Compounds > g 27550
Page last updated: 2024-10-15

g 27550

Description

G 27550: diazinon metabolite [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

2-isopropyl-6-methylpyrimidin-4-ol : A hydroxypyrimidine that is pyrimidine substituted by an isopropyl group at position 2, a methyl group at position 6 and a hydroxy group at position 4. [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-isopropyl-6-methyl-4-pyrimidinone : A pyrimidone that is pyrimidin-4(1H)-one substituted by a methyl group at position 6 and an isopropyl group at position 2. It is a metabolite of diazinon. [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 CID135444498
CHEMBL ID3183282
CHEBI ID38629
CHEBI ID83445
SCHEMBL ID11548127
SCHEMBL ID190354
MeSH IDM0055183

Synonyms (70)

Synonym
4(3h)-pyrimidinone, 2-isopropyl-6-methyl-
6-pyrimidinol, 2-isopropyl-4-methyl
einecs 220-561-7
2-isopropyl-6-methyl-1h-pyrimidin-4-one
g 27550
hsdb 5899
2-isopropyl-6-methyl-4-pyrimidone
2-isopropyl-4-methyl-6-hydroxypyrimidine
imhp
ENAMINE_000328
6-methyl-2-(1-methylethyl)pyrimidin-4-ol
CHEBI:38629 ,
6-methyl-2-(propan-2-yl)pyrimidin-4-ol
2-isopropyl-6-methylpyrimidin-4-ol
SR-01000642710-1
2-isopropyl-6-methyl-4-pyrimidinol, analytical standard
2-isopropyl-6-methyl-4-pyrimidinol, 99%
2814-20-2
2-isopropyl-6-methylpyrimidin-4(1h)-one
4(1h)-pyrimidinone, 6-methyl-2-(1-methylethyl)-
2-isopropyl-4-hydroxy-6-methyl pyrimidine
HMS1394O20
6-methyl-2-propan-2-yl-1h-pyrimidin-4-one
AKOS000119783
NCGC00249146-01
6-methyl-2-(methylethyl)pyrimidin-4-ol
6-methyl-2-(1-methylethyl)-4(1h)-pyrimidinone
g-27550
unii-0jet159mzq
0jet159mzq ,
4(3h)-pyrimidinone, 6-methyl-2-(1-methylethyl)-
cas-2814-20-2
tox21_303297
dtxsid1027502 ,
dtxcid507502
NCGC00256964-01
tox21_201995
NCGC00259544-01
SCHEMBL11548127
A819345
2-isopropyl-4-hydroxy-6-methylpyrimidine
CCG-53550
AKOS005177476
FT-0634501
AKOS015892519
isopropyl-4-methyl-6-hydroxypyrimidine, 2-
2-isopropyl-6-methyl-4-pyrimidone [hsdb]
2-isopropyl-6-methyl-4-hydroxypyrimidine
2-isopropyl-6-methyl-4-pyrimidinol
AM81328
SCHEMBL190354
CHEBI:83445
6-methyl-2-(propan-2-yl)pyrimidin-4(1h)-one
2-isopropyl-6-methyl-4-pyrimidinone
4-hydroxy-2-isopropyl-6-methyl-pyrimidine
4(1h)-pyrimidinone, 2-isopropyl-6-methyl-
W-107072
CHEMBL3183282
mfcd00044811
2-isopropyl-6-methyl-4pyrimidinol
F0001-0892
2-isopropyl-6-methylpyrimidin-4(3h)-one
g 27550 (2-isopropyl-4-methyl-6-hydroxypyrimidine)
Q27889436
4-hydroxy-2-isopropyl-6-methyl pyrimidine
EN300-16745
4-methyl-2-propan-2-yl-1h-pyrimidin-6-one
CS-0072961
SY064456
Z203045130

Toxicity

ExcerptReference
"A mechanistic toxicokinetic and toxicodynamic model for acute toxic effects (immobilization, mortality) of the organothiophosphate insecticide diazinon in Daphnia magna is presented."( Toxicokinetic and toxicodynamic model for diazinon toxicity--mechanistic explanation of differences in the sensitivity of Daphnia magna and Gammarus pulex.
Ashauer, R; Escher, BI; Hollender, J; Kretschmann, A, 2012)
"Although primary toxic action of organophosphorous insecticides is associated with acetylcholinesterase inhibition, later studies suggest that oxidative stress may be responsible for induced organophosphates toxicity."( In vitro evaluation of neurotoxicity potential and oxidative stress responses of diazinon and its degradation products in rat brain synaptosomes.
Avramović, NS; Čolović, MB; Djurić, DM; Gajić, MM; Krstić, DZ; Vasić, VM, 2015)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
marine xenobiotic metaboliteAny metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms.
[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 (2)

ClassDescription
pyrimidoneA pyrimidine carrying one or more oxo substituents.
hydroxypyrimidine
[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 (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GLI family zinc finger 3Homo sapiens (human)Potency2.45590.000714.592883.7951AID1259369
estrogen nuclear receptor alphaHomo sapiens (human)Potency34.37620.000229.305416,493.5996AID743079
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency13.68540.000323.4451159.6830AID743065
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's6 (100.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (16.67%)4.05%
Observational0 (0.00%)0.25%
Other5 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
diazinon
Diazinon: A cholinesterase inhibitor that is used as an organothiophosphorus insecticide.. diazinon : A member of the class of pyrimidines that is pyrimidine carrying an isopropyl group at position 2, a methyl group at position 6 and a (diethoxyphosphorothioyl)oxy group at position 4.		3.1950organic thiophosphate;
pyrimidines		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
environmental contaminant;
nematicide;
xenobiotic
malondialdehyde
Malondialdehyde: The dialdehyde of malonic acid.. malonaldehyde : A dialdehyde that is propane substituted by two oxo groups at the terminal carbon atoms respectively. A biomarker of oxidative damage to lipids caused by smoking, it exists in vivo mainly in the enol form.		2.1110dialdehydebiomarker
diazoxon
diazoxon: a pesticide; structure. diazoxon : An organic phosphate that is diethyl hydrogen phosphate in which the hydrogen of the hydroxy group has been replaced by a 6-methyl-2-(propan-2-yl)pyrimidin-4-yl group. It is a metabolite of the pesticide diazinon.		2.7730organic phosphate;
pyrimidines		marine xenobiotic metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Encephalitis, Polio
[description not available]		02.0610
Poliomyelitis
An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)		02.0610
Encephalopathy, Toxic
[description not available]		02.1110