MedKoo Cat#: 573594 | Name: Tylvalosin free base

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tylvalosin is a macrolide antibiotic. It is active against S. aureus, E. coli, and P. multocida (MICs = 2, 128, and 128 µg/ml, respectively). Tylvalosin (5 and 10 µg/ml) reduces LPS-induced production of pro-inflammatory cytokines, prostaglandin E2 (PGE2), and nitric oxide in RAW 264.7 cells. It reduces the severity of lung lesions in pigs infected with M. hyopneumoniae and P. multocida when administered at a dose of 10 mg/kg per day in the drinking water. Formulations containing tylvalosin have been used in the treatment and metaphylaxis of enzootic pneumonia caused by M. hyopneumoniae in pigs.

Chemical Structure

Tylvalosin free base
Tylvalosin free base
CAS#63409-12-1 (free base)

Theoretical Analysis

MedKoo Cat#: 573594

Name: Tylvalosin free base

CAS#: 63409-12-1 (free base)

Chemical Formula: C53H87NO19

Exact Mass: 1041.5872

Molecular Weight: 1042.27

Elemental Analysis: C, 61.08; H, 8.41; N, 1.34; O, 29.17

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Related CAS #
63428-13-7 (tartrate) 63409-12-1 (free base) 63428-14-8 (HCl) 1453840-14-6 (phosphate)
Synonym
Aivlosin, Tylvalosin ; Acetylisovaleryltylosin;
IUPAC/Chemical Name
(4R,5S,6S,7R,9R,11E,13E,15R,16R)-15-(((6-Deoxy-2,3-di-O-methyl-beta-D-allopyranosyl)oxy)methyl)-6-((3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-4-O-(3-methylbutanoyl)-alpha-L-ribo-hexopyranosyl)-3-(dimethylamino)-beta-D-glucopyranosyl)oxy)-16-ethyl-5,9,13-trimethyl-2,10-dioxo-7-(2-oxoethyl)oxacyclohexadeca-11,13-dien-4-yl acetate
InChi Key
KCJJINQANFZSAM-HZDSEHBESA-N
InChi Code
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
SMILES Code
CC(O[C@H]1[C@@H]([C@@H](O[C@H]2[C@H](O)[C@@H](N(C)C)[C@@H]([C@@H](C)O2)O[C@@H]3O[C@H]([C@@H]([C@@](O)(C)C3)OC(CC(C)C)=O)C)[C@@H](CC=O)C[C@@H](C)C(/C=C/C(C)=C/[C@H](CO[C@@H]4O[C@@H]([C@@H](O)[C@@H](OC)[C@H]4OC)C)[C@@H](CC)OC(C1)=O)=O)C)=O
Appearance
Solid powder
Purity
80 % (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,042.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Moges R, De Lamache DD, Sajedy S, Renaux BS, Hollenberg MD, Muench G, Abbott EM, Buret AG. Anti-Inflammatory Benefits of Antibiotics: Tylvalosin Induces Apoptosis of Porcine Neutrophils and Macrophages, Promotes Efferocytosis, and Inhibits Pro-Inflammatory CXCL-8, IL1α, and LTB(4) Production, While Inducing the Release of Pro-Resolving Lipoxin A(4) and Resolvin D1. Front Vet Sci. 2018 Apr 11;5:57. doi: 10.3389/fvets.2018.00057. eCollection 2018. PubMed PMID: 29696149; PubMed Central PMCID: PMC5905233. 2: Pallarés FJ, Lasa C, Roozen M, Ramis G. Use of tylvalosin in the control of porcine enzootic pneumonia. Vet Rec Open. 2015 Jun 30;2(1):e000079. doi: 10.1136/vetreco-2014-000079. eCollection 2015. PubMed PMID: 26392896; PubMed Central PMCID: PMC4567154. 3: Zhao Z, Tang X, Zhao X, Zhang M, Zhang W, Hou S, Yuan W, Zhang H, Shi L, Jia H, Liang L, Lai Z, Gao J, Zhang K, Fu L, Chen W. Tylvalosin exhibits anti-inflammatory property and attenuates acute lung injury in different models possibly through suppression of NF-κB activation. Biochem Pharmacol. 2014 Jul 1;90(1):73-87. doi: 10.1016/j.bcp.2014.04.015. Epub 2014 Apr 30. PubMed PMID: 24792436.