Compound: lasalocid
SMILES: O=C(O)c1c(O)c(ccc1CC[C@H]([C@H](O)[C@@H](C(=O)[C@@H]([C@H]2O[C@@]([C@@H]3O[C@H]([C@@](O)(CC)CC3)C)(CC)C[C@@H]2C)CC)C)C)C
InChIKey: BBMULGJBVDDDNI-OWKLGTHSSA-N
Synonyms: lasalocid, Lasalocid A, 25999-31-9, Lasalocide, Lasalocido, Antibiotic X 537A, Lasalocidum, Ionophore X 537A, X 537A, W7V2ZZ2FWB, RO-2-2985, Ro-22985, NSC-243048, DTXSID9048485, CHEBI:92181, NSC243048, 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-, 6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoic acid, 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-(2alpha(2S*(3R*,4S*,5S*,7R*),3S*,5S*),5alpha,6beta))-, X537A, Crystalyx Iono-Lyx, 6-((3R,4S,5S,7R)-7-((2S,3S,5S)-5-ethyl-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl)-3-methyloxolan-2-yl)-4-hydroxy-3,5-dimethyl-6-oxononyl)-2-hydroxy-3-methylbenzoic acid, RefChem:56938, MoorMan's Cattle Minerals BT, DTXCID5028459, Ro 22985, Ro 2 2985, Purina Sugar Mag Block 1440 BVT Medicated Mineral Block, Avatec, Bovatec 150 FP, Bovatec 68 Type A Medicated Article, Bovatec 91, Bovatec Liquid 20 (liquid Type A Article), 11054-70-9, Ro 2-2985, X-537A, Lasalocide A, 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-[2a[2S*(3R*,4S*,5S*,7R*),3S*,5S*],5a,6b]]-, 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, Benzoic acid, 6-(7(R)-(5(S)-Ethyl-5-(5(R)-ethyltetrahydro-5-hydroxy-6(S)-methyl-2H-pyran-2(R)-yl)tetrahydro-3(S)-methyl-2(S)-furanyl)-4(S)-hydroxy-3(R),5(S)-dimethyl-6-oxononyl)-2-hydroxy-3-methyl-, Lasalocide [INN-French], Lasalocidum [INN-Latin], Lasalocido [INN-Spanish], (1S,9S)-1,5:6,9-Dianhydro-9-[(3R,5S,6S,7R)-9-(2-carboxy-3-hydroxy-4-methylphenyl)-6-hydroxy-5,7-dimethyl-4-oxononan-3-yl]-3,4,7,8-tetradeoxy-6-ethyl-2-C-ethyl-1,8-dimethyl-D-galacto-nonitol, 6-(7(R)-(5(S)-Ethyl-5-(R)-ethyltetrahydro-5-hydroxy-6(S)-methyl-2H-pyran-2(R)-yl)tetrahydro-3(S)-methyl-2(S)-furyl)-4(S)-hydroxy-3(R),5(S)-dimethyl-6-oxononyl)-2,3-cresotic acid, 6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-4-hydroxy-3,5-dimethyl-6-oxo-nonyl]-2-hydroxy-3-methyl-benzoic acid, 6-[(3R,4S,5S,7R)-7-{(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]-3-methyltetrahydrofuran-2-yl}-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoic acid, EINECS 247-401-9, UNII-W7V2ZZ2FWB, NSC 243048, Lasalocid [USAN:INN:BAN], 6-[7(R)-[5(S)-Ethyl-5-(R)-ethyltetrahydro-5-hydroxy-6(S)-methyl-2H-pyran-2(R)-yl)tetrahydro-3(S)-methyl-2(S)-furyl]-4(S)-hydroxy-3(R),5(S)-dimethyl-6-oxononyl]-2,3-cresotic acid, MFCD00242774, LASALOCID [INN], Lasalocid-A;Ionophore X-537A;Antibiotic X-537A, Lasalocid (USAN/INN), LASALOCID [USAN], Prestwick0_000828, Prestwick1_000828, Prestwick2_000828, Prestwick3_000828, LASALOCID A [MI], Lasalocid (X 537 A), LASALOCID [MART.], BSPBio_000755, 6-(7(R)-(5(S)-Ethyl-5-(5(R)-ethyltetrahydro-5-hydroxy-6(S)-methyl-2H-pyran-2(R)-yl)tetrahydro-3(S)-methyl-2(S)-furyl)-4(S)-hydroxy-3(R),5(S)-dimethyl-6-oxononyl)-2,3-cresotic 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-methylbenzoic acid (2R-(2alpha(2S*(3R*,4S*,5S*,7R*),3S*,5S*),5alpha,6beta))-, SCHEMBL259623, SPBio_002676, LASALOCID [GREEN BOOK], BPBio1_000831, CHEMBL145347, MEGxm0_000441, orb1707094, SCHEMBL29420853, ACon0_000529, ACon1_002071, MSK7601, GLXC-10257, HY-B1071, EX-A14953, LMPK09000002, AKOS030526123, CS-4627, DB11423, NCGC00179860-02, (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, 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-methyl-benzoic acid, DA-54800, NS00011831, D04671, F85230, Q3827314, 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, D-galacto-Nonitol, 1,5:6,9-dianhydro-9-C-[(1R,3S,4S,5R)-7-(2-carboxy-3-hydroxy-4-methylphenyl)-1-ethyl-4-hydroxy-3,5-dimethyl-2-oxoheptyl]-3,4,7,8-tetradeoxy-2,6-di-C-ethyl-8-methyl-1-C-methyl-, (1S,9 S)-, NCGC00179860-02!6-[(3R,4S,5S,7R)-7-[(2S,3S,5S)-5-ethyl-5-[(2R,5R,6S)-5-ethyl-5-hydroxy-6-methyloxan-2-yl]-3-methyloxolan-2-yl]-4-hydroxy-3,5-dimethyl-6-oxononyl]-2-hydroxy-3-methylbenzoic acid
Theoretical properties:
molecular_formula: C34H54O8
molecular_weight: 590.8 g/mol
exact_mass: 590.38186868 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 13
heavy_atom_count: 42
topological_polar_surface_area: 134 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Lasalocid is a polyether antibiotic used for prevention and treatment of coccidiosis in poultry. It has a role as an ionophore, a coccidiostat and a bacterial metabolite. It is a monocarboxylic acid, a monohydroxybenzoic acid, a polyether antibiotic, a tertiary alcohol, a member of oxolanes, a secondary alcohol, a member of oxanes and a beta-hydroxy ketone. It is a conjugate acid of a lasalocid(1-).
chebi: A polyether antibiotic used for prevention and treatment of coccidiosis in poultry.
chembl: LASALOCID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Lasalocid is an antibacterial agent and a coccidiostat, which is produced by strains of Streptomyces lasaliensis. It is the drug in the feed additives called Bovatec and Avatec.
Lasalocid is able to make neutral complexes with monovalent and divalent cations and transport them through apolar phase (including lipid bilayer membranes). It can also transport big organic cations like dopamine.
Horses and dogs are very susceptible to the toxic effects of lasalocid, and it should never be administered to non-target species.