Lasalocid

Lasalocid Structure
CAS No.
25999-31-9
Chemical Name:
Lasalocid
Synonyms
Lasalocid;Aids003766;Lasalocid A;Aids-003766;Ionophore X-537A;Antibiotic X-537A;X 537A, Lasalocid A;Nsc243046 (sodium salt);25999-20-6 (Sodium salt);6-{7-[(5S)-5-((6S,5R)-5-Ethyl-5-hydroxy-6-methylperhydro-2H-pyran-2-yl)-5-ethyl-3-methyloxolan-2-yl](4S,5S,3R,7R)-4-hydroxy-3,5-dimethyl-6-oxononyl}-2-hydroxy-3-methylbenzoic acid
CBNumber:
CB5875179
Molecular Formula:
C34H54O8
Molecular Weight:
590.79
MOL File:
25999-31-9.mol
MSDS File:
SDS
Modify Date:
2024/3/16 16:47:38

Lasalocid Properties

Melting point 110-114°; mp 100-109° (unsharp)
alpha D25 -7.55° (methanol)
Boiling point 735.7±60.0 °C(Predicted)
Density 1.119±0.06 g/cm3(Predicted)
storage temp. -20°C Freezer, Under inert atmosphere
solubility Acetonitrile,(Slightly), Methanol (Slightly, Sonicated)
form Solid
pka 3.15±0.39(Predicted)
color White to Off-White

SAFETY

Risk and Safety Statements

Toxicity LD50 in mice (mg/kg): 40 i.p. (Berger); also reported as LD50 in mice (mg/kg): 146 orally, 64 i.p., J. W. Westley, "Antibiotics (Polyether)" in Kirk-Othmer Encyclopedia of Chemical Technology Vol. 3 (Interscience, New York, 3rd ed., 1978) p 61

Lasalocid Chemical Properties,Uses,Production

Description

Lasalocid is an ionophore antibiotic isolated from certain Streptomyces sp. and used in veterinary practice as a coccidiostat for gastrointestinal parasites. Lasalocid cytotoxicity targets cell metabolism, demonstrating EC50 values in the range of 7-20 μM in viability assays using chicken hepatoma LMH cells and rat myoblast L6 cells.

Uses

Lasalocid is a polyether ionophore with potent antibacterial activity isolated from Streptomyces lasaliensis, first reported in 1951. Lasalocid was developed as an animal health product for treatment of coccidia. Lasalocid is able to form neutral complexes with monovalent and divalent cations and transport the ions through apolar phase (including lipid bilayer membranes). Interestingly, lasalocid can also transport larger organic cations, e.g. protonated dopamine.

brand name

Avatec [as sodium] [Veterinary] (Hoffmann-LaRoche); Bovatec [as sodium] [Veterinary] (Hoffmann-LaRoche).

General Description

Lasalocid is one of the polyether ionophore antibiotics and was found in the culture broth of Streptomyces lasaliensis by Hoffmann-La Roche in 195. It shows activity against gram-positive bacteria, including Mycobacterium and Streptomyces, and also against anaerobic bacteria, but it has no activity against gramnegative bacteria or fungi. Lasalocid also shows strong anticoccidial activity, and it stimulates propionic acid formation in the rumen. It is used for prophylaxis and for therapy of coccidial infections in poultry and as a feed additive for growth promotion in cattle.

Lasalocid Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 49)Suppliers
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CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
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Energy Chemical 021-58432009 400-005-6266 China 44843 58 Inquiry
Lasalocid Lasalocid A 25999-20-6 (Sodium salt) 6-{7-[(5S)-5-((6S,5R)-5-Ethyl-5-hydroxy-6-methylperhydro-2H-pyran-2-yl)-5-ethyl-3-methyloxolan-2-yl](4S,5S,3R,7R)-4-hydroxy-3,5-dimethyl-6-oxononyl}-2-hydroxy-3-methylbenzoic acid Aids003766 Aids-003766 Nsc243046 (sodium salt) X 537A, Lasalocid A [2R-[2alpha[2S*(3R*,4S*,5S*,7R*)3S*,5S*],5alpha,6beta]]-6-[7-[5-ethyl-5-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)tetrahydro-3-methyl-2-furyl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-3-methylsalicylic acid Benzoic acid, 6-(3R,4S,5S,7R)-7-(2S,3S,5S)-5-ethyl-5-(2R,5R,6S)-5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yltetrahydro-3-methyl-2-furanyl-4-hydroxy-3,5-dimethyl-6-oxononyl-2-hydroxy-3-methyl- Ionophore X-537A Antibiotic X-537A 25999-31-9