0RN

SULBACTAM

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Chemical Component Summary
Name	SULBACTAM
Synonyms	(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide
Identifiers	(2S,5R)-3,3-dimethyl-4,4,7-tris(oxidanylidene)-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Formula	C₈ H₁₁ N O₅ S
Molecular Weight	233.242
Type	NON-POLYMER
Isomeric SMILES	CC1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)C
InChI	InChI=1S/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1
InChIKey	FKENQMMABCRJMK-RITPCOANSA-N

Chemical Details
Formal Charge	0
Atom Count	26
Chiral Atom Count	2
Bond Count	27
Aromatic Bond Count	0

Drug Info: DrugBank

DrugBank ID	DB09324
Name	Sulbactam
Groups	approved
Description	Sulbactam is a beta (β)-lactamase inhibitor and a derivative of the basic penicillin nucleus.[L50131] When given in combination with β-lactam antibiotics, sulbactam produces a synergistic effect as it blocks the enzyme responsible for drug resistance by hydrolyzing β-lactams.[A263296]
Synonyms	Penicillanic acid 1,1-dioxide Sulbactam Penicillanic acid sulfone Sulbactamum (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid 4,4-dioxide Sulbactam sodium (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide Sulbactam benzathine
Brand Names	AMPICILLIN and SULBACTAM Ampicillin Sodium and Sulbactam Sodium Unasyn Ampicillin and Sulbactam Xacduro
Indication	Sulbactam is used in combination with other antibacterial agents. With [ampicillin], it is used to treat skin and skin structure infections, intra-abdominal infections, and gynecological infections caused by susceptible bacteria.[L50131] In combination with [durlobactam], sulbactam is indicated in adults for the treatment of hospital-acquired bacterial pneumonia and ventilator-associated bacterial pneumonia (HABP/VABP), caused by susceptible isolates of _Acinetobacter baumannii-calcoaceticus_ complex.[L47336]
Categories	Amides Anti-Infective Agents Antibacterials for Systemic Use Antiinfectives for Systemic Use Beta-Lactam Antibacterials beta-Lactamase Inhibitors beta-Lactams Drugs that are Mainly Renally Excreted Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring Lactams OAT1/SLC22A6 Substrates Sulfur Compounds
ATC-Code	J01CG01
CAS number	68373-14-8

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Beta-lactamase	MKKLIFLIVIALVLSACNSNSSHAKELNDLEKKYNAHIGVYALDTKSGKE...	unknown	inhibitor
Solute carrier family 22 member 6	MAFNDLLQQVGGVGRFQQIQVTLVVLPLLLMASHNTLQNFTAAIPTHHCR...	unknown	substrate

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682