1.0 2018-12-04 20:29:04 UTC 2020-06-04 20:42:28 UTC BMDB0063636 BMDB63636 Penicillin G Penicillin G is narrow spectrum antibiotic used to treat infections caused by susceptible bacteria. It is a natural penicillin antibiotic that is administered intravenously or intramuscularly due to poor oral absorption. Penicillin G may also be used in some cases as prophylaxis against susceptible organisms. Natural penicillins are considered the drugs of choice for several infections caused by susceptible gram positive aerobic organisms, such as Streptococcus pneumoniae, groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridans group streptococci, and non-penicillinase producing staphylococcus. Aminoglycosides may be added for synergy against group B streptococcus (S. agalactiae), S. viridans, and Enterococcus faecalis. The natural penicillins may also be used as first or second line agents against susceptible gram positive aerobic bacilli such as Bacillus anthracis, Corynebacterium diphtheriae, and Erysipelothrix rhusiopathiae. Natural penicillins have limited activity against gram negative organisms; however, they may be used in some cases to treat infections caused by Neisseria meningitidis and Pasteurella. They are not generally used to treat anaerobic infections. Resistance patterns, susceptibility and treatment guidelines vary across regions. (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 6-(2-Phenylacetamido)penicillanic acid Bencilpenicilina Bensylpenicillin Benzyl benicillin Benzylpenicilline Benzylpenicillinic acid Benzylpenicillinum Free penicillin II PCG PG Benzylpenicillin (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 6-(2-Phenylacetamido)penicillanate Benzylpenicillinate Antibioticos brand OF penicillin g sodium Britannia brand OF penicillin g sodium Or-pen Pekamin Penibiot Pfizerpen Sodipen Van-pen-g Benzylpenicillin potassium CEPA brand OF penicillin g sodium Grünenthal brand OF penicillin g potassium Jenapharm brand OF penicillin g sodium Llorente brand OF penicillin g sodium Medical brand OF penicillin g sodium Normon brand OF penicillin g sodium Penicillin grünenthal Sodium penicillin Ursopen Benpen Coliriocilina Ern brand OF penicillin g sodium Lakeside brand OF penicillin g sodium Medical brand OF penicillin g potassium Ortega brand OF penicillin g potassium Penicilina g llorente Penicillin g potassium Penilevel Peniroger Pfizer brand OF penicillin g potassium Sodiopen Sodium benzylpenicillin UCB brand OF penicillin g sodium Unicilina Bioniche brand OF penicillin g sodium CSL Brand OF penicillin g sodium Clonmel brand OF penicillin g sodium Crystapen Parcillin Parmed brand OF penicillin g potassium Pengesod Penicillin g jenapharm Penicillin g sodium Vangard brand OF penicillin g potassium Penicillin g C16H18N2O4S 334.39 334.098727764 (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid penicillin G 61-33-6 [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CC1=CC=CC=C1)C(O)=O InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1 JGSARLDLIJGVTE-MBNYWOFBSA-N belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Dipeptides Azacyclic compounds Azetidines Carbonyl compounds Carboxylic acids Dialkylthioethers Hydrocarbon derivatives Monocarboxylic acids and derivatives N-acyl-alpha amino acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Penicillins Phenylacetamides Secondary carboxylic acid amides Tertiary carboxylic acid amides Thiazolidines Thiohemiaminal derivatives Alpha-amino acid or derivatives Alpha-dipeptide Aromatic heteropolycyclic compound Azacycle Azetidine Benzenoid Beta-lactam Carbonyl group Carboxamide group Carboxylic acid Dialkylthioether Hemithioaminal Hydrocarbon derivative Lactam Monocarboxylic acid or derivatives Monocyclic benzene moiety N-acyl-alpha amino acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Penam Penicillin Phenylacetamide Secondary carboxylic acid amide Tertiary carboxylic acid amide Thiazolidine Thioether Aromatic heteropolycyclic compounds penams penicillin Solid melting_point 214 - 217 °C water_solubility 2.85e-01 g/L logp 1.5 logp 1.92 ALOGPS logs -3.07 ALOGPS logp 1.08 ChemAxon pka_strongest_acidic 3.53 ChemAxon pka_strongest_basic -2.6 ChemAxon iupac (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ChemAxon average_mass 334.39 ChemAxon mono_mass 334.098727764 ChemAxon smiles [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CC1=CC=CC=C1)C(O)=O ChemAxon formula C16H18N2O4S ChemAxon inchi InChI=1S/C16H18N2O4S/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1 ChemAxon inchikey JGSARLDLIJGVTE-MBNYWOFBSA-N ChemAxon polar_surface_area 86.71 ChemAxon refractivity 84.53 ChemAxon polarizability 33.54 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 11801 Specdb::CMs 40597 Specdb::CMs 130752 Specdb::CMs 138486 Specdb::MsMs 71739 Specdb::MsMs 71740 Specdb::MsMs 71741 Specdb::MsMs 130470 Specdb::MsMs 130471 Specdb::MsMs 130472 Specdb::MsMs 2229664 Specdb::MsMs 2229836 Specdb::MsMs 2253222 Specdb::MsMs 2253257 Specdb::MsMs 2255229 Specdb::MsMs 2255325 Specdb::MsMs 2257199 Specdb::MsMs 2257401 Specdb::MsMs 2259207 Specdb::MsMs 2259345 Specdb::MsMs 3220228 Specdb::MsMs 3220229 Specdb::MsMs 3220230 Specdb::MsMs 3220231 Specdb::MsMs 3220232 Specdb::MsMs 3220233 Milk 0.036 uM Raw milk (n=1259) Nina Bilandžić, Božica Solomun Kolanović, Ivana Varenina, Giampiero Scortichini, Loredana Annunziata, Matko Brstilo, Nevenka Rudan. Veterinary drug residues determination in raw milk in Croatia. Food Control. Volume 22, Issue 12, December 2011, Pages 1941-1948 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 DB01053 5904 C05551 5693 PNN 18208 Benzylpenicillin Nina Bilandžić, Božica Solomun Kolanović, Ivana Varenina, Giampiero Scortichini, Loredana Annunziata, Matko Brstilo, Nevenka Rudan. Veterinary drug residues determination in raw milk in Croatia. Food Control. Volume 22, Issue 12, December 2011, Pages 1941-1948