Tyrothricin

Category	Influenza Virus
CAS	1404-88-2
Description	Tyrothricin is a mixture of antibiotics isolated from Bacillus brevis.

Quotation Now

Product Information

Synonyms	Bactralycin; Dermotricine; Hydrotricine; Coltirot; Martricin
IUPAC Name	3-[(3R,6S,9S,12S,15S,17S,20S,22R,25S,28S)-20-(2-amino-2-oxoethyl)-9-(3-aminopropyl)-3,22,25-tribenzyl-15-[(4-hydroxyphenyl)methyl]-6-(2-methylpropyl)-2,5,8,11,14,18,21,24,27-nonaoxo-12-propan-2-yl-1,4,7,10,13,16,19,23,26-nonazabicyclo[26.3.0]hentriacontan-17-yl]propanoic acid
Molecular Weight	1228.4
Molecular Formula	C65H85N11O13
Canonical SMILES	CC(C)CC1C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)C(NC(=O)C(NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCN)C(C)C)CC3=CC=C(C=C3)O)CCC(=O)O)CC(=O)N)CC4=CC=CC=C4)CC5=CC=CC=C5)CC6=CC=CC=C6
InChI	InChI=1S/C65H85N11O13/c1-38(2)32-49-60(84)74-52(36-42-20-12-7-13-21-42)65(89)76-31-15-23-53(76)63(87)73-51(34-41-18-10-6-11-19-41)61(85)70-47(33-40-16-8-5-9-17-40)57(81)48(37-54(67)78)71-59(83)46(28-29-55(79)80)68-50(35-43-24-26-44(77)27-25-43)62(86)75-56(39(3)4)64(88)69-45(22-14-30-66)58(82)72-49/h5-13,16-21,24-27,38-39,45-53,56,68,77H,14-15,22-23,28-37,66H2,1-4H3,(H2,67,78)(H,69,88)(H,70,85)(H,71,83)(H,72,82)(H,73,87)(H,74,84)(H,75,86)(H,79,80)/t45-,46-,47+,48-,49-,50-,51-,52+,53-,56-/m0/s1
InChIKey	NLJVXZFCYKWXLH-DXTIXLATSA-N
Boiling Point	1516.6°C at 760 mmHg
Flash Point	871°C
Purity	>95%
Density	1.32 g/cm3
Solubility	Soluble in ethanol, methanol, DMF, DMSO
Appearance	White Solid
Storage	Store at -20°C
Complexity	2390
Exact Mass	1227.63283181
Index Of Refraction	1.635
In Vitro	Tyrothricin is a mixture of polypeptides, consisting of 50%-70% tyrocidines and 25%-50% gramicidins. The group of tyrocidines is basic, cyclic peptides, whereas the fraction of gramicidins is neutral, linear peptides. Besides physiological and essential L-amino acids, the components of Tyrothricin also contain D-amino acids. Tyrothricin is produced by the gram-positive aerobic sporeforming bacterium Bacillus brevis (Strain ATCC 8185) during its sporulation phase via the nonribosomal pathway. The efficacy spectrum of Tyrothricin mainly covers gram-positive but also several gram-negative bacteria. Corynebacteria and staphylococci show a broader range of Tyrothricin concentrations for inhibition (2-256 μg/mL). In contrast to the gramicidin fraction alone, Tyrothricin is able to inhibit all Staphylococcus strains at a maximum concentration of 128 μg/mL. Among the gram-negative organisms, gonococci and meningococci were the most sensitive germs (96 μg/mL) Tyrothricin exerts fungicidal effects on a variety of Candida species.Tyrothricin shows an anti-infectious activity against parainfluenza virus (type Sendai).
In Vivo	In animal models using HSV type 1, a pre-incubation of the virus suspension with Tyrothricin could significantly decrease the lethality in mice. The effect could only be shown after a direct contact between Tyrothricin and the virus. Nevertheless disruption of the integrity of eukaryotic membranes is observed at higher Tyrothricin concentrations in vitro. This effect is exemplified as hemolytic activity of Tyrothricin in in vitro studies and when applied to animals i.v.. In contrast to an intravenous (LD50 mouse: 3,7 mg/kg) and an intraperitoneal (LD50 mouse: 20-45 mg/kg) application the oral application is very well tolerated, as Tyrothricin is destroyed in the gastro-intestinal tract.
PSA	379.75
Target	Bacterial; Fungal; Influenza Virus
Vapor Pressure	0mmHg at 25°C
XLogP3-AA	1.9