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Emamectin Benzoate

CAT: 0013-GTR19156051-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0013-GTR19156051-01Size:1 g
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Description
Emamectin Benzoate, by binding gamma-aminobutyric acid (GABA) receptor and glutamate-gated chloride channels disrupting nerve signals within arthropods, acts as a chloride channel activator.
CAS Number
155569-91-8
Product Name Alternative
MK-244
Purity
>98% (HPLC)
Solubility
DMSO:31 mg/mL (16.49 mM)
Smiles
CC[C@H] (C) [C@@H]1[C@H] (C=C[C@@]2 (O1) C[C@@H]3C[C@H] (O2) C/C=C (/[C@H] ([C@H] (/C=C/C=C/4\CO[C@H]5[C@@]4 ([C@@H] (C=C ([C@H]5O) C) C (=O) O3) O) C) O[C@H]6C[C@@H] ([C@H] ([C@@H] (O6) C) O[C@H]7C[C@@H] ([C@H] ([C@@H] (O7) C) NC) OC) OC) \C) C.C1=CC=C (C=C1) C (=O) O
Molecular Formula
C104H154N2O28
Molecular Weight
1880.33
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Emamectin Benzoate

Emamectin benzoate (Proclaim) is an avermectin class insecticide developed for the control of lepidopteron insects. This class of pesticide consists of homologous semi-synthetic macrolides that are derived from the natural fermentation products of Streptomyces bacteria. It kills insects by disrupting neurotransmitters, causing irreversible paralysis. It is more effective when ingested, but it also somewhat effective on contact. When sprayed to foliage, emamectin benzoate penetrates the leaf tissue and forms reservoir within treated leaves, which provides residual activity against pests that ingest the substance when feeding. Emamectin is widely used in the US and Canada as an insecticide because of its chloride channel activation properties. It is approved by the EPA for use in prevention of emerald ash borer in ash trees. Emamectin has also shown promising applications in the eradication of fish lice and in fish farming.

CAS Number155569-91-8
PubChem CID11650986
IUPAC Namebenzoic acid;(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-4-methoxy-5-[(2S,4S,5S,6S)-4-methoxy-6-methyl-5-(methylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one
Molecular FormulaC56H81NO15
Molecular Weight1008.2
Topological Polar Surface Area199
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count16
Rotatable Bond Count10
Heavy Atom Count72
Formal Charge0
Complexity1850
SMILES
CC[C@H](C)[C@@H]1[C@H](C=C[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C/C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O)C)C(=O)O3)O)C)O[C@H]6C[C@@H]([C@H]([C@@H](O6)C)O[C@H]7C[C@@H]([C@H]([C@@H](O7)C)NC)OC)OC)\C)C.C1=CC=C(C=C1)C(=O)O
InChI
InChI=1S/C49H75NO13.C7H6O2/c1-12-26(2)44-29(5)18-19-48(63-44)24-35-21-34(62-48)17-16-28(4)43(27(3)14-13-15-33-25-56-46-42(51)30(6)20-36(47(52)59-35)49(33,46)53)60-40-23-38(55-11)45(32(8)58-40)61-39-22-37(54-10)41(50-9)31(7)57-39;8-7(9)6-4-2-1-3-5-6/h13-16,18-20,26-27,29,31-32,34-46,50-51,53H,12,17,21-25H2,1-11H3;1-5H,(H,8,9)/b14-13+,28-16+,33-15+;/t26-,27-,29-,31-,32-,34+,35-,36-,37-,38-,39-,40-,41-,42+,43-,44+,45-,46+,48+,49+;/m0./s1
InChIKey
GCKZANITAMOIAR-XWVCPFKXSA-N
Chemical Structure
2D Structure
2D structure of Emamectin Benzoate
CAS: 155569-91-8
CID: 11650986
Formula: C56H81NO15
MW: 1008.2
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1008.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count16
Rotatable Bond Count10
Exact Mass1007.56062088
Monoisotopic Mass1007.56062088
Topological Polar Surface Area199 Ų
Heavy Atom Count72
Formal Charge0
Complexity1850
Isotope Atom Count0
Defined Atom Stereocenter Count20
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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