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Linuron (Standard)

CAT: 0804-HY-B1866RSize: 1 EachDry Ice: NoHazardous: No
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Description
Linuron (Standard) is the analytical standard of Linuron. This product is intended for research and analytical applications. Linuron is a phenylurea herbicide that is widely used to control the growth of grass and weeds in various agriculture crops and in orchards. Linuron is a photosystem II inhibitor. Linuron is also a competitive androgen receptor (AR) antagonist with a Ki of 100 μM. Linuron shows reproductive toxicity in animals that acts as an endocrine disruptor[1][2][3][4].
CAS Number
330-55-2
UNSPSC
12352005
Target
Androgen Receptor; Reference Standards
Type
Reference Standards
Related Pathways
Others; Vitamin D Related/Nuclear Receptor
Field of Research
Endocrinology
Assay Protocol
https://www.medchemexpress.com/linuron-standard.html
Smiles
O=C(NC1=CC=C(Cl)C(Cl)=C1)N(OC)C
Molecular Formula
C9H10Cl2N2O2
Molecular Weight
249.09
References & Citations
[1]Benjamin Horemans, et al. Functional Redundancy of Linuron Degradation in Microbial Communities in Agricultural Soil and Biopurification Systems. Appl Environ Microbiol. 2016 Apr 18;82 (9) :2843-2853.|[2]C Lambright, et al. Cellular and Molecular Mechanisms of Action of Linuron: An Antiandrogenic Herbicide That Produces Reproductive Malformations in Male Rats. Toxicol Sci. 2000 Aug;56 (2) :389-99.|[3]Hongwei Ding, et al. Reproductive Toxicity of Linuron Following Gestational Exposure in Rats and Underlying Mechanisms. Toxicol Lett. 2017 Jan 15;266:49-55.|[4]Elżbieta G Magnucka, et al. Various Effects of the Photosystem II--inhibiting Herbicides on 5-n-alkylresorcinol Accumulation in Rye Seedlings. Pestic Biochem Physiol. 2014 Nov;116:56-62.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Linuron

Linuron can cause developmental toxicity according to The Environmental Protection Agency (EPA).

CAS Number330-55-2
PubChem CID9502
IUPAC Name3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea
Molecular FormulaC9H10Cl2N2O2
Molecular Weight249.09
XLogP3.2
Topological Polar Surface Area41.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Heavy Atom Count15
Formal Charge0
Complexity228
SMILES
CN(C(=O)NC1=CC(=C(C=C1)Cl)Cl)OC
InChI
InChI=1S/C9H10Cl2N2O2/c1-13(15-2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14)
InChIKey
XKJMBINCVNINCA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Linuron
CAS: 330-55-2
CID: 9502
Formula: C9H10Cl2N2O2
MW: 249.09
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight249.09
XLogP33.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass248.0119330
Monoisotopic Mass248.0119330
Topological Polar Surface Area41.6 Ų
Heavy Atom Count15
Formal Charge0
Complexity228
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes