ChemicalBook > CAS DataBase List > Lasalocid

Lasalocid

Product Name
Lasalocid
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
Formula Weight
590.79
MOL File
25999-31-9.mol
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Lasalocid Property

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
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Safety

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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
15505
Product name
Lasalocid
Purity
≥98%
Packaging
5mg
Price
$171
Updated
2024/03/01
Cayman Chemical
Product number
15505
Product name
Lasalocid
Purity
≥98%
Packaging
25mg
Price
$634
Updated
2024/03/01
Usbiological
Product number
453557
Product name
Lasalocid
Packaging
5mg
Price
$523
Updated
2021/12/16
Usbiological
Product number
L1381
Product name
Lasalocid A
Packaging
500ul
Price
$393
Updated
2021/12/16
ChemScene
Product number
CS-4627
Product name
Lasalocid
Purity
>98.0%
Packaging
50mg
Price
$450
Updated
2021/12/16
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Lasalocid Chemical Properties,Usage,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.

Uses

Lasalocid is an anticancer supplement agent comprising of polyether antibiotic for treating brain tumors, also inhibits mitochondrial GPD2 activity and elicits anti-proliferative effects on cancer cells.

Definition

ChEBI: Lasalocid is a polyether antibiotic used for prevention and treatment of coccidiosis in poultry. It has a role as a coccidiostat, a bacterial metabolite and an ionophore. It is a monohydroxybenzoic acid, a beta-hydroxy ketone, a secondary alcohol, a member of oxolanes, a monocarboxylic acid, a member of oxanes, a tertiary alcohol and a polyether antibiotic. It is a conjugate acid of a lasalocid(1-).

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.

in vitro

a previous study was conducted to compare effects of the combined use of lasalocid and silybin in chicken hepatoma cells and rat myoblasts cell lines cultures. results showed that in all performed tests, the lowest lasalocid ec50-values were obtained for chicken hepatocytes. in the rat myoblasts cultures, the lowest lasalocid ec50-values were found. moreover, a lack of silybin cytotoxic effect was proven for the studied cell lines. an interaction between both substances resulted in a great decrease of lasalocid cytotoxicity. the isobolograms and combination index indicated a significant antagonistic nature of silybin effect in the course of lasalocid cytotoxicity [1].

in vivo

in a animal study, chickens 8 or 9 days old were given a completely purified crystalline amino acid diet. results showed that the requirement for sulphur-containing amino acids (saa) was neither increased nor decreased by lasalocid at 125 mg/kg diet. moreover, lasalocid could cause a significant increase in gain and gain/feed intake when added to diets that were deficient in saa, but it led to a marked decrease in performance when added to diets adequate in saa. in addition, at moderate levels of saa deficiency, lasalocid at 125 mg/kg could neither increase nor decrease the rate and efficiency of weight gain and there was no evidence of the saa x lasalocid interaction when lasalocid was given in a typical starter diet of maize and soya [2].

References

[1] radko, l. ,cybulski, w., and rzeski, w. the protective effect of silybin against lasalocid cytotoxic exposure on chicken and rat cell lines. biomed.res.int. 2013, 1-8 (2013).
[2] willis gm, baker dh. lasalocid-sulfur amino acid interrelationship in the chick. poult sci. 1980 nov;59(11):2538-43.

Lasalocid Preparation Products And Raw materials

Raw materials

Preparation Products

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Lasalocid Suppliers

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25999-31-9, LasalocidRelated Search:


  • 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