Aztreonam (CED0002186)

Record Information

Version

1.0

Creation Date

2016-05-22 03:37:29 UTC

Update Date

2026-05-14 16:36:20 UTC

Accession Number

CHEM016576

Identification

Common Name

Aztreonam

Class

Small Molecule

Description

Aztreonam is an organic compound with the chemical formula C13H17N5O8S2 and an average molecular weight of 435.43 g/mol. Aztreonam belongs to the beta lactams, a subclass of lactams within the organic compounds. It is categorized under the superclass of organoheterocyclic compounds. This compound is found in or released from three recorded sources: antennas within electrical and electronic equipment, and beta-lactam antibacterials and antibiotics within healthcare, pharmaceuticals, and veterinary products. Recorded exposure routes include oral, intravenous, intramuscular, respiratory, and inhalation. Aztreonam interacts with four recorded protein targets, acting as a binder, inhibitor, potentiator, or substrate of Beta-lactamase (ampC), Beta-lactamase Toho-1 (bla), Penicillin-binding protein 3 (pbpC), and Peptidoglycan D,D-transpeptidase FtsI (ftsI).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-({[(2-imino-2,3-dihydro-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]carbamoyl})methylidene]amino}oxy)-2-methylpropanoate	Generator
2-({[(2-imino-2,3-dihydro-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxo-1-sulphoazetidin-3-yl]carbamoyl})methylidene]amino}oxy)-2-methylpropanoate	Generator
2-({[(2-imino-2,3-dihydro-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxo-1-sulphoazetidin-3-yl]carbamoyl})methylidene]amino}oxy)-2-methylpropanoic acid	Generator

Chemical Formula

C₁₃H₁₇N₅O₈S₂

Average Molecular Mass

435.430 g/mol

Monoisotopic Mass

435.052 g/mol

CAS Registry Number

78110-38-0

IUPAC Name

2-({[(2-imino-2,3-dihydro-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]carbamoyl})methylidene]amino}oxy)-2-methylpropanoic acid

Traditional Name

2-({[(2-imino-3H-1,3-thiazol-4-yl)({[(2S,3S)-2-methyl-4-oxo-1-sulfoazetidin-3-yl]carbamoyl})methylidene]amino}oxy)-2-methylpropanoic acid

SMILES

[H][C@@]1(C)N(C(=O)[C@@]1([H])NC(=O)C(=NOC(C)(C)C(O)=O)C1=CSC(=N)N1)S(O)(=O)=O

InChI Identifier

InChI=1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/t5-,7-/m0/s1

InChI Key

WZPBZJONDBGPKJ-FSPLSTOPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monobactams. Monobactams are compounds comprising beta-lactam ring is alone and not fused to another ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Monobactams

Alternative Parents

Substituents

Monobactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Azole
Organic sulfuric acid or derivatives
Thiazole
Heteroaromatic compound
Azetidine
Secondary carboxylic acid amide
Carboxamide group
Isothiourea
Azacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	0.17 g/L	ALOGPS
logP	0.13	ALOGPS
logP	-0.85	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	0.58	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	198.55 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	105.77 m³·mol⁻¹	ChemAxon
Polarizability	39.36 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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	splash10-000l-6119300000-f194e64f530a176e87b7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0295-5019200000-339ff3c7dbac09ca2735	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006y-9421000000-564a09e9805aec7b2858	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9325700000-8a7224ee21cb0ddf0e69	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0729-1494000000-1823933e1c61064a3c6d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0596-9500000000-3ce2dbd194df585da1b8	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
4519.0	Log mg/kg	[2500:8000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
306	Antibiotics	Healthcare, pharmaceuticals & veterinary products	Not Available
341	Beta-lactam antibacterials	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

2 pathways

Aztreonam Drug Metabolism

Aztreonam Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Penicillin-binding protein 1A	Q07806	Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)	Predicted (SEA)	0.155698
Click to view 3D structure	AmpC	Q83TT7	Escherichia coli	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase ACC-4	A4ZYU9	Escherichia coli	Predicted (SEA)	0.0778492
Click to view 3D structure	Beta-lactamase	B2ZTR6	Acinetobacter baumannii	Predicted (SEA)	0.155698
Click to view 3D structure	ADC-11	D6NSM8	Acinetobacter baumannii	Predicted (SEA)	0.155698
Click to view 3D structure	SHV-5 extended spectrum beta-lactamase	Q6REX6	Escherichia coli	Predicted (SEA)	0.233548
Click to view 3D structure	Efflux transporter	Q3S5C3	Salmonella newport	Predicted (SEA)	0.233548
Click to view 3D structure	Class C beta-lactamase CMY-36	Q48435	Klebsiella pneumoniae	Predicted (SEA)	0.233548
Click to view 3D structure	Peptidoglycan D,D-transpeptidase FtsI	Q51504	Pseudomonas aeruginosa	Predicted (SEA)	0.311397
Click to view 3D structure	PER-2 beta-lactamase	A2RP81	Citrobacter freundii	Predicted (SEA)	0.467095
Click to view 3D structure	Solute carrier family 22 member 6	Q4U2R8	Humans	Predicted (SEA)	265.388
Click to view 3D structure	Organic anion transporter 3	Q8TCC7	Humans	Predicted (SEA)	83.5322
Click to view 3D structure	72 kDa type IV collagenase	P08253	Humans	Predicted (SEA)	4386.96
Click to view 3D structure	Solute carrier family 22 member 11	Q9NSA0	Humans	Predicted (SEA)	8.56341
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	4982.04
Click to view 3D structure	Apoptotic protease-activating factor 1	O14727	Humans	Predicted (SEA)	2818.76
Click to view 3D structure	Beta-lactamase	P24735	Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG12228)	Predicted (SEA)	38.3797
Click to view 3D structure	Serine protease 1	P07477	Humans	Predicted (SEA)	4682.4
Click to view 3D structure	Peroxisome proliferator-activated receptor alpha	Q07869	Humans	Predicted (SEA)	5296.55
Click to view 3D structure	Collagenase 3	P45452	Humans	Predicted (SEA)	6370.17
Click to view 3D structure	26S proteasome non-ATPase regulatory subunit 14	O00487	Humans	Predicted (SEA)	2125.36
Click to view 3D structure	Lymphoid enhancer-binding factor 1	Q9UJU2	Humans	Predicted (SEA)	269.981
Click to view 3D structure	Interstitial collagenase	P03956	Humans	Predicted (SEA)	6290.14
Click to view 3D structure	Matrix metalloproteinase-9	P14780	Humans	Predicted (SEA)	6432.06
Click to view 3D structure	Stromelysin-1	P08254	Humans	Predicted (SEA)	6040.63