Products for Research Use Only

Tiamulin

CAT: 0013-GTR19166091-01Size: 1 ml x 10 mM (in DMSO)Dry Ice: NoHazardous: No
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CAT#:0013-GTR19166091-01Size:1 ml x 10 mM (in DMSO)
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Description
Tiamulin is a semisynthetic derivative of the pleuromutilin class of antibiotics. It is widely used in research to study bacterial protein synthesis inhibition, particularly against Mycoplasma and Gram-positive pathogens, in both in vitro and in vivo experimental models.
CAS Number
55297-95-5
Product Name Alternative
Swine, Thiamutilin, Tiamulin, veterinary, Antibiotic, Bacterial, dysentery, enzootic, pneumonia, Inhibitor, inhibit
Field of Research
Infectious Disease & Virology
Purity
99.60% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:5 mg/mL (10.13 mM) ; DMSO:250 mg/mL (506.34 mM) ; Ethanol:2 mg/mL (4.05 mM) ; H2O:11 mg/mL (22.28 mM)
Smiles
[H][C@@]12C (=O) CC[C@]11CC[C@@H] (C) [C@@]2 (C) [C@@H] (C[C@@] (C) (C=C) [C@@H] (O) [C@@H]1C) OC (=O) CSCCN (CC) CC
Molecular Formula
C28H47NO4S
Molecular Weight
493.74
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Tiamulin

Tiamulin is a carbotricyclic compound that is pleuromutilin in which the hydroxyacetate group is replaced by a 2-{[2-(diethylamino)ethyl]sulfanyl}acetate group. An antibacterial drug, tiamulin is used in veterinary medicine (generally as its hydrogen fumarate salt) for the treatment of swine dysentery caused by Serpulina hyodysenteriae. It has a role as an antibacterial drug. It is an organic sulfide, a carboxylic ester, a secondary alcohol, a carbotricyclic compound, a cyclic ketone, a tertiary amino compound, a tetracyclic diterpenoid and a semisynthetic derivative. It is functionally related to a Pleuromutilin.

CAS Number55297-95-5
PubChem CID656958
IUPAC Name[(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[2-(diethylamino)ethylsulfanyl]acetate
Molecular FormulaC28H47NO4S
Molecular Weight493.7
XLogP5.6
Topological Polar Surface Area92.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Heavy Atom Count34
Formal Charge0
Complexity770
SMILES
CCN(CC)CCSCC(=O)O[C@@H]1C[C@@]([C@H]([C@@H]([C@@]23CC[C@H]([C@@]1([C@@H]2C(=O)CC3)C)C)C)O)(C)C=C
InChI
InChI=1S/C28H47NO4S/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1
InChIKey
UURAUHCOJAIIRQ-QGLSALSOSA-N
Chemical Structure
2D Structure
2D structure of Tiamulin
CAS: 55297-95-5
CID: 656958
Formula: C28H47NO4S
MW: 493.7
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight493.7
XLogP35.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count10
Exact Mass493.32258015
Monoisotopic Mass493.32258015
Topological Polar Surface Area92.1 Ų
Heavy Atom Count34
Formal Charge0
Complexity770
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes