Compound ID | 2754

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Sulfocillin

Synonym(s): Disodium-α-sulfobenzylpenicillin  |  Sulbenicillin sodium

Class: Beta-lactam

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Streptococcus pyogenes, Streptococcus viridans, Diplococcus pneumoniae, Corynebacterium diphtheriae, Neisseria gonorrhoea, Shigella dysenteriae, Shigella flexneri, Shigella sonnei, Salmonella typhosa, Salmonella typhimurium, Escherichia coli, Vibrio cholerae, Proteus vulgaris, Proteus mirabilis, and Pseudomonas aeruginosa; cell wall synthesis inhibitor
Description: Semisynthetic antibiotic; derived from penicillin; shows similar activity profile to carbenicillin; mutual cross-resistance across sulfocillin, carbenicillin, ampicillin, and benzylpenicillin observed
Institute where first reported: Takeda Chemical Industries, Ltd., Osaka, Japan
Year first mentioned: 1971
Development status: Experimental
Chemical structure(s):
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Molecular weight: 458.42
Iso. SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC=CC=C3)S(=O)(=O)[O-])C(=O)[O-])C.[Na+].[Na+]
InChI Key: FWRNIJIOFYDBES-HCIBPFAFSA-L
Can. SMILES: CC1(C)[C@H](C(=O)[O-])N2C(=O)[C@H]([C@H]2S1)NC(=O)C(C3=CC=CC=C3)S(=O)(=O)[O-].[Na+].[Na+]
InChI: InChI=1S/C16H18N2O7S2.2Na/c1-16(2)11(15(21)22)18-13(20)9(14(18)26-16)17-12(19)10(27(23,24)25)8-6-4-3-5-7-8;;/h3-7,9-11,14H,1-2H3,(H,17,19)(H,21,22)(H,23,24,25);;/q;2*+1/p-2/t9-,10?,11+,14-;;/m1../s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/443984
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/24/9/24_9_607/_pdf/-char/en

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