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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
Molecular Weight:
590.79
MDL Number:
MFCD00242774
MOL File:
25999-31-9.mol
MSDS File:
SDS
Last updated:2024-03-16 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
FDA 21 CFR 556.347; 558.311; 558.4
FDA UNII W7V2ZZ2FWB

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 price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 15505 Lasalocid ≥98% 25999-31-9 5mg $171 2024-03-01 Buy
Cayman Chemical 15505 Lasalocid ≥98% 25999-31-9 25mg $634 2024-03-01 Buy
Usbiological 453557 Lasalocid 25999-31-9 5mg $523 2021-12-16 Buy
Usbiological L1381 Lasalocid A 25999-31-9 500ul $393 2021-12-16 Buy
ChemScene CS-4627 Lasalocid >98.0% 25999-31-9 50mg $450 2021-12-16 Buy
Product number Packaging Price Buy
15505 5mg $171 Buy
15505 25mg $634 Buy
453557 5mg $523 Buy
L1381 500ul $393 Buy
CS-4627 50mg $450 Buy

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 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.

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.

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

Global( 49)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
AFINE CHEMICALS LIMITED
+86-0571-85134551 info@afinechem.com China 15396 58
BOC Sciences
16314854226; +16314854226 inquiry@bocsci.com United States 19743 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33350 58
Aladdin Scientific
+1-+1(833)-552-7181 sales@aladdinsci.com United States 52927 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131980 58
Haoyuan Chemexpress Co., Ltd. 021-58950125 info@chemexpress.com China 7553 61
MedChemexpress LLC 021-58955995 sales@medchemexpress.cn United States 4863 58
Alta Scientific Co., Ltd. 022-6537-8550 15522853686 sales@altasci.com.cn China 4515 55
Beijing Jin Ming Biotechnology Co., Ltd. 010-60605840 18892239720 psaitong@jm-bio.com China 12308 58
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