1.0 2018-12-04 20:29:17 UTC 2020-06-04 20:43:52 UTC BMDB0063638 BMDB63638 Lincomycin Lincomycin is an antibiotic produced by Streptomyces lincolnensis var. lincolnensis. It has been used in the treatment of staphylococcal, streptococcal, and Bacteroides fragilis infections (PubChem). Lincomycin inhibits protein synthesis in susceptible bacteria by binding to the 50S subunits of bacterial ribosomes and preventing peptide bond formation upon transcription. It is usually considered bacteriostatic, but may be bactericidal in high concentrations or when used against highly susceptible organisms. LCM Lincomycine Lincomyocin Epilincomycin Hemihydrate lincomycin monohydrochloride Lincocin Lincolnensin Lincomycin a Lincomycin hydrochloride Lincomycin monohydrochloride Lincomycin monohydrochloride, (2S-cis)-isomer Lincomycin monohydrochloride, (L-threo)-isomer Lincomycin monohydrochloride, hemihydrate Lincomycin, (2S-cis)-isomer Lincomycin, (L-threo)-isomer C18H34N2O6S 406.537 406.21375752 (4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide lincomycin 154-21-2 [H][C@@]1(O[C@]([H])([C@H](NC(=O)C2C[C@@H](CCC)CN2C)[C@@H](C)O)[C@H](O)[C@H](O)[C@H]1O)SC InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11?,12-,13+,14-,15-,16-,18-/m1/s1 OJMMVQQUTAEWLP-ISVUEQNNSA-N belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Proline and derivatives Alpha amino acid amides Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Monosaccharides Monothioacetals N-alkylpyrrolidines Organic oxides Organopnictogen compounds Oxacyclic compounds Oxanes Polyols Pyrrolidinecarboxamides Secondary alcohols Secondary carboxylic acid amides Sulfenyl compounds Thioglycosides Trialkylamines Alcohol Aliphatic heteromonocyclic compound Alpha-amino acid amide Amine Azacycle Carbonyl group Carboxamide group Glycosyl compound Hydrocarbon derivative Monosaccharide Monothioacetal N-alkylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Oxacycle Oxane Polyol Proline or derivatives Pyrrolidine Pyrrolidine carboxylic acid or derivatives Pyrrolidine-2-carboxamide S-glycosyl compound Secondary alcohol Secondary carboxylic acid amide Sulfenyl compound Tertiary aliphatic amine Tertiary amine Aliphatic heteromonocyclic compounds Solid water_solubility 2.93e+01 g/L logp 0.56 HANSCH,C ET AL. (1995) logp 0.50 ALOGPS logs -1.14 ALOGPS logp -0.32 ChemAxon pka_strongest_acidic 12.37 ChemAxon pka_strongest_basic 7.97 ChemAxon iupac (4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(methylsulfanyl)oxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide ChemAxon average_mass 406.537 ChemAxon mono_mass 406.21375752 ChemAxon smiles [H][C@@]1(O[C@]([H])([C@H](NC(=O)C2C[C@@H](CCC)CN2C)[C@@H](C)O)[C@H](O)[C@H](O)[C@H]1O)SC ChemAxon formula C18H34N2O6S ChemAxon inchi InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11?,12-,13+,14-,15-,16-,18-/m1/s1 ChemAxon inchikey OJMMVQQUTAEWLP-ISVUEQNNSA-N ChemAxon polar_surface_area 122.49 ChemAxon refractivity 102.67 ChemAxon polarizability 43.65 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 20124 Specdb::CMs 40730 Specdb::CMs 162081 Specdb::MsMs 310846 Specdb::MsMs 310847 Specdb::MsMs 310848 Specdb::MsMs 355702 Specdb::MsMs 355703 Specdb::MsMs 355704 Specdb::MsMs 3222085 Specdb::MsMs 3222086 Specdb::MsMs 3222087 Specdb::MsMs 3222088 Specdb::MsMs 3222089 Specdb::MsMs 3222090 Specdb::NmrOneD 13102 Specdb::NmrOneD 13103 Specdb::NmrOneD 13104 Specdb::NmrOneD 13105 Specdb::NmrOneD 13106 Specdb::NmrOneD 13107 Specdb::NmrOneD 13108 Specdb::NmrOneD 13109 Specdb::NmrOneD 13110 Specdb::NmrOneD 13111 Specdb::NmrOneD 13112 Specdb::NmrOneD 13113 Specdb::NmrOneD 13114 Specdb::NmrOneD 13115 Specdb::NmrOneD 13116 Specdb::NmrOneD 13117 Specdb::NmrOneD 13118 Specdb::NmrOneD 13119 Specdb::NmrOneD 13120 Specdb::NmrOneD 13121 Milk 0.19 uM 90 samples from local markets or slaughterhouse Cristina Juan, Juan Carlos Moltó, Jordi Mañes, Guillermina Font. Determination of macrolide and lincosamide antibiotics by pressurised liquid extraction and liquid chromatography-tandem mass spectrometry in meat and milk. Volume 21, Issue 12, Supplement, December 2010, Pages 1703-1709 FDB097405 570892 656509 6472 C06812 C00017955 Lincomycin Cristina Juan, Juan Carlos Moltó, Jordi Mañes, Guillermina Font. Determination of macrolide and lincosamide antibiotics by pressurised liquid extraction and liquid chromatography-tandem mass spectrometry in meat and milk. Volume 21, Issue 12, Supplement, December 2010, Pages 1703-1709