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
InChI=1S/C10H15O3PS2/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3/h5-7H,1-4H3
InChIKey
PNVJTZOFSHSLTO-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
3346
ChEBI ID
CHEMBL34761
CAS Number
55-38-9
UNII
BL0L45OVKT
DrugBank ID
DB11412
INTEDE ID
DR1945
Drug Pharmacogenomic Perturbation (DPP)NEW Click to Jump to the Detailed DPP Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

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
Breast cancer type 1 susceptibility protein (BRCA1) OT5BN6VH BRCA1_HUMAN Gene/Protein Processing [2]
DNA repair protein XRCC2 OTJB2PV4 XRCC2_HUMAN Gene/Protein Processing [2]
E3 ubiquitin-protein ligase RAD18 (RAD18) OTQ9PLNT RAD18_HUMAN Gene/Protein Processing [2]
Flavin-containing monooxygenase 1 (FMO1) OTTHSQKP FMO1_HUMAN Biotransformations [3]
Growth arrest and DNA damage-inducible protein GADD45 alpha (GADD45A) OTDRV63V GA45A_HUMAN Gene/Protein Processing [4]
Histone H2AX (H2AX) OT18UX57 H2AX_HUMAN Gene/Protein Processing [2]
Myc proto-oncogene protein (MYC) OTPV5LUK MYC_HUMAN Gene/Protein Processing [4]
Nuclear receptor subfamily 4immunitygroup A member 1 (NR4A1) OTGP6GA4 NR4A1_HUMAN Gene/Protein Processing [4]
Protein c-Fos (FOS) OTJBUVWS FOS_HUMAN Gene/Protein Processing [4]
Protein phosphatase 1 regulatory subunit 15A (PPP1R15A) OTYG179K PR15A_HUMAN Gene/Protein Processing [4]
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 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.
3 Evaluation of xenobiotic N- and S-oxidation by variant flavin-containing monooxygenase 1 (FMO1) enzymes. Toxicol Sci. 2004 Apr;78(2):196-203.
4 Fenthion and terbufos induce DNA damage, the expression of tumor-related genes, and apoptosis in HEPG2 cells. Environ Mol Mutagen. 2011 Aug;52(7):529-37. doi: 10.1002/em.20652. Epub 2011 Apr 27.