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Details

Stereochemistry ABSOLUTE
Molecular Formula C47H70O14
Molecular Weight 859.0503
Optical Activity UNSPECIFIED
Defined Stereocenters 19 / 19
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ABAMECTIN B1B

SMILES

[H][C@@]12OC\C3=C/C=C/[C@H](C)[C@H](O[C@@]4([H])C[C@H](OC)[C@@]([H])(O[C@@]5([H])C[C@H](OC)[C@@H](O)[C@H](C)O5)[C@H](C)O4)\C(C)=C\C[C@]6([H])C[C@@H](C[C@]7(O6)O[C@]([H])(C(C)C)[C@@H](C)C=C7)OC(=O)[C@]([H])(C=C(C)[C@H]1O)[C@@]23O

InChI

InChIKey=ZFUKERYTFURFGA-PVVXTEPVSA-N
InChI=1S/C47H70O14/c1-24(2)41-27(5)16-17-46(61-41)22-33-19-32(60-46)15-14-26(4)42(25(3)12-11-13-31-23-54-44-39(48)28(6)18-34(45(50)57-33)47(31,44)51)58-38-21-36(53-10)43(30(8)56-38)59-37-20-35(52-9)40(49)29(7)55-37/h11-14,16-18,24-25,27,29-30,32-44,48-49,51H,15,19-23H2,1-10H3/b12-11+,26-14+,31-13+/t25-,27-,29-,30-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42-,43-,44+,46+,47+/m0/s1

HIDE SMILES / InChI

Molecular Formula C47H70O14
Molecular Weight 859.0503
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 19 / 19
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Abamectin B1b (Avermectin B1b) is a macrocyclic lactone containing an isopropyl reside in the 25-position broad anthelmintic activity. The oral administration of this formulation of avermectin B1 appeared to be highly efficacious against intestinal strongyles and Onchocera microfilaria. Avermectin B1b is a component of marketed and provided commercially Abamectin, which is used to control livestock parasitic nematodes. It is a broad-spectrum acaricide with additional insecticidal action on a limited number of insects. Abamectin acts on insects by increasing the membrane permeability to chloride ions, and it mainly stimulates the release of Ȗ-aminobutyric acid (GABA). The affected arthropod becomes paralysed, stops feeding, and dies after a few days. It exerts contact and stomach action, with limited plant systemic activity, but exhibits translaminar movement into treated leaves. Abamectin is also used as an anthelmintic drug in veterinary medicine.

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
Horses: avermectin B1 solution (0.2 mg/kg p.o.). The avermectin B1 was a 1% solution in a propylene glycolglycerol formal base.
Route of Administration: Oral
Substance Class Chemical
Record UNII
W8DT67027W
Record Status Validated (UNII)
Record Version