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Details

Stereochemistry ABSOLUTE
Molecular Formula C46H77NO17
Molecular Weight 916.1019
Optical Activity UNSPECIFIED
Defined Stereocenters 21 / 21
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TYLOSIN

SMILES

CC[C@]1([H])[C@]([H])(/C(/[H])=C(\C)/C(/[H])=C(\[H])/C(=O)[C@]([H])(C)C[C@]([H])(CC=O)[C@@]([H])([C@@]([H])(C)[C@@]([H])(CC(=O)O1)O)O[C@@]2([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C)O2)O[C@@]3([H])C[C@](C)([C@]([H])([C@]([H])(C)O3)O)O)N(C)C)O)CO[C@@]4([H])[C@@]([H])([C@@]([H])([C@@]([H])([C@@]([H])(C)O4)O)OC)OC

InChI

InChIKey=WBPYTXDJUQJLPQ-VMXQISHHSA-N
InChI=1S/C46H77NO17/c1-13-33-30(22-58-45-42(57-12)41(56-11)37(52)26(5)60-45)18-23(2)14-15-31(49)24(3)19-29(16-17-48)39(25(4)32(50)20-34(51)62-33)64-44-38(53)36(47(9)10)40(27(6)61-44)63-35-21-46(8,55)43(54)28(7)59-35/h14-15,17-18,24-30,32-33,35-45,50,52-55H,13,16,19-22H2,1-12H3/b15-14+,23-18+/t24-,25+,26-,27-,28+,29+,30-,32-,33-,35+,36-,37-,38-,39-,40-,41-,42-,43+,44+,45-,46-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment:: Description was created based on several sources, including https://www.elanco.us/labels/Swine/Tylan_Soluble.pdf

Tylosin (trade names Tylocine, Tylan) is a bacteriostat feed additive used in veterinary medicine. It has a broad spectrum of activity against Gram-positive organisms and a limited range of Gram-negative organisms. It is found naturally as a fermentation product of Streptomyces fradiae. It is a macrolide antibiotic. Tylosin is used in veterinary medicine to treat bacterial infections in a wide range of species and has a high margin of safety. Tylosin is certified by the FDA but is only approved for use in livestock such as cattle, chickens, swine, and turkeys. The FDA has prohibited the use of tylosin in dogs and cats, except where it is specifically prescribed by a veterinarian. Tylosin has a bacteriostatic effect on susceptible organisms, caused by inhibition of protein synthesis through binding to the 50S subunit of the bacterial ribosome.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Mycoplasma sp. 1220 growth
Target ID: Staphylococcus aureus growth
Target ID: E. coli growth
Target ID: Streptococcus pneumoniae growth
Target ID: Pasteurella multocida growth
Target ID: Fusobacterium necrophorum growth
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Tylan 200

Approved Use

In beef cattle and non-lactating dairy cattle, Tylan 200 Injection is indicated for use in the treatment of bovine respiratory complex (shipping fever, pneumonia) usually associated with Pasteurella multocida and Actinomyces pyogenes; foot rot (necrotic pododermatitis) and calf diphtheria caused by Fusobacterium necrophorum and metritis caused by Actinomyces pyogenes. In swine, Tylan 200 Injection is indicated for use in the treatment of swine arthritis caused by Mycoplasma hyosynoviae; swine pneumonia caused by Pasteurella spp; swine erysipelas caused by Erysipelothrix rhusiopathiae; swine dysentery associated with Treponema hyodysenteriae when followed by appropriate medication in the drinking water and/or feed.

Launch Date

1.27543686E12
Curative
Tylan 200

Approved Use

In beef cattle and non-lactating dairy cattle, Tylan 200 Injection is indicated for use in the treatment of bovine respiratory complex (shipping fever, pneumonia) usually associated with Pasteurella multocida and Actinomyces pyogenes; foot rot (necrotic pododermatitis) and calf diphtheria caused by Fusobacterium necrophorum and metritis caused by Actinomyces pyogenes. In swine, Tylan 200 Injection is indicated for use in the treatment of swine arthritis caused by Mycoplasma hyosynoviae; swine pneumonia caused by Pasteurella spp; swine erysipelas caused by Erysipelothrix rhusiopathiae; swine dysentery associated with Treponema hyodysenteriae when followed by appropriate medication in the drinking water and/or feed.

Launch Date

1.27543686E12

Sample Use Guides

In Vivo Use Guide
Curator's Comment:: Can also be given orally https://www.elanco.us/labels/Swine/Tylan_Soluble.pdf
BEEF CATTLE AND NON-LACTATING DAIRY CATTLE—Inject intramuscularly 8 mg per pound of body weight one time daily (1 mL per 6.25 pounds). Treatment should be continued 24 hours following remission of disease signs, not to exceed 5 days. SWINE—Inject intramuscularly 4 mg per pound of body weight (1 mL per 12.5 pounds) twice daily. Treatment should be continued 24 hours following remission of disease signs, not to exceed 3 days. Do not inject more than 5 mL per site.
Route of Administration: Intramuscular
In Vitro Use Guide
Tylosin yielded MIC50 value for Mycoplasma sp. 1220 strain isolated from geese in Hungary - 8 ug/ml
Name Type Language
TYLOSIN
GREEN BOOK   HSDB   INN   MART.   MI   USP   USP-RS  
INN  
Official Name English
TYLOSIN [INN]
Common Name English
TYLOSIN [GREEN BOOK]
Common Name English
TYLOSIN A
Common Name English
TYLOSIN [MART.]
Common Name English
TYLOSIN [USP]
Common Name English
TYLOSIN [USP-RS]
Common Name English
TYLOSIN [USP MONOGRAPH]
Common Name English
TYLAN
Brand Name English
TYLOSIN [MI]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 558.625
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
CFR 21 CFR 558.630
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
CFR 21 CFR 556.740
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
CFR 21 CFR 522.2640
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
NCI_THESAURUS C261
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
WHO-VATC QJ01FA90
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
WHO-VATC QJ51FA90
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
FDA ORPHAN DRUG 572916
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
CFR 21 CFR 520.2640
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
Code System Code Type Description
WIKIPEDIA
TYLOSIN
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
DRUG BANK
DB11475
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
CAS
1401-69-0
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
INN
2109
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
MESH
D015645
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
FDA UNII
YEF4JXN031
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
PUBCHEM
5280440
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
NCI_THESAURUS
C84234
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
RXCUI
995505
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
215-754-8
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
EPA CompTox
1401-69-0
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
HSDB
7022
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY
USP_CATALOG
1703805
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY USP-RS
MERCK INDEX
M11283
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY Merck Index
ChEMBL
CHEMBL42743
Created by admin on Fri Jun 25 20:58:53 UTC 2021 , Edited by admin on Fri Jun 25 20:58:53 UTC 2021
PRIMARY