Cefixime (CED0003229)

Record Information

Version

1.0

Creation Date

2016-05-22 03:38:31 UTC

Update Date

2026-08-19 15:13:28 UTC

Accession Number

CHEM016614

Identification

Common Name

Cefixime

Class

Small Molecule

Description

Cefixime is an organic compound with the chemical formula C16H15N5O7S2 and an average molecular weight of 453.44 g/mol. Cefixime belongs to the beta lactams, a subclass of lactams within the organic compounds. It is further classified as an organoheterocyclic compound. The compound is associated with 10 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is identified as an antibiotic, a beta-lactam antibacterial, and part of combinations of antibacterials. It is also found in electrical and electronic equipment, specifically in antennas, sparking plugs, and video games. Additionally, it is released from household cleaning and consumer products, including other smoking requisites, pipe accessories, tobacco pipes, and non-electric simulated smoking devices. Recorded exposure routes for this substance include oral and inhalation. Cefixime acts on seven recorded protein targets. It functions as an inhibitor of Penicillin-binding protein 1A (mrcA), Penicillin-binding protein 1B (mrcB), D-alanyl-D-alanine carboxypeptidase DacC (dacC), and Peptidoglycan D,D-transpeptidase MrdA (mrdA), as well as three other proteins.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cefixime trihydrate	MeSH
Cefixime anhydrous	MeSH
Suprax	MeSH
Cefixime	MeSH
Anhydrous, cefixime	MeSH
027, FK	MeSH
Trihydrate, cefixime	MeSH

Chemical Formula

C₁₆H₁₅N₅O₇S₂

Average Molecular Mass

453.440 g/mol

Monoisotopic Mass

453.041 g/mol

CAS Registry Number

79350-37-1

IUPAC Name

(6R,7R)-7-{[(2E)-2-[(carboxymethoxy)imino]-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)ethylidene]amino}-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

(6R,7R)-7-{[(2E)-2-[(carboxymethoxy)imino]-1-hydroxy-2-(2-imino-3H-1,3-thiazol-4-yl)ethylidene]amino}-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

SMILES

[H][C@]12SCC(C=C)=C(N1C(=O)[C@@]2([H])N=C(O)C(=N\OCC(O)=O)\C1=CSC(=N)N1)C(O)=O

InChI Identifier

InChI=1S/C16H15N5O7S2/c1-2-6-4-29-14-10(13(25)21(14)11(6)15(26)27)19-12(24)9(20-28-3-8(22)23)7-5-30-16(17)18-7/h2,5,10,14H,1,3-4H2,(H2,17,18)(H,19,24)(H,22,23)(H,26,27)/b20-9+/t10-,14-/m1/s1

InChI Key

OKBVVJOGVLARMR-VINNURBNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]Oct-2-ene-2-carboxylic acid moiety or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactams

Sub Class

Beta lactams

Direct Parent

Cephalosporins

Alternative Parents

Substituents

Cephalosporin
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
2,4-disubstituted 1,3-thiazole
Meta-thiazine
Dicarboxylic acid or derivatives
1,3-thiazol-2-amine
Heteroaromatic compound
Azole
Tertiary carboxylic acid amide
Thiazole
Amino acid or derivatives
Amino acid
Azetidine
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Azacycle
Carboxylic acid derivative
Dialkylthioether
Hemithioaminal
Thioether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Primary amine
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.13 g/L	ALOGPS
logP	0.38	ALOGPS
logP	0.56	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	0.72	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	184.97 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	118.22 m³·mol⁻¹	ChemAxon
Polarizability	42.33 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05g0-3981700000-0c2f301f24b5adba2cbf	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05i1-5951100000-9385d5d495e0f367c6b3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0adj-9411000000-0346c1c405e5c5122897	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0092300000-f98423cbb9591b30fdf8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pl0-1594100000-5505dd4b7b7ab3cd90c6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9210000000-b6da4617f0bff5318ac7	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
6046.0	Log mg/kg	[3400:11000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference
Urethritis	is_treatment_for	Not Available	PMC10816374

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
346	Combinations of antibacterials	Healthcare, pharmaceuticals & veterinary products	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
533	Sparking Plugs	Electrical & Electronic Equipment	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
562	Pipe Accessories	Household cleaning & consumer products	Not Available
566	Tobacco Pipes	Household cleaning & consumer products	Not Available

Pathways

1 pathway

Cefixime Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Speckle-type POZ protein	O43791	Humans	Predicted (SEA)	0.389246
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	100.581
Click to view 3D structure	Apoptotic protease-activating factor 1	O14727	Humans	Predicted (SEA)	12.8451
Click to view 3D structure	Solute carrier family 22 member 6	Q4U2R8	Humans	Predicted (SEA)	9.809
Click to view 3D structure	Organic anion transporter 3	Q8TCC7	Humans	Predicted (SEA)	5.83869
Click to view 3D structure	Solute carrier family 22 member 11	Q9NSA0	Humans	Predicted (SEA)	1.08989
Click to view 3D structure	72 kDa type IV collagenase	P08253	Humans	Predicted (SEA)	1730.35
Click to view 3D structure	Small ubiquitin-related modifier 1	P63165	Humans	Predicted (SEA)	515.284
Click to view 3D structure	Beta-lactamase	B2ZTR6	Acinetobacter baumannii	Predicted (SEA)	1.01204
Click to view 3D structure	ADC-11	D6NSM8	Acinetobacter baumannii	Predicted (SEA)	1.01204
Click to view 3D structure	26S proteasome non-ATPase regulatory subunit 14	O00487	Humans	Predicted (SEA)	102.138
Click to view 3D structure	Probable nicotinate-nucleotide adenylyltransferase	P65502	Staphylococcus aureus (strain N315)	Predicted (SEA)	647.083
Click to view 3D structure	Dual specificity protein phosphatase 3	P51452	Humans	Predicted (SEA)	1990.29
Click to view 3D structure	Carboxy-terminal domain RNA polymerase II polypeptide A small phosphatase 1	Q9GZU7	Humans	Predicted (SEA)	2062.61
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 11	Q06124	Humans	Predicted (SEA)	2054.75
Click to view 3D structure	Peptidoglycan D,D-transpeptidase FtsI	Q51504	Pseudomonas aeruginosa	Predicted (SEA)	4.43741
Click to view 3D structure	1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1	P19174	Humans	Predicted (SEA)	31.3732
Click to view 3D structure	Cyclin-O	P22674	Humans	Predicted (SEA)	35.8885
Click to view 3D structure	AmpC	Q83TT7	Escherichia coli	Predicted (SEA)	3.26967
Click to view 3D structure	SHV-5 extended spectrum beta-lactamase	Q6REX6	Escherichia coli	Predicted (SEA)	22.8098
Click to view 3D structure	DNA (cytosine-5)-methyltransferase 1	P26358	Humans	Predicted (SEA)	4229.31
Click to view 3D structure	Penicillin-binding protein 1A	Q07806	Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)	Predicted (SEA)	12.4559
Click to view 3D structure	PER-2 beta-lactamase	A2RP81	Citrobacter freundii	Predicted (SEA)	13.5458
Click to view 3D structure	D-amino-acid oxidase	P14920	Humans	Predicted (SEA)	1665.27
Click to view 3D structure	Peptidyl-prolyl cis-trans isomerase C	P45877	Humans	Predicted (SEA)	71.3099