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SML2107

Sigma-Aldrich

Tulathromycin A

≥95% (HPLC)

Synonym(s):

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-13-[[2,6-dideoxy-3-C-methyl-3-O-methyl-4-C-[(propylamino)methyl]-a-L-ribo-hexopyranosyl]oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b-D-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one, CP-472295

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About This Item

Empirical Formula (Hill Notation):
C41H79N3O12
CAS Number:
217500-96-4
Molecular Weight:
806.08
MDL number:
MFCD09838804
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

C[C@@]([C@H](OC([C@@H]([C@H]1O[C@]2([H])O[C@@H](C)[C@@](O)(CNCCC)[C@@](C2)(OC)C)C)=O)CC)([C@@H]([C@H](NC[C@H](C)C[C@]([C@@H]([C@H]1C)O[C@]3([H])O[C@H](C)C[C@H](N(C)C)[C@H]3O)(O)C)C)O)O

InChI

1S/C41H79N3O12/c1-15-17-42-22-41(50)28(8)53-31(20-39(41,10)51-14)55-33-25(5)35(56-37-32(45)29(44(12)13)18-24(4)52-37)38(9,48)19-23(3)21-43-27(7)34(46)40(11,49)30(16-2)54-36(47)26(33)6/h23-35,37,42-43,45-46,48-50H,15-22H2,1-14H3/t23-,24-,25+,26-,27-,28+,29+,30-,31+,32-,33+,34-,35-,37+,38-,39-,40-,41+/m1/s1

InChI key

GUARTUJKFNAVIK-QPTWMBCESA-N

Biochem/physiol Actions

Tulathromycin A is a macrolide antibiotic. It binds to the subunit 50S of the bacterial ribosome, interfering with bacterial protein synthesis.
Tulathromycin is a triamilide antimicrobial, which is structurally similar to the di-basic azalide antibiotic azithromycin. It is used to treat bovine and swine bacterial respiratory diseases.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317 - H319 - H412

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nigel A Evans
Veterinary therapeutics : research in applied veterinary medicine, 6(2), 83-95 (2005-08-12)
Tulathromycin is a novel triamilide antimicrobial that has been approved for use in the treatment and prevention of bovine respiratory disease and the treatment of swine respiratory disease in the European Union and the United States. The agent penetrates gram-negative
Nicolas Villarino et al.
Veterinary journal (London, England : 1997), 198(2), 352-357 (2013-11-26)
Tulathromycin is the first and only member of the triamilide sub-class of macrolides that is used therapeutically and has been registered in more than 30 countries across America, Europe, Oceania and Asia. The discovery of tulathromycin and its registration in
Qiaoyi Zhou et al.
Frontiers in pharmacology, 8, 392-392 (2017-07-14)
Tulathromycin, a macrolide antibiotic, is used for the treatment of respiratory disease in cattle and swine. The aim of our study was to investigate the
Haihong Hao et al.
Frontiers in microbiology, 7, 477-477 (2016-04-20)
To evaluate microbiological safety of tulathromycin on human intestinal bacteria, tulathromycin (0, 0.1, 1, 10, and 100 μg/mL) was added into Chemostats. Before and after drug exposure, we monitored (1) population, SCFA products, antimicrobial resistance, and colonization resistance of gut
Diana Gáler et al.
Journal of agricultural and food chemistry, 52(8), 2179-2191 (2004-04-15)
Tulathromycin is a novel member of the triamilide class of antibiotics that was developed as a safe and effective single-dose treatment of bovine and porcine respiratory disease. An accurate and precise analytical method was developed for the extraction and measurement
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