TYLVALOSIN TARTRATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C53H87NO19.C4H6O6
Molecular Weight	1192.34
Optical Activity	UNSPECIFIED
Defined Stereocenters	23 / 23
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.[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=OLLSDNUHBJHKJS-XKORHJEPSA-N

InChI=1S/C53H87NO19.C4H6O6/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;5-1(3(7)8)2(6)4(9)10/h17-18,20,22,27,29-33,35-36,38-39,42-52,60-62H,16,19,21,23-26H2,1-15H3;1-2,5-6H,(H,7,8)(H,9,10)/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-;1-,2-/m11/s1

HIDE SMILES / InChI

Molecular Formula	C4H6O6
Molecular Weight	150.0868
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	C53H87NO19
Molecular Weight	1042.2532
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	21 / 21
E/Z Centers	0
Optical Activity	UNSPECIFIED

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 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 8228

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 8360	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 1.3415328E12

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.

Substance Class	Chemical Created by `admin` on `Wed Jul 05 23:54:40 UTC 2023` Edited by `admin` on `Wed Jul 05 23:54:40 UTC 2023`
Record UNII	AL5667FY0W
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TYLVALOSIN TARTRATE

Official Name

English

TYLVALOSIN TARTRATE [GREEN BOOK]

Common Name

English

ACETYLISOVALERYLTYLOSIN TARTRATE

Common Name

English

ACETYLISOVALERYLTYLOSIN TARTRATE [JAN]

Common Name

English

TYLVALOSIN TARTRATE [MI]

Common Name

English

TYLVALOSIN TARTRATE [USAN]

Common Name

English

AIVLOSIN

Brand Name

English

Classification Tree Code System Code

NCI_THESAURUS

C254