency | 51.8934 | 0.0025 | 41.7960 | 15,848.9004 | AID1347395; AID1347397; AID1347398 |
hypoxia-inducible factor 1 alpha subunit | Homo sapiens (human) | Potency | 39.7411 | 3.1890 | 29.8841 | 59.4836 | AID1224846; AID1224894 |
RAR-related orphan receptor gamma | Mus musculus (house mouse) | Potency | 38.5708 | 0.0060 | 38.0041 | 19,952.5996 | AID1159521; AID1159523 |
GLI family zinc finger 3 | Homo sapiens (human) | Potency | 68.5896 | 0.0007 | 14.5928 | 83.7951 | AID1259392 |
AR protein | Homo sapiens (human) | Potency | 46.2046 | 0.0002 | 21.2231 | 8,912.5098 | AID1259243; AID1259247; AID588516; AID743035; AID743042; AID743054; AID743063 |
aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 39.8107 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
hypoxia-inducible factor 1, alpha subunit (basic helix-loop-helix transcription factor) | Homo sapiens (human) | Potency | 50.1187 | 0.0013 | 7.7625 | 44.6684 | AID2120 |
thyroid stimulating hormone receptor | Homo sapiens (human) | Potency | 39.8107 | 0.0013 | 18.0743 | 39.8107 | AID926; AID938 |
estrogen receptor 2 (ER beta) | Homo sapiens (human) | Potency | 8.6349 | 0.0006 | 57.9133 | 22,387.1992 | AID1259378 |
nuclear receptor subfamily 1, group I, member 3 | Homo sapiens (human) | Potency | 50.2118 | 0.0010 | 22.6508 | 76.6163 | AID1224838; AID1224839; AID1224893 |
progesterone receptor | Homo sapiens (human) | Potency | 6.8590 | 0.0004 | 17.9460 | 75.1148 | AID1346795 |
glucocorticoid receptor [Homo sapiens] | Homo sapiens (human) | Potency | 30.5484 | 0.0002 | 14.3764 | 60.0339 | AID588532; AID588533; AID720692 |
retinoic acid nuclear receptor alpha variant 1 | Homo sapiens (human) | Potency | 45.1028 | 0.0030 | 41.6115 | 22,387.1992 | AID1159552; AID1159555 |
retinoid X nuclear receptor alpha | Homo sapiens (human) | Potency | 16.3571 | 0.0008 | 17.5051 | 59.3239 | AID1159527; AID1159531; AID588544 |
estrogen-related nuclear receptor alpha | Homo sapiens (human) | Potency | 14.3402 | 0.0015 | 30.6073 | 15,848.9004 | AID1224841; AID1224842; AID1224848; AID1224849; AID1259401; AID1259403 |
farnesoid X nuclear receptor | Homo sapiens (human) | Potency | 44.6684 | 0.3758 | 27.4851 | 61.6524 | AID588526 |
pregnane X nuclear receptor | Homo sapiens (human) | Potency | 39.8008 | 0.0054 | 28.0263 | 1,258.9301 | AID1346982; AID720659 |
estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 55.4089 | 0.0002 | 29.3054 | 16,493.5996 | AID1259244; AID1259248; AID743069; AID743075; AID743078; AID743079; AID743080; AID743091 |
peroxisome proliferator activated receptor gamma | Homo sapiens (human) | Potency | 12.7805 | 0.0010 | 19.4141 | 70.9645 | AID588536; AID588537; AID743094; AID743191 |
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_a | Homo sapiens (human) | Potency | 30.6379 | 0.0017 | 23.8393 | 78.1014 | AID743083 |
thyroid stimulating hormone receptor | Homo sapiens (human) | Potency | 45.0585 | 0.0016 | 28.0151 | 77.1139 | AID1224843; AID1259385; AID1259395 |
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_a | Homo sapiens (human) | Potency | 61.6448 | 19.7391 | 45.9784 | 64.9432 | AID1159509 |
v-jun sarcoma virus 17 oncogene homolog (avian) | Homo sapiens (human) | Potency | 48.9662 | 0.0578 | 21.1097 | 61.2679 | AID1159526 |
thyroid hormone receptor beta isoform 2 | Rattus norvegicus (Norway rat) | Potency | 28.9719 | 0.0003 | 23.4451 | 159.6830 | AID743065; AID743067 |
nuclear factor erythroid 2-related factor 2 isoform 1 | Homo sapiens (human) | Potency | 38.4243 | 0.0006 | 27.2152 | 1,122.0200 | AID651741; AID720636; AID743219 |
nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 17.7828 | 0.0079 | 8.2332 | 1,122.0200 | AID2546 |
cytochrome P450 3A4 isoform 1 | Homo sapiens (human) | Potency | 7.9433 | 0.0316 | 10.2792 | 39.8107 | AID884; AID885 |
Gamma-aminobutyric acid receptor subunit pi | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Voltage-dependent calcium channel gamma-2 subunit | Mus musculus (house mouse) | Potency | 68.5896 | 0.0015 | 57.7890 | 15,848.9004 | AID1259244 |
Cellular tumor antigen p53 | Homo sapiens (human) | Potency | 68.5896 | 0.0023 | 19.5956 | 74.0614 | AID651631 |
Gamma-aminobutyric acid receptor subunit beta-1 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit delta | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit gamma-2 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Glutamate receptor 2 | Rattus norvegicus (Norway rat) | Potency | 68.5896 | 0.0015 | 51.7393 | 15,848.9004 | AID1259244 |
Gamma-aminobutyric acid receptor subunit alpha-5 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-3 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit gamma-1 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-2 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-4 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit gamma-3 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit alpha-6 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Nuclear receptor ROR-gamma | Homo sapiens (human) | Potency | 59.5572 | 0.0266 | 22.4482 | 66.8242 | AID651802 |
Gamma-aminobutyric acid receptor subunit alpha-1 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit beta-3 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
Gamma-aminobutyric acid receptor subunit beta-2 | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
GABA theta subunit | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
ATPase family AAA domain-containing protein 5 | Homo sapiens (human) | Potency | 10.8707 | 0.0119 | 17.9420 | 71.5630 | AID651632 |
Ataxin-2 | Homo sapiens (human) | Potency | 10.8707 | 0.0119 | 12.2221 | 68.7989 | AID651632 |
Gamma-aminobutyric acid receptor subunit epsilon | Rattus norvegicus (Norway rat) | Potency | 7.9433 | 1.0000 | 12.2248 | 31.6228 | AID885 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Biological Processes (151)
Molecular Functions (44)
Ceullar Components (27)
Research
Studies (97)
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 73 (75.26) | 18.7374 |
1990's | 8 (8.25) | 18.2507 |
2000's | 9 (9.28) | 29.6817 |
2010's | 4 (4.12) | 24.3611 |
2020's | 3 (3.09) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 40.15
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 (40.15) All Compounds (24.57) |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 2 (1.79%) | 5.53% |
Reviews | 1 (0.89%) | 6.00% |
Case Studies | 2 (1.79%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 107 (95.54%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |