Compound: Pleuromutilin
SMILES: O=C1[C@H]2[C@@]3([C@H](OC(=O)CO)C[C@](C=C)(C)[C@H]([C@@H]([C@]2(CC[C@H]3C)CC1)C)O)C
InChIKey: ZRZNJUXESFHSIO-BKUNHTPHSA-N
Synonyms: Pleuromutilin, Drosophilin B, 125-65-5, PLEUROMULIN, Mutilin 14-glycolate, Pleuromulina, Pleuromuline, Antibiotic A 40104C, Pleuromulinum, 3DE4A80MZ1, DTXSID9048720, 14-Deoxy-14-((hydroxyacetyl)oxy)mutilin, BC-757, NSC-121145, DTXCID501079582, [(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-hydroxyacetate, Acetic acid, hydroxy-, 6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester, (3aS-(3aalpha,4beta,5alpha,6alpha,8beta,9alpha,9abeta,10S*))-, Glycolic acid 8-ester with octahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-6-vinyl-3a,9-propano-3aH-cyclopentacycloocten-1(4H)-one, ((1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo(5.4.3.01,8)tetradecanyl) 2-hydroxyacetate, RefChem:174883, 204-747-5, Octahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-6-vinyl-3a,9-propano-3aH-cyclopenta-cycloocten-1(4H)-one 8-glycolate, (+)-pleuromutilin, Pleuromulin [INN], Drosopholin B, Glycolic acid, 8-ester with mutilin, BC 757, (3aR,4R,5R,7S,8S,9R,9aS,12R)-8-Hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl 2-hydroxyacetate, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-Ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl Hydroxyacetate (Pleuromutilin), Antibiotic BC 757, Pleuromuline [INN-French], Pleuromulinum [INN-Latin], Pleuromulina [INN-Spanish], UNII-3DE4A80MZ1, EINECS 204-747-5, Valnemulin impurity E, NSC 121145, A 4014C, Pleuromutilin, >=95%, PLEUROMUTILIN [MI], Valnemulin impurity E CRS, EC 204-747-5, orb1307865, CHEMBL3989485, SCHEMBL16947239, GTPL12935, GLXC-19169, PLEUROMUTILIN [USP IMPURITY], Tox21_113131, MSK000173, Pleuromulin; Tiamulin EP Impurity G, AKOS032946430, EBC-616447, CAS-125-65-5, SY348463, VALNEMULIN HYDROCHLORIDE IMPURITY E [EP IMPURITY], (1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0,1,8]tetradecan-6-yl 2-hydroxyacetate, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-Ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl Hydroxyacetate, Tiamulin Hydrogen Fumarate Imp. G,Tiamulin Hydrogen Fumarate Imp. G (EP), Tiamulin Imp. G (EP), Valnemulin Imp. E (EP), Pleuromutilin, Retapamulin related, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-Ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopentacycloocten-8-yl Hydroxyacetate,Tiamulin Hydrogen Fumarate Imp. G (EP), Retapamulin related, Pleuromutilin, Tiamulin Hydrogen Fumarate Imp. G, Tiamulin Imp. G (EP), Valnemulin Imp. E (EP), (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-Ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propanocyclopenta[8]annulen-8-yl hydroxyacetate, (3aS,4R,5S,6S,8R,9R,9aR,10R)6-ethenyl-5-hydroxy-4,6,9,10-tetramethyl-1-oxodecahydro-3a,9-propano-3aH-cyclopenta[8]annulen-8-yl 2-hydroxyacetate, ACETIC ACID, 2-HYDROXY-, (3AS,4R,5S,6S,8R,9R,9AR,10R)-6-ETHENYLDECAHYDRO-5-HYDROXY-4,6,9,10-TETRAMETHYL-1-OXO-3A,9-PROPANO-3AH-CYCLOPENTACYCLOOCTEN-8-YL ESTER, ACETIC ACID, HYDROXY-, (3AS,4R,5S,6S,8R,9R,9AR,10R)-6-ETHENYLDECAHYDRO-5-HYDROXY-4,6,9,10-TETRAMETHYL-1-OXO-3A,9-PROPANO-3AH-CYCLOPENTACYCLOOCTEN-8-YL ESTER, ACETIC ACID, HYDROXY-, 6-ETHENYLDECAHYDRO-5-HYDROXY-4,6,9,10-TETRAMETHYL-1-OXO-3A,9-PROPANO-3AH-CYCLOPENTACYCLOOCTEN-8-YL ESTER, (3AS-(3A.ALPHA.,4.BETA.,5.ALPHA.,6.ALPHA.,8.BETA.,9.ALPHA.,9A.BETA.,10S*))-, Glycolic acid, 8-ester with octahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-6-vinyl-3a,9-propano-3aH-cyclopentacycloocten-1(4H)-one
Theoretical properties:
molecular_formula: C22H34O5
molecular_weight: 378.5 g/mol
exact_mass: 378.24062418 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 4
heavy_atom_count: 27
topological_polar_surface_area: 83.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
chembl: PLEUROMULIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Pleuromutilin and its derivatives are antibacterial drugs that inhibit protein synthesis in bacteria by binding to the peptidyl transferase component of the 50S subunit of ribosomes.
This class of antibiotics includes the licensed drugs lefamulin (for systemic use in humans), retapamulin (approved for topical use in humans), valnemulin and tiamulin (approved for use in animals) and the investigational drug azamulin.