Latamoxef (CED0005627)

Record Information

Version

1.0

Creation Date

2016-05-25 18:28:40 UTC

Update Date

2026-08-20 05:23:11 UTC

SynCED ID

CED0005627

Secondary Accession Numbers

CHEM022336

Identification

Common Name

Latamoxef

Class

Small Molecule

Description

Latamoxef is a chemical compound with the molecular formula C20H20N6O9S. Latamoxef belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 520.47 g/mol, Latamoxef is a heavy molecule. The compound is found in or released from two recorded sources: healthcare, pharmaceuticals & veterinary products (specifically antibiotics) and electrical & electronic equipment, specifically superconductive or hyperconductive conductors cables or transmission lines. Recorded exposure routes for the substance include oral and inhalation. In terms of biological activity, there are five recorded protein targets for Latamoxef. It acts as a binder or inhibitor of penicillin-binding protein 1A (mrcA), penicillin-binding protein 1B (mrcB), and penicillin-binding protein 3 (pbpC). Additionally, it targets D-alanyl-D-alanine carboxypeptidase DacB (dacB) and one other protein.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Festamoxin	ChEBI
Lamoxactam	ChEBI
Latamoxefum	ChEBI
LMOX	ChEBI
Oxa-cephem	ChEBI
Moxalactam	HMDB
Disodium latamoxef	HMDB
Disodium, moxalactam	HMDB
Latamoxef, disodium	HMDB
1 Oxacephalosporin	HMDB
1-Oxacephalosporin	HMDB
Disodium moxalactam	HMDB
Moxalactam disodium	HMDB
Moxalactam, disodium	HMDB
Shiomarin	HMDB
Latamoxef	ChEBI

Chemical Formula

C₂₀H₂₀N₆O₉S

Average Molecular Mass

520.473 g/mol

Monoisotopic Mass

520.101 g/mol

CAS Registry Number

64952-97-2

IUPAC Name

(6R,7R)-7-[2-carboxy-2-(4-hydroxyphenyl)acetamido]-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Traditional Name

latamoxef

SMILES

[H][C@]12OCC(CSC3=NN=NN3C)=C(N1C(=O)[C@]2(NC(=O)C(C(O)=O)C1=CC=C(O)C=C1)OC)C(O)=O

InChI Identifier

InChI=1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1

InChI Key

JWCSIUVGFCSJCK-CAVRMKNVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Phenylacetamide
Oxacephem
Aryl thioether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkylarylthioether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
1,3-dicarbonyl compound
Azole
Beta-lactam
Heteroaromatic compound
Tertiary carboxylic acid amide
Tetrazole
Azetidine
Carboxamide group
Lactam
Secondary carboxylic acid amide
Azacycle
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Sulfenyl compound
Thioether
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

cephalosporin (CHEBI:599928 )
oxacephem (CHEBI:599928 )

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

antimicrobial agent (PMC4536949 )?

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	0.75 g/L	ALOGPS
logP	0.22	ALOGPS
logP	0.17	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	2.92	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	206.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	133.7 m³·mol⁻¹	ChemAxon
Polarizability	47.24 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0ufu-2554920000-9ccc16f5a0c811c8cb66	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0002-5002069000-fcfc4810dc087dc9855a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fml-0110950000-57d22894c62264be15e0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-0930200000-7e6509b24b50b053a363	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zfr-0920100000-299f3fd6d8a2eefd712d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01b9-1967610000-776d7de6814af49746f2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aor-8910400000-1fe14d5c919b1042fa01	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052b-5970000000-1f1d3cbaec8e0aab9848	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0302290000-5de96a5b13c0e07919d4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ufr-0836490000-991b57dd6b18e8d73d35	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-1901300000-73b3b88db9aeadfe3609	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0701390000-e8d5e3d3c75f5a8a82dc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-2910020000-c32579f60fb91a6747f9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-066r-6911000000-20efb6f673da8484a976	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
6260.0 Log mg/kg [3500:11000]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference
blood coagulation disease	Associated With?	Not Available	Not Available	PMC4536949

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000306	Antibiotics?Antibiotics are synthetic or semi-synthetic compounds used to treat bacterial infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000519	Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.	Electrical & Electronic Equipment	PubChem
CEDs000536	Superconductive Or Hyperconductive Conductors Cables Or Transmission Lines?Superconductive or hyperconductive conductors, including cables and transmission lines, are materials that exhibit zero electrical resistance under specific conditions, typically at low temperatures.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000600	Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.	Agriculture & land management	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000698	Jewellery?Jewellery production often involves the use of various synthetic chemicals during the extraction and processing of metals.	Mining & metal processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem

Pathways

1 pathwayPathway Source: PathBank

Latamoxef Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Neutrophil elastase	P08246	Humans	Predicted (SEA)	Prediction Confidence Score 0.318 Applicability Domain 0.566 Statistical Significance 0.0053 Supporting Reference Compounds 81 E-value 41.5715
Click to view 3D structure	Prothrombin	P00734	Humans	Predicted (SEA)	Prediction Confidence Score 0.301 Applicability Domain 0.566 Statistical Significance 0.0411 Supporting Reference Compounds 331 E-value 319.805
Click to view 3D structure	Cathepsin G	P08311	Humans	Predicted (SEA)	Prediction Confidence Score 0.293 Applicability Domain 0.566 Statistical Significance 0.0094 Supporting Reference Compounds 55 E-value 73.1783
Click to view 3D structure	Chymase	P23946	Humans	Predicted (SEA)	Prediction Confidence Score 0.287 Applicability Domain 0.566 Statistical Significance 0.0076 Supporting Reference Compounds 35 E-value 59.5547
Click to view 3D structure	Solute carrier family 22 member 6	Q4U2R8	Humans	Predicted (SEA)	Prediction Confidence Score 0.277 Applicability Domain 0.426 Statistical Significance 6.90e-04 Supporting Reference Compounds 26 E-value 5.3716
Click to view 3D structure	Organic anion transporter 3	Q8TCC7	Humans	Predicted (SEA)	Prediction Confidence Score 0.277 Applicability Domain 0.426 Statistical Significance 5.10e-04 Supporting Reference Compounds 20 E-value 3.97031
Click to view 3D structure	Solute carrier family 22 member 11	Q9NSA0	Humans	Predicted (SEA)	Prediction Confidence Score 0.256 Applicability Domain 0.426 Statistical Significance 1.80e-04 Supporting Reference Compounds 9 E-value 1.40129
Click to view 3D structure	Chymotrypsinogen A	P00766	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.245 Applicability Domain 0.566 Statistical Significance 0.0199 Supporting Reference Compounds 32 E-value 154.686
Click to view 3D structure	Serine protease 1	P07477	Humans	Predicted (SEA)	Prediction Confidence Score 0.244 Applicability Domain 0.566 Statistical Significance 0.07 Supporting Reference Compounds 112 E-value 544.633
Click to view 3D structure	Plasminogen	Q01177	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.228 Applicability Domain 0.566 Statistical Significance 0.0316 Supporting Reference Compounds 23 E-value 246.004
Click to view 3D structure	Plasminogen	P00747	Humans	Predicted (SEA)	Prediction Confidence Score 0.215 Applicability Domain 0.414 Statistical Significance 0.2426 Supporting Reference Compounds 195 E-value 1888.62
Click to view 3D structure	Glutamate receptor ionotropic, NMDA 2B	Q13224	Humans	Predicted (SEA)	Prediction Confidence Score 0.211 Applicability Domain 0.217 Low confidence Statistical Significance 0.15 Supporting Reference Compounds 54 E-value 1167.43
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q60492	Cavia porcellus	Predicted (SEA)	Prediction Confidence Score 0.209 Applicability Domain 0.209 Low confidence Statistical Significance 0.3563 Supporting Reference Compounds 229 E-value 2774.0
Click to view 3D structure	Sigma intracellular receptor 2	Q5U3Y7	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.209 Applicability Domain 0.209 Low confidence Statistical Significance 0.2464 Supporting Reference Compounds 110 E-value 1918.28
Click to view 3D structure	Beta-lactamase	B2ZTR6	Acinetobacter baumannii	Predicted (SEA)	Prediction Confidence Score 0.209 Applicability Domain 0.307 Statistical Significance 1.80e-04 Supporting Reference Compounds 3 E-value 1.40129
Click to view 3D structure	ADC-11	D6NSM8	Acinetobacter baumannii	Predicted (SEA)	Prediction Confidence Score 0.209 Applicability Domain 0.307 Statistical Significance 1.80e-04 Supporting Reference Compounds 3 E-value 1.40129
Click to view 3D structure	Chymotrypsin-C	Q99895	Humans	Predicted (SEA)	Prediction Confidence Score 0.208 Applicability Domain 0.414 Statistical Significance 0.0415 Supporting Reference Compounds 20 E-value 322.919
Click to view 3D structure	Serine protease 1	P00760	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.205 Applicability Domain 0.414 Statistical Significance 0.1506 Supporting Reference Compounds 74 E-value 1172.56
Click to view 3D structure	Hydroxymethylglutaryl-CoA synthase, cytoplasmic	P17425	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.204 Applicability Domain 0.204 Low confidence Statistical Significance 0.0021 Supporting Reference Compounds 2 E-value 16.7376
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.203 Applicability Domain 0.209 Low confidence Statistical Significance 0.77 Supporting Reference Compounds 953 E-value 5994.39
Click to view 3D structure	Long-chain fatty acid transport protein 1	Q6PCB7	Humans	Predicted (SEA)	Prediction Confidence Score 0.203 Applicability Domain 0.206 Low confidence Statistical Significance 0.0211 Supporting Reference Compounds 2 E-value 164.262
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.202 Applicability Domain 0.209 Low confidence Statistical Significance 0.7856 Supporting Reference Compounds 823 E-value 6115.83
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.202 Applicability Domain 0.209 Low confidence Statistical Significance 0.8037 Supporting Reference Compounds 955 E-value 6256.9
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.202 Applicability Domain 0.209 Low confidence Statistical Significance 0.6546 Supporting Reference Compounds 536 E-value 5096.32
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.202 Applicability Domain 0.209 Low confidence Statistical Significance 0.675 Supporting Reference Compounds 487 E-value 5254.51