Sulbactam (CED0002045)

Record Information

Version

1.0

Creation Date

2016-05-22 03:46:17 UTC

Update Date

2026-08-24 12:49:57 UTC

Accession Number

CHEM016880

Identification

Common Name

Sulbactam

Class

Small Molecule

Description

Sulbactam is an organic compound with the chemical formula C8H11NO5S and an average molecular weight of 233.24 g/mol. Sulbactam belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. In terms of biological activity, it is recorded as an inhibitor of the Beta-lactamase (blaZ) protein target. The compound has been identified in or released from seven recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is associated with penicillins. Other recorded sources include food, food processing, and cookware, specifically processing meats; household cleaning and consumer products, including other smoking requisites and non electric simulated smoking devices; and electrical and electronic equipment, such as video games, television systems, and amplifiers. Recorded exposure routes for this compound include intravenous and intramuscular administration.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid 4,4-dioxide	ChEBI
(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide	ChEBI
Penicillanic acid 1,1-dioxide	ChEBI
Penicillanic acid sulfone	ChEBI
Sulbactamum	ChEBI
(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate 4,4-dioxide	Generator
(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide	Generator
Penicillanate 1,1-dioxide	Generator
Penicillanate sulfone	Generator
Penicillanate sulphone	Generator
Penicillanic acid sulphone	Generator
Bétamaze	MeSH
Sulfone, penicillanic acid	MeSH
Combactam	MeSH
Sulbactam sodium	MeSH
Sodium, sulbactam	MeSH
Pfizer brand OF sulbactam sodium	MeSH

Chemical Formula

C₈H₁₁NO₅S

Average Molecular Mass

233.242 g/mol

Monoisotopic Mass

233.036 g/mol

CAS Registry Number

68373-14-8

IUPAC Name

(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Traditional Name

sulbactam

SMILES

[H][C@@]12CC(=O)N1[C@@]([H])(C(O)=O)C(C)(C)S2(=O)=O

InChI Identifier

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

InChI Key

FKENQMMABCRJMK-RITPCOANSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Penam
Beta-lactam
Sulfone
Tertiary carboxylic acid amide
Thiazolidine
Azetidine
Carboxamide group
Lactam
Monocarboxylic acid or derivatives
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

penicillanic acids (CHEBI:9321 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	48.5 g/L	ALOGPS
logP	-0.92	ALOGPS
logP	-0.89	ChemAxon
logS	-0.68	ALOGPS
pKa (Strongest Acidic)	3.09	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	91.75 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	48.21 m³·mol⁻¹	ChemAxon
Polarizability	20.63 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9800000000-0f720e37bc3cd62397a7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00lr-4890000000-2c9c1583a3fb9d3b271b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9400000000-76fb605ebba5ff65cbf2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001r-3940000000-bfb9f335ba6398333b3b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-4900000000-4e0cbda5987c570e8ff1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01pc-9600000000-7669a97bac96179caf8a	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
6208.0	Log mg/kg	[3500:11000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
340	Penicillins	Healthcare, pharmaceuticals & veterinary products	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available
552	Processing Meats	Food, food processing & cookware	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
602	Molluscicides	Agriculture & land management	Not Available
607	Rodenticides(1)	Agriculture & land management	Not Available
608	Rodenticides	Agriculture & land management	Not Available
643	Headwear	Textiles, leather & furnishings	Not Available

Pathways

1 pathway

Sulbactam Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Extended-spectrum beta-lactamase PER-6	D5HSX5	Aeromonas allosaccharophila	Predicted (SEA)	0.0778492
Click to view 3D structure	ADC-14 protein	Q0VTR6	Acinetobacter genomosp. 3	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase SHV-11	Q7X575	Escherichia coli	Predicted (SEA)	0.0778492
Click to view 3D structure	ADC-16 protein	Q0VTR8	Acinetobacter genomosp. 3	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase bla(BEL1)	Q3SAW3	Pseudomonas aeruginosa	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase	A8RR46	Bacillus clausii	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase	D2SSQ3	Pseudomonas aeruginosa	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase SCO-1	A1E3K9	Escherichia coli	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase	P05364	Enterobacter cloacae	Predicted (SEA)	0.155698
Click to view 3D structure	Beta-lactamase TEM	P62593	Escherichia coli	Predicted (SEA)	0.155698
Click to view 3D structure	Beta-lactamase	P00807	Staphylococcus aureus	Predicted (SEA)	0.155698
Click to view 3D structure	PenB class A beta-lactamase	B8R6A5	Burkholderia cenocepacia	Predicted (SEA)	0.233548
Click to view 3D structure	Beta-lactamase	P94958	Morganella morganii	Predicted (SEA)	0.233548
Click to view 3D structure	Carbapenem-hydrolizing beta-lactamase SFC-1	Q6JP75	Serratia fonticola	Predicted (SEA)	0.233548
Click to view 3D structure	Beta-lactamase	P00808	Bacillus licheniformis	Predicted (SEA)	0.233548
Click to view 3D structure	Beta-lactamase SHV-1	P0AD63	Escherichia coli	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase	P05193	Citrobacter freundii	Predicted (SEA)	0.233548
Click to view 3D structure	Beta-lactamase GES-13	D1MIX9	Pseudomonas aeruginosa	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase OXA-2	P0A1V9	Escherichia coli	Predicted (SEA)	0.233548
Click to view 3D structure	Beta-lactamase pse-1	Q2V0Y6	Escherichia coli	Predicted (SEA)	0.233548
Click to view 3D structure	Beta-lactamase	P00811	Escherichia coli (strain K12)	Predicted (SEA)	0.233548
Click to view 3D structure	Penicillin-binding protein 2	Q53729	Staphylococcus aureus	Predicted (SEA)	0.233548
Click to view 3D structure	Beta-lactamase	P24735	Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)	Predicted (SEA)	0.155698
Click to view 3D structure	Beta-lactamase TEM	P62593	Escherichia coli	Predicted (SEA)	0.0778492
Click to view 3D structure	Class D beta-lactamase	Q50H31	Brachyspira pilosicoli	Predicted (SEA)	0.233548