Phenothrin - ≥99%, mixture of isomers , CAS No.26002-80-2

CAS: 26002-80-2 Cat. No.: P135733 Molecular Weight: 350.45 Beilstein Registry Number: 8788185 EC Number: 247-404-5

GRADE & PURITY ≥99%, mixture of isomers

Synonyms

Hegor antipoux | 3-phenoxybenzyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate | AI3-29062 | CAS-26002-80-2 | HSDB 3922 | NCGC00094561-04 | Spectrum_001981 | DB13717 | NCGC00094561-03 | 707484X33X | delta -(cis-trans)-Phenothrin | ENT 27

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

Hegor antipoux | 3-phenoxybenzyl 2, 2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate | AI3-29062 | CAS-26002-80-2 | HSDB 3922 | NCGC00094561-04 | Spectrum_001981 | DB13717 | NCGC00094561-03 | 707484X33X | delta -(cis-trans)-Phenothrin | ENT 27

Specifications & Purity

≥99%, mixture of isomers

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504750810
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750810
• Canonical Smiles: CC(=CC1C(C1(C)C)C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C
• IUPAC Name: (3-phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
• InChIKey: SBNFWQZLDJGRLK-UHFFFAOYSA-N
• INCHI: 1S/C23H26O3/c1-16(2)13-20-21(23(20,3)4)22(24)25-15-17-9-8-12-19(14-17)26-18-10-6-5-7-11-18/h5-14,20-21H,15H2,1-4H3
• Isomeric SMILES: CC(=CC1C(C1(C)C)C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C
• WGK Germany: 3
• UN Number: 3082
• Packing Group: III
• Molecular Weight: 350.45
• Beilstein: 8788185
• Reaxy-Rn: 2160930
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2160930&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrethroids
• Alternative Parents: Diphenylethers Diarylethers Monocyclic monoterpenoids Benzyloxycarbonyls Aromatic monoterpenoids Phenoxy compounds Phenol ethers Cyclopropanecarboxylic acids and derivatives Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Pyrethroid skeleton - Diphenylether - Diaryl ether - Aromatic monoterpenoid - Benzyloxycarbonyl - Monocyclic monoterpenoid - Monoterpenoid - Phenoxy compound - Phenol ether - Monocyclic benzene moiety - Cyclopropanecarboxylic acid or derivatives - Benzenoid - Carboxylic acid ester - Ether - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Organic oxide - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrethroids. These are organic compounds similar to the pyrethrins. Some pyrethroids containing a chrysanthemic acid esterified with a cyclopentenone (pyrethrins), or with a phenoxybenzyl group.
• External Descriptors: Pyrethroid insecticides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

Discover Target: USP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)

Discover Target: RUNX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 350.400 g/mol
• XLogP3: 6.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 350.188 Da
• Monoisotopic Mass: 350.188 Da
• Topological Polar Surface Area: 35.500 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 512.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Haoyue Han, Shangzhi Ding, Yanling Geng, Zhaoyu Qiao, Xuemei Li, Rongyu Wang, Xiqing Zhang, Wenhua Ji.  (2022)  Preparation of a pyridyl covalent organic framework via Heck cross-coupling for solid-phase microextraction of perfluoropolyether carboxylic acids in food.  FOOD CHEMISTRY,      [PMID:36156398] [10.1016/j.foodchem.2022.134310]

2. Xiao-Chun Ma, Zong-Qin Ma, Meng-Xin Zhao, Ying-Hui Wang, Yuan Peng, Xin Guo, Fang-Huan Wang, Zhe Meng, Hao-Bo Zheng.  (2020)  Facile synthesis of magnetic molybdenum disulfide@graphene nanocomposite with amphiphilic properties and its application in solid-phase extraction for a wide polarity of insecticides in wolfberry samples.  Analytical Methods,  13  (5): (672-684).  [PMID:33475104] [10.1039/D0AY01939A]

3. Fang Liu, Xiaoling Yang, Xiaoling Wu, Xuefei Xi, Haixiang Gao, Sanbing Zhang, Wenfeng Zhou, Runhua Lu.  (2018)  A dispersive magnetic solid phase microextraction based on ionic liquid-coated and cyclodextrin-functionalized magnetic core dendrimer nanocomposites for the determination of pyrethroids in juice samples.  FOOD CHEMISTRY,      [PMID:30064787] [10.1016/j.foodchem.2018.06.105]