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Lasalocid A

Lasalocid A structure

CAS No:
25999-31-9
Formula:
C34H54O8
Chemical Name:
Lasalocid A
Synonyms:
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-yl]tetrahydro-3-methyl-2-furanyl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methyl-;Benzoic acid,6-[7-[5-ethyl-5-(5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)tetrahydro-3-methyl-2-furanyl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methyl-,[2R-[2α[2S*(3R*,4S*,5S*,7R*),3S*,5S*],5α,6β]]-;2,3-Cresotic acid,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]-,(-)-;6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-Ethyl-5-[(2R,5R,6S)-5-ethyltetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]tetrahydro-3-methyl-2-furanyl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoic acid;X 537A;Antibiotic X 537A;Lasalocid A;Ionophore X 537A;Lasalocide A;Lasalocid;Lasalocid acid;CID 5360807;107684-72-0;26934-10-1;37213-87-9;37259-88-4;802620-47-9
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

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-).|Lasalocid is an agent that presents antibacterial and coccidiostat activities. It is produced by strains of Streptomyces lasaliensis.|Cationic ionophore antibiotic obtained from Streptomyces lasaliensis that, among other effects, dissociates the calcium fluxes in muscle fibers. It is used as a coccidiostat, especially in poultry.

Lasalocid A Basic Attributes

Molecular Weight：

590.78800

Exact Mass：

590.79

EC Number：

247-400-3|247-401-9

UNII：

W7V2ZZ2FWB

DSSTox ID：

DTXSID9048485

Characteristics

PSA：

133.52000

XLogP3：

5.84220

Density：

1.119g/cm3

Melting Point：

110-114 °C

Boiling Point：

735.7ºC

Flash Point：

224.8ºC

Vapor Pressure：

1.01E-22mmHg at 25°C

Safety Information

GHS Classification：

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 195 companies from 2 notifications to the ECHA C&L Inventory.|Warning|H316: Causes mild skin irritation [Warning Skin corrosion/irritation]|P264, P280, P305+P351+P338, P332+P313, and P337+P313|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P264, P270, P280, P281, P301+P310, P302+P352, P305+P351+P338, P308+P313, P309+P311, P312, P314, P321, P322, P330, P337+P313, P363, P405, and P501

Drug Information

MeSH：

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)|Agents useful in the treatment or prevention of COCCIDIOSIS in man or animals. (See all compounds classified as Coccidiostats.)|Chemical agents that increase the permeability of biological or artificial lipid membranes to specific ions. Most ionophores are relatively small organic molecules that act as mobile carriers within membranes or coalesce to form ion permeable channels across membranes. Many are antibiotics, and many act as uncoupling agents by short-circuiting the proton gradient across mitochondrial membranes. (See all compounds classified as Ionophores.)

MeSH Entry Terms：

Avatec

Lasalocid A Use and Manufacturing

Use Classification：

Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients|Veterinary Drug -> ANTIMICROBIAL_AGENT; -> JECFA Functional Classes|Polyketides [PK] -> Polyether antibiotics [PK09]|Pharmaceuticals

Food Additive Classes：

Veterinary Drug -> ANTIMICROBIAL_AGENT;

Computed Properties

Molecular Weight:590.8
XLogP3:6.4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:13
Exact Mass:590.38186868
Monoisotopic Mass:590.38186868
Topological Polar Surface Area:134
Heavy Atom Count:42
Complexity:910
Defined Atom Stereocenter Count:10
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes