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Resmethrin - analytical standard, high purity , CAS No.10453-86-8
Basic Description
Synonyms
resmethrin | 10453-86-8 | Benzofuroline | Isathrine | Benzofuroline; Isathrine | Bioresmethrine | Resbuthrin | CHEBI:8811 | DTXSID7022253 | d-trans-Resmethrin | For-syn | 5-Benzyl-3-furylmethyl (1RS,3RS;1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate | Resme
Specifications & Purity
analytical standard
Shipped In
Normal
Grade
analytical standard
Product Description
Resmethrin has been reported to be a potent inhibitor of the neural calcium-calmodulin-dependent protein phosphatase, calcineurin, in bovine brain models. This compound has also been shown to eliminate constitutive nitric oxide release from lobster heart. Other studies have noted that Resmethrin inhibits the ATP dependent uptake of Ca2+ and displaces Ca2+ from crude synaptosomal membranes of rat brain in vitro.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Prenol lipids
Subclass
Monoterpenoids
Intermediate Tree Nodes
Not available
Direct Parent
Aromatic monoterpenoids
Alternative Parents
Monocyclic monoterpenoids Cyclopropanecarboxylic acids and derivatives Benzene and substituted derivatives Heteroaromatic compounds Furans Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Aromatic heteromonocyclic compounds
Substituents
Aromatic monoterpenoid - Monocyclic monoterpenoid - Monocyclic benzene moiety - Cyclopropanecarboxylic acid or derivatives - Benzenoid - Heteroaromatic compound - Furan - Carboxylic acid ester - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxygen compound - Organic oxide - Carbonyl group - Organooxygen compound - Aromatic heteromonocyclic compound
Description
This compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.
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.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(5-benzylfuran-3-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
INCHI
InChI=1S/C22H26O3/c1-15(2)10-19-20(22(19,3)4)21(23)25-14-17-12-18(24-13-17)11-16-8-6-5-7-9-16/h5-10,12-13,19-20H,11,14H2,1-4H3
InChIKey
VEMKTZHHVJILDY-UHFFFAOYSA-N
Smiles
CC(=CC1C(C1(C)C)C(=O)OCC2=COC(=C2)CC3=CC=CC=C3)C
Isomeric SMILES
CC(=CC1C(C1(C)C)C(=O)OCC2=COC(=C2)CC3=CC=CC=C3)C
WGK Germany
3
PubChem CID
5053
UN Number
3082
Packing Group
III
Molecular Weight
338.44
Beilstein
1626510
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in DMSO or 100% ethanol; insoluble in water.
Melt Point(°C)
43-48℃
Molecular Weight
338.400 g/mol
XLogP3
6.100
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
7
Exact Mass
338.188 Da
Monoisotopic Mass
338.188 Da
Topological Polar Surface Area
39.400 Ų
Heavy Atom Count
25
Formal Charge
0
Complexity
497.000
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
Citations of This Product
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1 Citations