Allethrin - analytical standard , CAS No.584-79-2

CAS: 584-79-2 Cat. No.: A114498 Formule: C₁₉H₂₆O₃ Poids moléculaire: 302.41 Beilstein Registry Number: 2294836 Numéro CE: 209-542-4

GRADE & PURITY Analytical standard

Synonyms

J-014709 | Pyresin | S-trans-Bioallethrin | (+)-trans-Bioallethrin | (+)-trans-Chrysanthemumic acid ester of (.+-.)-allethrolone | ALLETHRIN [HSDB] | AS-11751 | Bioaletrina | ENT 17510 | FDA 1446 | CHEBI:34572 | D-TRANS-ALLETHRIN | Cyclopropanecarboxylic

Storage

Room temperature

Shipped In

Normal

Vue d’ensemble

Allethrin is a type I pyrethroid, useful as a very weakly active "negative" control for inhibition of calcineurin (protein phosphatase 2B) by type II pyrethroids.
A synthetic compound that modulates sodium channels in the nerve cell membrane

Specifications

Synonymes

J-014709 | Pyresin | S-trans-Bioallethrin | (+)-trans-Bioallethrin | (+)-trans-Chrysanthemumic acid ester of (.+-.)-allethrolone | ALLETHRIN [HSDB] | AS-11751 | Bioaletrina | ENT 17510 | FDA 1446 | CHEBI:34572 | D-TRANS-ALLETHRIN | Cyclopropanecarboxylic

Spécifications et pureté

analytical standard

Conditions de stockage de stockage

Room temperature

Expédié en

Normal

Grade

Étalon d'analyse

Noms et identifiants

• Pubchem Sid: 504752125
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752125
• Sourires canoniques: CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C)CC=C
• 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
• 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
• Isomères SMILES: CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C)CC=C
• WGK Allemagne: 3
• RTECS: GZ1925000
• Numéro ONU: 2902
• Groupe d'emballage: I
• Poids moléculaire: 302.41
• Beilstein: 2294836
• Reaxy-Rn: 2294836
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2294836&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrethroids
• Alternative Parents: Monocyclic monoterpenoids Cyclopropanecarboxylic acids and derivatives Cyclic ketones Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Pyrethroid skeleton - Monoterpenoid - Monocyclic monoterpenoid - Cyclopropanecarboxylic acid or derivatives - Cyclic ketone - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic 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: Cyclopropane and cyclobutane monoterpenoids - 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

Cibles associées (humaines)

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

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

RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

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

NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

Discover Target: NR1H4

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

TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

Discover Target: TP53

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

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

Cibles associées (non humaines)

Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

Discover Target: Ppard

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

Culex quinquefasciatus (137 Activities)

Explore this target

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

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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

Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)

Discover Target: Nr1i2

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

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Soluble in DMSO or 100% ethanol; insoluble in water.
• Indice de réfraction: 1.5054
• Point d'éclair (°F): 66 °C
• Point d'éclair (°C): 66°C
• Point d'ébullition (°C): 135-138°C
• Poids moléculaire: 302.400 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 302.188 Da
• Monoisotopic Mass: 302.188 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 573.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 3
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Références

1. Ma Wei-Bin, Feng Jun-Tao, Jiang Zhi-Li, Wu Hua, Ma Zhi-Qing, Zhang Xing.  (2014)  Fumigant activity of eleven essential oil compounds and their selected binary mixtures against Culex pipiens pallens (Diptera: Culicidae).  PARASITOLOGY RESEARCH,  113  (10): (3631-3637).  [PMID:25015050] [10.1007/s00436-014-4028-0]

Foire aux questions

What does analytical standard mean?

analytical standard is a defined analytical purity tier suitable for quantitative analytical methods. It specifies a minimum assay percentage, controlled limits on common impurities (water, heavy metals, residue on ignition), and lot-to-lot consistency. analytical standard is one of several purity tiers — choose based on the sensitivity and regulatory requirements of your method.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 584-79-2, the molecular formula is C19H26O3, and the molecular weight is 302.41 g/mol. InChIKey ZCVAOQKBXKSDMS-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.