Details of the Drug

General Information of Drug (ID: DM1794O)

Drug Name

Pyrethroids

Synonyms

resmethrin; 10453-86-8; Benzofuroline; For-syn; Penncapthrin; Resmethrine; Benzyfuroline; Isathrine; Enforcer; Chryson; Synthrin; Pyresthrin; Premgard; Crossfire; Chrysron; Resmethrin [ANSI]; Resbuthrin; Caswell No. 083E; Bioresmethrine; SB Pennick 1382; Penick 1382; Resmetrina [Portuguese]; ARI-B; Resmethrine [ISO-French]; S.B. Penick 1382; d-trans-Resmethrin; 5-Benzylfurfuryl chrysanthemate; NRDC 104; Bioresmethrin (d trans isomer); CCRIS 2501; HSDB 1516; SBP-1382; OMS-1206; EINECS 233-940-7; FMC 17370; ENT 27474; NIA 17370

Indication

Disease Entry	ICD 11	Status	REF
Pest attack	N.A.	Phase 2	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

338.4

Logarithm of the Partition Coefficient (xlogp)

6.1

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C22H26O3
IUPAC Name: (5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
Canonical SMILES: CC(=CC1C(C1(C)C)C(=O)OCC2=COC(=C2)CC3=CC=CC=C3)C
InChI: InChI=1S/C22H26O3/c1-15(2)10-19-20(22(19,3)4)21(23)25-14-17-12-18(24-13-17)11-16-8-6-5-7-9-16/h5-10,12-13,19-20H,11,14H2,1-4H3
InChIKey: VEMKTZHHVJILDY-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 5053
ChEBI ID: CHEBI:8811
CAS Number: 10453-86-8
TTD ID: D09LEP
INTEDE ID: DR1868

Molecular Interaction Atlas of This Drug

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Cytochrome P450 2E1 (CYP2E1)	DEVDYN7	CP2E1_HUMAN	Substrate	[2]
Carboxylesterase 3 (CES3)	DEMI4VE	EST3_HUMAN	Substrate	[2]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Broad substrate specificity ATP-binding cassette transporter ABCG2 (ABCG2)	OTW8V2V1	ABCG2_HUMAN	Gene/Protein Processing	[3]
Estrogen receptor (ESR1)	OTKLU61J	ESR1_HUMAN	Protein Interaction/Cellular Processes	[4]
Nuclear receptor subfamily 1 group I member 3 (NR1I3)	OTS3SGH7	NR1I3_HUMAN	Gene/Protein Processing	[5]
Parkinson disease protein 7 (PARK7)	OT0SKNTG	PARK7_HUMAN	Gene/Protein Processing	[6]
Peroxisome proliferator-activated receptor gamma (PPARG)	OTHMARHO	PPARG_HUMAN	Gene/Protein Processing	[7]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	Insecticide resistance profile of Anopheles gambiae from a phase II field station in Cov southern Benin: implications for the evaluation of novel... Malar J. 2015 Nov 18;14:464.
2	Pyrethroids: mammalian metabolism and toxicity. J Agric Food Chem. 2011 Apr 13;59(7):2786-91.
3	Inhibition of human MDR1 and BCRP transporter ATPase activity by organochlorine and pyrethroid insecticides. J Biochem Mol Toxicol. 2013 Feb;27(2):157-64.
4	Structure-based Identification of Endocrine Disrupting Pesticides Targeting Breast Cancer Proteins. Toxicology. 2020 Jun;439:152459. doi: 10.1016/j.tox.2020.152459. Epub 2020 Apr 9.
5	Agonistic effects of diverse xenobiotics on the constitutive androstane receptor as detected in a recombinant yeast-cell assay. Toxicol In Vitro. 2018 Feb;46:335-349. doi: 10.1016/j.tiv.2017.09.014. Epub 2017 Sep 18.
6	Inhibition by pesticides of the DJ-1/Park7 protein related to Parkinson disease. Toxicology. 2023 Mar 15;487:153467. doi: 10.1016/j.tox.2023.153467. Epub 2023 Feb 24.
7	Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program. Chem Res Toxicol. 2010 Mar 15;23(3):578-90. doi: 10.1021/tx900325g.