ALLETHRIN

Details

Stereochemistry	MIXED
Molecular Formula	C19H26O3
Molecular Weight	302.4079
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)=CC1C(C(=O)OC2CC(=O)C(CC=C)=C2C)C1(C)C

InChI

InChIKey=ZCVAOQKBXKSDMS-UHFFFAOYSA-N

InChI=1S/C19H26O3/c1-7-8-13-12(4)16(10-15(13)20)22-18(21)17-14(9-11(2)3)19(17,5)6/h7,9,14,16-17H,1,8,10H2,2-6H3

HIDE SMILES / InChI

Molecular Formula	C19H26O3
Molecular Weight	302.4079
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Potency
ATP-binding cassette sub-family G member 2 16 Target ID: CHEMBL5393 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28099443	Inhibitor 8297	42.5 µM [IC50]
Canalicular multispecific organic anion transporter 1 21 Target ID: CHEMBL5748 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28099443	Inhibitor 8297	48.2 µM [IC50]
Solute carrier organic anion transporter family member 1B1 32 Target ID: CHEMBL1697668 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28099443	Inhibitor 8297	16.5 µM [IC50]
Solute carrier organic anion transporter family member 2B1 2 Target ID: CHEMBL1743124 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28099443	Activator 1430	37.8 µM [EC50]
Multidrug and toxin extrusion protein 1 3 Target ID: CHEMBL1743126 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28099443	Inhibitor 8297	50.2 µM [IC50]
Solute carrier family 22 member 1 18 Target ID: CHEMBL5685 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28099443	Inhibitor 8297	2.6 µM [IC50]

PubMed

Title	Date	PubMed
DDT myoclonus: sites and mechanism of action.	1984 Aug	6378651
Bioallethrin causes permanent changes in behavioural and muscarinic acetylcholine receptor variables in adult mice exposed neonatally to DDT.	1995 Jul 1	7589230
In vitro effects of the pyrethroid S-bioallethrin on lymphocytes and basophils from atopic and nonatopic subjects.	1998 Nov	9860237
QSAR studies of the pyrethroid insecticides. Part 3. A putative pharmacophore derived using methodology based on molecular dynamics and hierarchical cluster analysis.	2002 Aug	12413028
Critical analysis of potential body temperature confounders on neurochemical endpoints caused by direct dosing and maternal separation in neonatal mice: a study of bioallethrin and deltamethrin interactions with temperature on brain muscarinic receptors.	2003 Jan-Feb	12518331
Pyrethroid stimulation of ion transport across frog skin.	2003 Jun	12785591
Efficacy of thermal fog application of deltacide, a synergized mixture of pyrethroids, against Aedes aegypti, the vector of dengue.	2005 Dec	16359411
Developmental neurotoxicity of pyrethroid insecticides: critical review and future research needs.	2005 Feb	15687048
Influence of pyrethroids and piperonyl butoxide on the Ca(2+)-ATPase activity of rat brain synaptosomes and leukocyte membranes.	2005 Feb	15652757
The effects of combined exposure to the pyrethroids deltamethrin and S-bioallethrin on hippocampal inhibition and skeletal muscle hyperexcitability in rats.	2006 Oct 15	16875707
Enzyme-linked immunosorbent assay (ELISA) and sol-gel-based immunoaffinity purification (IAP) of the pyrethroid bioallethrin in food and environmental samples.	2006 Sep 6	16939301
Potential developmental neurotoxicity of pesticides used in Europe.	2008 Oct 22	18945337
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.	2010 Mar 15	20143881
Divergent actions of the pyrethroid insecticides S-bioallethrin, tefluthrin, and deltamethrin on rat Na(v)1.6 sodium channels.	2010 Sep 15	20624410
Environmental impact on vascular development predicted by high-throughput screening.	2011 Nov	21788198
Allethrin induces oxidative stress, apoptosis and calcium release in rat testicular carcinoma cells (LC540).	2014 Dec	25072698
Allethrin induced toxicity in the male reproductive tract of rats contributes to disruption in the transcription of genes involved in germ cell production.	2014 Nov	23595975

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:48:28 GMT 2023` Edited by `admin` on `Fri Dec 15 18:48:28 GMT 2023`
Record UNII	0X03II877M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ALLETHRIN

Common Name

English

ALLETHROLONE ESTER OF CHRYSANTHEMUMMONOCARBOXYLIC ACID

Common Name

English

CYCLOPROPANECARBOXYLIC ACID, 2,2-DIMETHYL-3-(2-METHYLPROPENYL)-, ESTER WITH 2-ALLYL-4-HYDROXY-3-METHYL-2-CYCLOPENTEN-1-ONE

Common Name

English

ALLETHRIN [HSDB]

Common Name

English

ALLETHRIN I

Common Name

English

PYNAMIN

Brand Name

English

2,2-DIMETHYL-3-(2-METHYL-1-PROPENYL)CYCLOPROPANECARBOXYLIC ACID 2-METHYL-4-OXO-3-(2-PROPENYL)-2-CYCLOPENTEN-1-YL ESTER

Systematic Name

English

ALLETHRIN I [MI]

Common Name

English

Code System Code Type Description

SMS_ID

100000077999