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

CC[C@H]1OC(=O)C[C@@H](OC(C)=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O3)[C@@H]([C@H]2O)N(C)C)[C@@H](CC=O)C[C@@H](C)C(=O)\C=C\C(C)=C\[C@@H]1CO[C@@H]4O[C@H](C)[C@@H](O)[C@@H](OC)[C@H]4OC

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: http://www.ecoanimalhealth.com/us/US04PIM-6A5%20Aivlosin%20Water%20soluble%20granules%20Pack%20Insert%20-%20USA%20-%20Pigs.pdf | https://www.ncbi.nlm.nih.gov/pubmed/26392896https://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/29696149

Tylvalosin tartrate is a third-generation macrolide antibiotic that has antibacterial activity against Gram-positive, some Gram-negative organisms and mycoplasma. Tylvalosin interferes with protein synthesis by reversibly binding to the 50S ribosome subunit. Tylvalosin binds to the donor site and prevents the translocation necessary for keeping the peptide chain growing. Its effect is essentially confined to rapidly dividing organisms. Tylvalosin tartrate is the active ingredient of Aivlosin -- a modern macrolide that has shown its effectiveness in the control of porcine proliferative enteropathy, EP and swine dysentery.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial 70S ribosome 180 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 8504

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 8583	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
Antibiotic susceptibility profiles of Mycoplasma sp. 1220 strains isolated from geese in Hungary.	2016-08-19	27543140
Antimicrobial susceptibility of Brachyspira hyodysenteriae in Switzerland.	2016-06	27504836
Use of tylvalosin in the control of porcine enzootic pneumonia.	2015	26392896
In vitro activity of tylvalosin against Spanish field strains of Mycoplasma hyopneumoniae.	2014-11-29	25185108

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

TYLOSIN ACETATE ISOVALERTE

Preferred 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

TYLVALOSIN [MI]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 520.2645