Compound: Virginiamycin S1
SMILES: O=C1O[C@@H]([C@H](NC(=O)c2ncccc2O)C(=O)N[C@@H](C(=O)N3[C@@H](CCC3)C(N([C@H](C(N4[C@H](C(N[C@H]1c5ccccc5)=O)CC(=O)CC4)=O)Cc6ccccc6)C)=O)CC)C
InChIKey: FEPMHVLSLDOMQC-IYPFLVAKSA-N
Synonyms: Virginiamycin S1, Staphylomycin S, 23152-29-6, Staphylomycin S1, Virginiamycin factor S, Virginiamycin factor S1, J91D5GN5AT, DTXSID0046856, CHEBI:46416, DTXCID501021676, NSC-177858, N-[(3S,6S,12R,15S,16R,19S,22S)-3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl]-3-hydroxypyridine-2-carboxamide, N-((3S,6S,12R,15S,16R,19S,22S)-3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo(20.4.0.06,10)hexacosan-15-yl)-3-hydroxypyridine-2-carboxamide, RefChem:194440, 245-462-6, ANTIBIOTIC 1754Z3B, NSC177858, N-((3-Hydroxy-2-pyridinyl)carbonyl)-L-threonyl-D-alpha-aminobutyryl-L-prolyl-N-methyl-L-phenylalanyl-4-oxo-L-pipecoloyl-L-2-phenylglycine rho-lactone, N-(3-Hydroxypicolinoyl)-L-threonyl-D-alpha-aminobutyryl-L-prolyl-N-methyl-L-phenylalanyl-4-oxo-L-pipecoloyl-L-2-phenylglycine rho-lactone, N-[(6R,9S,10R,13S,15AS,22S,24AS)-22-BENZYL-6-ETHYL-10,23-DIMETHYL-5,8,12,15,17,21,24-HEPTAOXO-13-PHENYLDOCOSAHYDRO-12H-PYRIDO[2,1-F]PYRROLO[2,1-L][1,4,7,10,13,16]OXAPENTAAZACYCLONONADECIN-9-YL]-3-HYDROXYPYRIDINE-2-CARBOXAMIDE, UNII-J91D5GN5AT, VirginiamycinS1, Staphylomycin S,, NCGC00181117-01, EINECS 245-462-6, NSC 177858, Dihydrovirginiamycin S1, Virginiamycin S1 100 microg/mL in Acetonitrile, VIRGINIAMYCIN S1 [MI], orb1989708, CHEMBL1236684, SCHEMBL16940059, SCHEMBL29885219, GTPL13755, FEPMHVLSLDOMQC-IYPFLVAKSA-N, GLYCINE, N-((3-HYDROXY-2-PYRIDINYL)CARBONYL)-L-THREONYL-D-2-AMINOBUTANOYL-L-PROLYL-N-METHYL-L-PHENYLALANYL-4-OXO-L-2-PIPERIDINECARBONYL-L-2-PHENYL-, .RHO.-LACTONE, HY-N6680, Tox21_112728, MSK7031-100M, Virginiamycin S1, >=99% (HPLC), AKOS032945967, MSK7031-1000M, DB04805, E711, CAS-23152-29-6, CS-0088760, NS00011660, Virginiamycin S1 Solution in Methanol, 100ug/mL, Q7934724, Virginiamycin S1 Solution in Methanol, 1000ug/mL, N-((3-HYDROXY-2-PYRIDINYL)CARBONYL)-L-THREONYL-D-2-AMINOBUTANOYL-L-PROLYL-N-METHYL-L-PHENYLALANYL-4-OXO-L-2-PIPERIDINECARBONYL-L-2-PHENYLGLYCINE .RHO.-LACTONE
Theoretical properties:
molecular_formula: C43H49N7O10
molecular_weight: 823.9 g/mol
exact_mass: 823.35409079 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 6
heavy_atom_count: 60
topological_polar_surface_area: 225 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Virginiamycin S1 is a cyclodepsipeptide that is N-(3-hydroxypicolinoyl)-L-threonyl-D-alpha-aminobutyryl-L-prolyl-N-methyl-L-phenylalanyl-4-oxo-L-pipecoloyl-L-2-phenylglycine in which the carboxy group of the 2-phenylglycine moiety has undergone formal intramolecular condensation with the hydroxy group of the N-(3-hydroxypicolinoyl)-L-threonyl to give the corresponding 19-membered ring lactone. It is one of the two major components of the antibacterial drug virginiamycin, produced by Streptomyces virginiae, S. loidensis, S. mitakaensis, S. pristina-spiralis, S. ostreogriseus, and others. It has a role as an antibacterial drug and a bacterial metabolite. It is a macrolide antibiotic and a cyclodepsipeptide.", "chebi": "A cyclodepsipeptide that is <em>N</em>-(3-hydroxypicolinoyl)-<small>L</small>-threonyl-<small>D</small>-\u03b1-aminobutyryl-<small>L</small>-prolyl-<em>N</em>-methyl-<small>L</small>-phenylalanyl-4-oxo-<small>L</small>-pipecoloyl-<small>L</small>-2-phenylglycine in which the carboxy group of the 2-phenylglycine moiety has undergone formal intramolecular condensation with the hydroxy group of the <em>N</em>-(3-hydroxypicolinoyl)-<small>L</small>-threonyl to give the corresponding 19-membered ring lactone. It is one of the two major components of the antibacterial drug virginiamycin, produced by <em>Streptomyces virginiae, S. loidensis, S. mitakaensis, S. pristina-spiralis, S. ostreogriseus,</em> and others.", "chembl": "VIRGINIAMYCIN FACTOR S is a protein listed in the ChEMBL database and has reached clinical trial phase -1.0.", "wikipedia": "Virginiamycin is a streptogramin antibiotic similar to pristinamycin and quinupristin/dalfopristin. It is a combination of pristinamycin IIA (virginiamycin M1) and virginiamycin S1. Virginiamycin is used in the fuel ethanol industry to prevent microbial contamination.  It is also used in agriculture, specifically in livestock, to accelerate the growth of the animals and to prevent and treat infections.  Antibiotics also save as much as 30% in feed costs among young swine, although the savings fade as pigs get older, according to a USDA study."}