NEMADECTIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C36H52O8
Molecular Weight	612.7933
Optical Activity	UNSPECIFIED
Defined Stereocenters	11 / 11
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=YNFMRVVYUVPIAN-AQUURSMBSA-N

InChI=1S/C36H52O8/c1-20(2)13-24(6)32-25(7)30(37)18-35(44-32)17-28-16-27(43-35)12-11-22(4)14-21(3)9-8-10-26-19-41-33-31(38)23(5)15-29(34(39)42-28)36(26,33)40/h8-11,13,15,20-21,25,27-33,37-38,40H,12,14,16-19H2,1-7H3/b9-8+,22-11+,24-13+,26-10+/t21-,25-,27+,28-,29-,30-,31+,32+,33+,35-,36+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C36H52O8
Molecular Weight	612.7933
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	11 / 11
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2617829 | https://www.ncbi.nlm.nih.gov/pubmed/30689104

Nemadectin (LL-F28249-a) is a macrocyclic lactone antibiotic demonstrating broad-spectrum endectocidal and nematocidal activity. Nemadectin, the dominant member of a class of milbemycins bearing unsaturated longer chain group at the C25 position, is commonly used as a starting material for the commercial anthelmintic moxidectin.

Approval Year

PubMed

Title	Date	PubMed
Plasmid effects on secondary metabolite production by a streptomycete synthesizing an anthelmintic macrolide.	1991 Oct	1770350

Sample Use Guides

In Vitro Use Guide

Nemadectin inhibited C. elegans with IC50 value of 1.9 ug/ml. It demonstrated impressive acaricidal activity against adult mites with an IC50 of 15.7 ug/mL and mite eggs with an IC50 of 73.7 ug/mL

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:02:19 GMT 2023` Edited by `admin` on `Fri Dec 15 17:02:19 GMT 2023`
Record UNII	1Y8VJ1G3TY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NEMADECTIN

Official Name

English

LL-F-28249.ALPHA.

Code

English

ANTIBIOTIC S-541A

Code

English

NEMADECTIN [MI]

Common Name

English

(6R,23S,25S)-5-O-Demethyl-28-deoxy-25-[(E)-1,3-dimethyl-1-butenyl]-6,28-epoxy-23-hydroxymilbemycin B

Systematic Name

English

CL-287088

Code

English

NEMADECTIN [USAN]

Common Name

English

F-28249.ALPHA.

Code

English

MILBEMYCIN B, 5-O-DEMETHYL-28-DEOXY-25-(1,3-DIMETHYL-1-BUTENYL)-6,28-EPOXY-23-HYDROXY-, (6R,23S,25S(E))-

Systematic Name

English

nemadectin [INN]

Common Name

English

CL 287,088

Code

English

F28249.ALPHA.

Code

English

F-28249A

Code

English

Code System Code Type Description

FDA UNII

1Y8VJ1G3TY