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Allethrin

CAT: 0804-HY-B1559-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1559-01Size:5 mg
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Description
Allethrin, a pyrethroid insecticide is a major mosquito repellent agent. Allethrin induces oxidative stress, apoptosis and calcium release in rat testicular carcinoma cells (LC540) . Allethrin induces BCL-2, caspase-3 activation and release of intracellular calcium[1].
CAS Number
584-79-2
UNSPSC
12352211
Hazard Statement
H302+H332, H410
Target
Apoptosis
Type
Reference compound
Related Pathways
Apoptosis
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/allethrin.html
Purity
98.04
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(C1C(C)(C)C1/C=C(C)\C)OC2C(C)=C(CC=C)C(C2)=O
Molecular Formula
C19H26O3
Molecular Weight
302.41
Precautions
H302+H332, H410
References & Citations
[1]Golla Madhubabu, et al. Allethrin induces oxidative stress, apoptosis and calcium release in rat testicular carcinoma cells (LC540) . Toxicol In Vitro. 2014 Dec;28 (8) :1386-95.|[2]Geetika Gupta, et al. Allethrin toxicity on human corneal epithelial cells involves mitochondrial pathway mediated apoptosis. Toxicol In Vitro. 2013 Dec;27 (8) :2242-8.|[3]Golla Madhubabu, et al. Allethrin induced toxicity in the male reproductive tract of rats contributes to disruption in the transcription of genes involved in germ cell production. Environ Toxicol. 2014 Nov;29 (11) :1330-45.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Allethrins

Allethrin is a cyclopropanecarboxylate ester. It has a role as a pyrethroid ester insecticide. It is functionally related to a chrysanthemic acid.

CAS Number584-79-2
PubChem CID11442
IUPAC Name(2-methyl-4-oxo-3-prop-2-enylcyclopent-2-en-1-yl) 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
Molecular FormulaC19H26O3
Molecular Weight302.4
XLogP4.8
Topological Polar Surface Area43.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Heavy Atom Count22
Formal Charge0
Complexity573
SMILES
CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C)CC=C
InChI
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
InChIKey
ZCVAOQKBXKSDMS-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Allethrins
CAS: 584-79-2
CID: 11442
Formula: C19H26O3
MW: 302.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight302.4
XLogP34.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass302.18819469
Monoisotopic Mass302.18819469
Topological Polar Surface Area43.4 Ų
Heavy Atom Count22
Formal Charge0
Complexity573
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
TRC-A542200-500MGAllethrin
TRC-A542201-25MGAllethrin-d12
467905-01(+) -trans-Allethrin
AR-B01652-01Bioallethrin (Allethrin)
AR-B07273-01D-trans-Allethrin
S-4240-AC1000 ug/mL Allethrin in HPLC Acetone - 1ML
LCS-42401000 ug/mL Allethrin in HPLC Acetonitrile - 1ML
TRC-A542205-10MG(+)-trans-Allethrin (may contain up to 10% cis isomer)

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