LAIDLOMYCIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C37H62O12
Molecular Weight	698.881
Optical Activity	UNSPECIFIED
Defined Stereocenters	17 / 17
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(=O)O[C@H]([C@H](C)[C@H]1O[C@@]2(CC[C@](C)(O2)[C@H]3CC[C@](C)(O3)[C@@H]4O[C@H](C[C@@H]4C)[C@H]5O[C@@](O)(CO)[C@H](C)C[C@@H]5C)C[C@H](O)[C@H]1C)[C@H](C)C(O)=O

InChI

InChIKey=ZNBNBTIDJSKEAM-NISBWGIBSA-N

InChI=1S/C37H62O12/c1-10-28(40)45-30(24(7)33(41)42)23(6)31-22(5)25(39)17-36(47-31)14-13-34(8,49-36)27-11-12-35(9,46-27)32-20(3)16-26(44-32)29-19(2)15-21(4)37(43,18-38)48-29/h19-27,29-32,38-39,43H,10-18H2,1-9H3,(H,41,42)/t19-,20-,21+,22+,23-,24-,25-,26+,27+,29-,30+,31-,32+,34-,35-,36+,37-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.drugs.com/pro/cattlyst.html | https://www.fda.gov/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/FOIADrugSummaries/ucm132769.htm | https://www.ncbi.nlm.nih.gov/pubmed/11099233 | https://www.ncbi.nlm.nih.gov/pubmed/4452661

Laidlomycin is a polycyclic polyether antibiotic which possesses an inhibitory activity against various mycoplasma species}, and is effective in controlling coccidiosis in chickens. It is also known as selectively inhibiting the migration of hemagglutinin glycoprotein from Golgi apparatus to the cell surface in measles virus). Laidlomycin inhibited growth of some Gram-positive bacteria only at high concentrations such as 50-100 ug/ml, but was not active against Gram-negative bacteria, yeast and fungi even at concentration of 1,000 ug/ml. In broth dilution, laidlomycin was active against several illycoplasmas and most active against the sterol-nonrequiring mycoplasma, Acholeplasma laidlawii. Under the brand name Cattlyst Laidlomycin is indicated for improved feed efficiency and increased rate of weight gain in cattle fed in confinement for slaughter.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Human immunodeficiency virus 1 34 Target ID: CHEMBL378 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11099233	Inhibitor 8504
Streptococcus 2 Target ID: CHEMBL612313 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9814916	Inhibitor 8504
ion transport 4 Target ID: GO:0006811 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9814916 \| https://www.ncbi.nlm.nih.gov/pubmed/14503688	Activator 1447

Conditions

Condition	Modality	Targets	Highest Phase	Product
HIV-1 infection 156 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11099233	Primary		Basic research	Unknown Approved Use Unknown
Growth and weight problems in cattle 2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10682819 https://www.ncbi.nlm.nih.gov/pubmed/8586605	Primary		Approved 8583	Cattlyst Approved Use For improved feed efficiency and increased rate of weight gain in cattle fed in confinement for slaughter Launch Date 1994

PubMed

Title	Date	PubMed
Monoclonal antibody production and immunochemical detection of polyether antibiotics.	2009-03	19387589
Production and biological activity of laidlomycin, anti-MRSA/VRE antibiotic from Streptomyces sp. CS684.	2007-02	17342048
Inhibition of resistance plasmid transfer in Escherichia coli by ionophores, chlortetracycline, bacitracin, and ionophore/antimicrobial combinations.	2004-07-31	15283418
Ionophores: their use as ruminant growth promotants and impact on food safety.	2003-09	14503688
Ionophores have limited effects on jejunal glucose absorption and energy metabolism in mice.	2003-08	12926789
Effect of feeding the ionophores monensin and laidlomycin propionate and the antimicrobial bambermycin to sheep experimentally infected with E. coli O157:H7 and Salmonella typhimurium.	2003-02	12643501
Effects of the antibiotic ionophores monensin, lasalocid, laidlomycin propionate and bambermycin on Salmonella and E. coli O157:H7 in vitro.	2003	12534812
Intake, digestion, and digestive characteristics of Neotyphodium coenophialum-infected and uninfected fescue by heifers offered hay diets supplemented with Aspergillus oryzae fermentation extract or laidlomycin propionate.	2002-01	11831521

Patents

Sample Use Guides

In Vivo Use Guide

Laidlomycin propionate promix, 50 g of laidlomycin propionate potassium per pound. Laidlomycin propionate premix should be admixed into feed and fed at a dietary concentration of 5 to 10 g of laidlomycin propionate/ton of feed (90% dry matter basis) to provide not less than 30 nor more than 150 mg/animal/day.

Route of Administration: Oral

In Vitro Use Guide

Laidlomycin propionate (16.2 mM) decreased (P < 0.02) glucose absorption, as estimated by H3-3-O-methyl glucose uptake compared with all other treatments of murine jejunal rings, whereas laidlomycin propionate (1.62 mM) increased (P = 0.032) jejunal DM content compared with 16.2 mM laidlomycin propionate.

Name

Type

Language

LAIDLOMYCIN [MI]

Preferred Name

English

LAIDLOMYCIN

Official Name

English

MONENSIN, 16-DEETHYL-3-O-DEMETHYL-16-METHYL-3-O-(1-OXOPROPYL)-

Common Name

English

laidlomycin [INN]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 558.305