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Emamectin Benzoate

Names

[ CAS No. ]:
155569-91-8

[ Name ]:
Emamectin Benzoate

[Synonym ]:
(2aE,4E,5'S,6S,6'R,7S,8E,11R,13S,15S,17aR,20R,20aR,20bS)-20,20b-dihydroxy-5',6,8,19-tetramethyl-6'-[(1S)-1-methylpropyl]-17-oxo-5',6,6',10,11,14,15,17,17a,20,20a,20b-dodecahydro-2H,7H-spiro[11,15-methanofuro[4,3,2-pq][2,6]benzodioxacyclooctadecine-13,2'-pyran]-7-yl 2,6-dideoxy-3-O-methyl-4-O-[2,4,6-trideoxy-3-O-methyl-4-(methylammonio)-a-L-arabino-hexopyranosyl]-a-L-arabino-hexopyranoside benzoate
Emamectin Benzoate
(1'R,2S,4'S,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-2-Butanyl]-21',24'-dihydroxy-5,11',13',22'-tetramethyl-2'-oxo-5,6-dihydrospiro[pyran-2,6'-[3,7,19]trioxatetracyclo[15.6.1.1. 0]pentacosa[10,14,16,22]tetraen]-12'-yl 2,6-dideoxy-3-O-methyl-4-O-[2,4,6-trideoxy-3-O-methyl-4-(methylammonio)-α-L-arabino-hexopyranosyl]-α-L-arabino-hexopyranoside benzoate
(2aE,4E,5'S,6S,6'R,7S,8E,11R,13S,15S,17aR,20R,20aR,20bS)-20,20b-dihydroxy-5',6,8,19-tetramethyl-6'-[(1S)-1-methylpropyl]-17-oxo-5',6,6',10,11,14,15,17,17a,20,20a,20b-dodecahydro-2H,7H-spiro[11,15-meth
Emamectin (Benzoate)
(4''R)-4''-Deoxy-4''-(methylamino)-avermectin B1 benzoate

Biological Activity

[Description]:

Emamectin Benzoate (MK-244) works as a chloride channel activator by binding gamma aminobutyric acid (GABA) receptor and glutamate-gated chloride channels disrupting nerve signals within arthropods.

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor
Signaling Pathways >> Neuronal Signaling >> GABA Receptor
Research Areas >> Infection

[Target]

GABA Receptor


[In Vitro]

Emamectin Benzoate stimulates the release of GABA from the synapses between nerve cells and while additionally increasing GABA's affinity for its receptor on the post-junction membrane of muscle cells in insects and arthropods.

[References]

[1]. Cheng X, et al. Effect of Emamectin Benzoate on Root-Knot Nematodes and Tomato Yield. PLoS One. 2015 Oct 28;10(10):e0141235.


[Related Small Molecules]

(+)-Bicuculline | Picrotoxin | Aminooxyacetic acid hemihydrochloride | Riluzole | Baclofen | basmisanil | (R)-Baclofen | Etifoxine | Etomidate | Ginkgolide A | NS-11394 | 5alpha-Pregnan-3alpha-ol-20-one | CGP 52432 | L-655,708 | SAGE-217

Chemical & Physical Properties

[ Melting Point ]:
141-146ºC

[ Molecular Formula ]:
C104H154N2O28

[ Molecular Weight ]:
1880.33

[ PSA ]:
206.57000

[ LogP ]:
4.62840

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CL1203005
CHEMICAL NAME :
Avermectin b', 4''-deoxy-4''-(methylamino)-, (4''R)-, benzoate (salt)
CAS REGISTRY NUMBER :
155569-91-8
LAST UPDATED :
199712

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
105 mg/kg
SEX/DURATION :
female 6-21 day(s) after conception lactating female 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Maternal Effects - other effects Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) Reproductive - Effects on Newborn - behavioral
REFERENCE :
NETEEC Neurotoxicology and Teratology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.9- 1987- Volume(issue)/page/year: 19,315,1997

Safety Information

[ Hazard Codes ]:
T,N,Xi

[ Risk Phrases ]:
25-36-50-57-58-36/37/38-50/53-23-21

[ Safety Phrases ]:
26-36-45-60-61-36/37

[ RIDADR ]:
UN 2811 6.1/PG 3

[ RTECS ]:
CL1203005


Related Compounds

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