TYLVALOSIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C53H87NO19
Molecular Weight	1042.2532
Optical Activity	UNSPECIFIED
Defined Stereocenters	21 / 21
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1(C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O1)O[C@@H]2[C@@H](C)O[C@@]([H])(O[C@H]3[C@@H](CC=O)C[C@@H](C)C(=O)\C=C\C(C)=C\[C@H](CO[C@@H]4O[C@H](C)[C@@H](O)[C@@H](OC)[C@H]4OC)[C@@H](CC)OC(=O)C[C@@H](OC(C)=O)[C@@H]3C)[C@H](O)[C@H]2N(C)C

InChI

InChIKey=KCJJINQANFZSAM-HZDSEHBESA-N

InChI=1S/C53H87NO19/c1-16-38-36(26-65-52-49(64-15)48(63-14)44(60)31(7)67-52)22-28(4)17-18-37(57)29(5)23-35(19-20-55)46(30(6)39(69-34(10)56)24-41(59)70-38)73-51-45(61)43(54(12)13)47(32(8)68-51)72-42-25-53(11,62)50(33(9)66-42)71-40(58)21-27(2)3/h17-18,20,22,27,29-33,35-36,38-39,42-52,60-62H,16,19,21,23-26H2,1-15H3/b18-17+,28-22+/t29-,30+,31-,32-,33+,35+,36-,38-,39-,42+,43-,44-,45-,46-,47-,48-,49-,50+,51+,52-,53-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ema.europa.eu/en/documents/product-information/aivlosin-epar-product-information_en.pdf | https://www.ncbi.nlm.nih.gov/pubmed/19767637 | https://www.ncbi.nlm.nih.gov/pubmed/25185108 | https://www.ncbi.nlm.nih.gov/pubmed/29696149http://www.ecoanimalhealth.com/us/US04PIM-6A5%20Aivlosin%20Water%20soluble%20granules%20Pack%20Insert%20-%20USA%20-%20Pigs.pdf | https://www.ncbi.nlm.nih.gov/pubmed/26392896

Tylvalosin (TVS) is a third-generation macrolide drug used for prophylaxis and treatment of mycoplasma. Tylvalosin, the active ingredient of Aivlosin 625 mg/g Water Soluble Granules (ECO Animal Health, UK), is a modern macrolide that has shown its effectiveness in the control of porcine proliferative enteropathy, EP and swine dysentery. Aivlosin is indicated for the control of porcine proliferative enteropathy (PPE) associated with Lawsonia intracellularis infection in groups of swine in buildings experiencing an outbreak of PPE. Tylvalosin tartrate is a macrolide antibiotic that has antibacterial activity against Gram-positive, some Gram-negative organisms and mycoplasma. It acts by inhibiting protein synthesis in the bacteria cell.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial 70S ribosome 179 Target ID: CHEMBL2363135 Sources: http://www.genome.jp/dbget-bin/www_bget?dr:D10032 \| http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Product_Information/veterinary/000083/WC500061063.pdf	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Porcine proliferative enteropathy (PPE) associated with Lawsonia intracellularis infection 2 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Product_Information/veterinary/000083/WC500061063.pdf	Curative		Approved 8429	AIVLOSIN Approved Use Control of porcine proliferative enteropathy (PPE) associated with Lawsonia intracellularis infection in groups of swine in buildings experiencing an outbreak of PPE. Launch Date 2012

PubMed

Title	Date	PubMed
In vitro activity of tylvalosin against Spanish field strains of Mycoplasma hyopneumoniae.	2014 Nov 29	25185108
Use of tylvalosin in the control of porcine enzootic pneumonia.	2015	26392896
Antibiotic susceptibility profiles of Mycoplasma sp. 1220 strains isolated from geese in Hungary.	2016 Aug 19	27543140
Antimicrobial susceptibility of Brachyspira hyodysenteriae in Switzerland.	2016 Jun	27504836

Patents

Sample Use Guides

In Vivo Use Guide

Control of porcine proliferative enteropathy: 50 ppm tylvalosin in drinking water for five consecutive days

Route of Administration: Oral

In Vitro Use Guide

Tylvalosin (MIC50 0.5 ug/ml) was found to be the most effective drug against M. sp. 1220.

Name

Type

Language

TYLVALOSIN

Official Name

English

TYLVALOSIN [USAN]

Common Name

English

TYLOSIN 3-ACETATE 4B-(3-METHYLBUTANOATE)

Common Name

English

TYLOSIN ACETATE ISOVALERTE [JAN]

Common Name

English

TYLVALOSIN [GREEN BOOK]

Common Name

English

tylvalosin [INN]

Common Name

English

TYLVALOSIN (EMA EPAR: VETERINARY)

Common Name

English

TYLOSIN ACETATE ISOVALERATE

Common Name

English

TYLOSIN ACETATE ISOVALERTE

Common Name

English

TYLVALOSIN [MI]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 520.2645