Pyrethrum extract - analytical standard , CAS No.8003-34-7

CAS: 8003-34-7 Cat. No.: P131624 Molecular Weight: 700.9 EC Number: 232-319-8

GRADE & PURITY Analytical standard

Synonyms

Pyrethrins (technical) 10 microg/mL in Acetonitrile | VXSIXFKKSNGRRO-YWUDCVDHSA-N | MOEPdceREmmoedccmix | Q-201642 | MFCD00078611 | [(1S)-2-methyl-4-oxo-3-[(2E)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

Pyrethrins (technical) 10 microg/mL in Acetonitrile | VXSIXFKKSNGRRO-YWUDCVDHSA-N | MOEPdceREmmoedccmix | Q-201642 | MFCD00078611 | [(1S)-2-methyl-4-oxo-3-[(2E)-penta-2, 4-dienyl]cyclopent-2-en-1-yl] (1R)-2, 2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-

Specifications & Purity

analytical standard

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C)CC=CC=C.CC1=C(C(=O)CC1OC(=O)C2C(C2(C)C)C=C(C)C(=O)OC)CC=CC=C
• IUPAC Name: [(1S)-2-methyl-4-oxo-3-[(2E)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate;[2-methyl-4-oxo-3-[(2E)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1R)-3-[(E)-3-methoxy-2-methyl-3-oxoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
• InChIKey: VXSIXFKKSNGRRO-YWUDCVDHSA-N
• INCHI: 1S/C22H28O5.C21H28O3/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6;1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3;7-9,11,16,18-19H,1,10,12H2,2-6H3/b9-8+,13-11+;9-8+/t16?,18?,19-;16?,18-,19-/m00/s1
• Isomeric SMILES: CC1=C(C(=O)C[C@@H]1OC(=O)[C@@H]2C(C2(C)C)C=C(C)C)C/C=C/C=C.CC1=C(C(=O)CC1OC(=O)[C@@H]2C(C2(C)C)/C=C(\C)/C(=O)OC)C/C=C/C=C
• WGK Germany: 3
• RTECS: UR4200000
• Molecular Weight: 700.9
• Reaxy-Rn: 50954381
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=50954381&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acid esters
        • Level5 Pyrethroids
          • Level6 Pyrethrins

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Pyrethroids
• Direct Parent: Pyrethrins
• Alternative Parents: Monocyclic monoterpenoids Carbocyclic fatty acids Dicarboxylic acids and derivatives Cyclopropanecarboxylic acids and derivatives Methyl esters Enoate esters Cyclic ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Pyrethrin-backbone - Monocyclic monoterpenoid - Monoterpenoid - Carbocyclic fatty acid - Cyclopropanecarboxylic acid or derivatives - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Carboxylic acid ester - Ketone - Cyclic ketone - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Organooxygen compound - Aliphatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrethrins. These are pyrethroids with a structure based on a skeleton that is characterized by the presence of a chrysanthemic acid esterified with a cyclopentenone derivative.
• External Descriptors: Not available

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

Chemical and Physical Properties

• Molecular Weight: 700.900 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 16
• Exact Mass: 700.398 Da
• Monoisotopic Mass: 700.398 Da
• Topological Polar Surface Area: 113.000 Ų
• Heavy Atom Count: 51
• Formal Charge: 0
• Complexity: 1390.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 3
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 2

XLogP3