Details of the Drug

General Information of Drug (ID: DMKEG49)

Drug Name
Fenthion
Synonyms
Baytex; ENT 25,540; Fenthion 4E; Fenthion [BAN]; Fenthion [BSI:ISO]; Fenthion-methyl; Fenthione; Figuron; Lebaycid; Lebayeid; MPP (pesticide); Mercaptophos; Mosquitocide 700; Phenthion; Pro-Spot; Queletox; S 1752; Spotton; Sulfidophos; Talodex; Tiguvon; fenthion; 4-Methylmercapto-3-methylphenyl dimethyl thiophosphate; 55-38-9; B 29493; BAY 29493; Bay-Bassa; Baycid; Bayer 29493; Bayer 9007; Bayer S-1752; BL0L45OVKT; C10H15O3PS2; CCRIS 310; Caswell No. 456F; EINECS 200-231-9; Entex; HSDB 1403; NCI-C08651; OMS 2; UNII-BL0L45OVKT
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 278.3
Logarithm of the Partition Coefficient (xlogp) 4.1
Rotatable Bond Count (rotbonds) 5
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 5
Chemical Identifiers
Formula
C10H15O3PS2
IUPAC Name
dimethoxy-(3-methyl-4-methylsulfanylphenoxy)-sulfanylidene-lambda5-phosphane
Canonical SMILES
CC1=C(C=CC(=C1)OP(=S)(OC)OC)SC
InChI
PNVJTZOFSHSLTO-UHFFFAOYSA-N
InChIKey
1S/C10H15O3PS2/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3/h5-7H,1-4H3
Cross-matching ID
PubChem CID
3346
ChEBI ID
CHEBI:34761
CAS Number
55-38-9
DrugBank ID
DB11412
INTEDE ID
DR1945

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 2A6 (CYP2A6)
Main DME 		DEJVYAZ CP2A6_HUMAN Substrate [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Acetylcholinesterase (ACHE) OT2H8HG6 ACES_HUMAN Gene/Protein Processing [2]
Breast cancer type 1 susceptibility protein (BRCA1) OT5BN6VH BRCA1_HUMAN Gene/Protein Processing [3]
Cellular tumor antigen p53 (TP53) OTIE1VH3 P53_HUMAN Gene/Protein Processing [4]
Cholinesterase (BCHE) OTOH3WQ9 CHLE_HUMAN Gene/Protein Processing [5]
Cytochrome P450 3A4 (CYP3A4) OTQGYY83 CP3A4_HUMAN Regulation of Drug Effects [6]
Cytochrome P450 3A5 (CYP3A5) OTSXFBXB CP3A5_HUMAN Regulation of Drug Effects [6]
Cytochrome P450 3A7 (CYP3A7) OTTCDHHM CP3A7_HUMAN Regulation of Drug Effects [6]
DNA repair protein RAD51 homolog 1 (RAD51) OTNVWGC1 RAD51_HUMAN Gene/Protein Processing [3]
DNA repair protein XRCC2 OTJB2PV4 XRCC2_HUMAN Gene/Protein Processing [3]
E3 ubiquitin-protein ligase RAD18 (RAD18) OTQ9PLNT RAD18_HUMAN Gene/Protein Processing [3]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 The participation of human hepatic P450 isoforms, flavin-containing monooxygenases and aldehyde oxidase in the biotransformation of the insecticide fenthion. Toxicol Appl Pharmacol. 2008 Dec 1;233(2):343-52.
2 Evaluation of xenobiotic N- and S-oxidation by variant flavin-containing monooxygenase 1 (FMO1) enzymes. Toxicol Sci. 2004 Apr;78(2):196-203.
3 The cytotoxicity and genotoxicity of single and combined fenthion and terbufos treatments in human liver cells and zebrafish embryos. Sci Total Environ. 2021 Mar 1;758:143597. doi: 10.1016/j.scitotenv.2020.143597. Epub 2020 Nov 10.
4 Identification of environmental chemicals that activate p53 signaling after in vitro metabolic activation. Arch Toxicol. 2022 Jul;96(7):1975-1987. doi: 10.1007/s00204-022-03291-5. Epub 2022 Apr 18.
5 Reactivation of plasma butyrylcholinesterase by pralidoxime chloride in patients poisoned by WHO class II toxicity organophosphorus insecticides. Toxicol Sci. 2013 Dec;136(2):274-83.
6 Foetal and adult human CYP3A isoforms in the bioactivation of organophosphorothionate insecticides. Toxicol Lett. 2006 Dec 15;167(3):245-55. doi: 10.1016/j.toxlet.2006.10.006. Epub 2006 Oct 24.