Cloxacillin
(right click,save link as to download,it is a temp file,please download as soon as possible, you can also use CTRL+S to save the whole html page)
Basic Info
| Common Name | Cloxacillin(F05672) |
| 2D Structure | |
| FRCD ID | F05672 |
| CAS Number | 61-72-3 |
| PubChem CID | 6098 |
| Formula | C19H18ClN3O5S |
| IUPAC Name | (2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| InChI Key | LQOLIRLGBULYKD-JKIFEVAISA-N |
| InChI | InChI=1S/C19H18ClN3O5S/c1-8-11(12(22-28-8)9-6-4-5-7-10(9)20)15(24)21-13-16(25)23-14(18(26)27)19(2,3)29-17(13)23/h4-7,13-14,17H,1-3H3,(H,21,24)(H,26,27)/t13-,14+,17-/m1/s1 |
| Canonical SMILES | CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O |
| Isomeric SMILES | CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O |
| Synonyms |
Cloxacilline
Cloxacillin sodium
cloxacillin
Cloxacillinum
Cloxacilina
Syntarpen
Methocillin S
61-72-3
Clossacillina
Tegopen
|
| Classifies |
Predicted: Pesticide
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Peptides |
| Direct Parent | Dipeptides |
| Alternative Parents |
|
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Alpha-dipeptide - Penicillin - N-acyl-alpha amino acid or derivatives - Alpha-amino acid or derivatives - Penam - Halobenzene - Chlorobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Azole - Heteroaromatic compound - Tertiary carboxylic acid amide - Thiazolidine - Beta-lactam - Isoxazole - Lactam - Secondary carboxylic acid amide - Azetidine - Carboxamide group - Oxacycle - Azacycle - Organoheterocyclic compound - Carboxylic acid - Dialkylthioether - Hemithioaminal - Thioether - Monocarboxylic acid or derivatives - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organohalogen compound - Organochloride - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 435.879 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 4 |
| Complexity | 722 |
| Monoisotopic Mass | 435.066 |
| Exact Mass | 435.066 |
| XLogP | 2.4 |
| Formal Charge | 0 |
| Heavy Atom Count | 29 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
ADMET
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB- | 0.9903 |
| Human Intestinal Absorption | HIA+ | 0.8368 |
| Caco-2 Permeability | Caco2- | 0.8957 |
| P-glycoprotein Substrate | Non-substrate | 0.6204 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8951 |
| Non-inhibitor | 0.9204 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9629 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.4793 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8262 |
| CYP450 2D6 Substrate | Non-substrate | 0.9050 |
| CYP450 3A4 Substrate | Substrate | 0.5977 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.8592 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8910 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9180 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8832 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8190 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9186 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9996 |
| Non-inhibitor | 0.8486 | |
| AMES Toxicity | Non AMES toxic | 0.6979 |
| Carcinogens | Carcinogens | 0.5672 |
| Fish Toxicity | High FHMT | 0.9935 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9330 |
| Honey Bee Toxicity | Low HBT | 0.7854 |
| Biodegradation | Not ready biodegradable | 1.0000 |
| Acute Oral Toxicity | III | 0.4590 |
| Carcinogenicity (Three-class) | Non-required | 0.5685 |
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.6522 | LogS |
| Caco-2 Permeability | 0.5434 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.9946 | LD50, mol/kg |
| Fish Toxicity | 1.2659 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.7233 | pIGC50, ug/L |
MRLs
| Food | Product Code | Country | MRLs | Application Date | Notes |
|---|---|---|---|---|---|
| Milk | United States | 0.01ppm | |||
| Other Aquatic Animal | Japan | 0.3ppm | |||
| Crustaceans | Japan | 0.3ppm | |||
| Shelled Molluscas | Japan | 0.3ppm | |||
| Other Fish | Japan | 0.3ppm | |||
| Perciformes | Japan | 0.3ppm | |||
| Anguilliformes | Japan | 0.3ppm | |||
| Salmoniformes | Japan | 0.3ppm | |||
| Other Poultry Animals,Edible Offal | Japan | 0.3ppm | |||
| Chicken,Edible Offal | Japan | 0.3ppm | |||
| Other Poultry Animals,Kidney | Japan | 0.3ppm | |||
| Chicken,Kidney | Japan | 0.3ppm | |||
| Other Poultry Animals,Liver | Japan | 0.3ppm | |||
| Chicken,Liver | Japan | 0.3ppm | |||
| Other Poultry Animals,Fat | Japan | 0.3ppm | |||
| Chicken,Fat | Japan | 0.3ppm | |||
| Other Poultry Animals,Muscle | Japan | 0.3ppm | |||
| Chicken,Muscle | Japan | 0.3ppm | |||
| Milk | Japan | 0.02ppm | |||
| Other Terrestrial Mammals,Edible Offal | Japan | 0.3ppm |
References
| Title | Journal | Date | Pubmed ID |
|---|---|---|---|
| LC-MS study of the heat degradation of veterinary antibiotics in raw milk afterboiling. | Food Chem | 2018 Nov 30 | 29934154 |
| Validation of the BetaStar® Advanced for Beta-lactams Test Kit for the Screening of Bulk Tank and Tanker Truck Milks for the Presence of Beta-lactam DrugResidues. | J AOAC Int | 2018 May 18 | 29776460 |
| Application of quality by design concept to develop a dual gradient elutionstability-indicating method for cloxacillin forced degradation studies usingcombined mixture-process variable models. | J Chromatogr A | 2017 Sep 8 | 28760604 |
| Quantitative Detection of Trace Level Cloxacillin in Food Samples Using Magnetic Molecularly Imprinted Polymer Extraction and Surface-Enhanced Raman Spectroscopy Nanopillars. | Anal Chem | 2017 Nov 7 | 28952718 |
| Development and validation of a quantitative confirmatory method for 30 β-lactam antibiotics in bovine muscle using liquid chromatography coupled to tandem massspectrometry. | J Chromatogr A | 2017 Jun 2 | 28449875 |
| Fabric phase sorptive extraction of selected penicillin antibiotic residues from intact milk followed by high performance liquid chromatography with diode arraydetection. | Food Chem | 2017 Jun 1 | 28159247 |
| Assessment of antibacterial drug residues in milk for consumption in Kosovo. | J Food Drug Anal | 2017 Jul | 28911638 |
| Prevalence of Methicillin-Resistant Staphylococcus aureus and OtherStaphylococcus Species in Raw Meat Samples Intended for Human Consumption inBenin City, Nigeria: Implications for Public Health. | Int J Environ Res Public Health | 2016 Sep 24 | 27669285 |
| Survey of the prevalence of Salmonella species on laying hen farms in Kosovo. | Poult Sci | 2016 Sep 1 | 27252368 |
| Prevalence and antibiotic susceptibility profiles of Listeria monocytogenescontamination of chicken flocks and meat in Oyo State, south-western Nigeria:Public health implications. | J Prev Med Hyg | 2016 Sep | 27980380 |
| Enhanced chemiluminescence of carminic acid-permanganate by CdS quantum dots and its application for sensitive quenchometric flow injection assays of cloxacillin. | Talanta | 2016 May 15 | 26992508 |
| Prevalence, Molecular Characterization, and Antimicrobial Susceptibility of Methicillin-Resistant Staphylococcus aureus Isolated from Milk and Dairy Products. | Foodborne Pathog Dis | 2016 Mar | 26836943 |
| Molecularly imprinted polymer beads for clean-up and preconcentration ofβ-lactamase-resistant penicillins in milk. | Anal Bioanal Chem | 2016 Mar | 26342308 |
| Aluminum based metal-organic framework-polymer monolith in solid-phasemicroextraction of penicillins in river water and milk samples. | J Chromatogr A | 2016 Jan 8 | 26065570 |
| Fluoroquinolone-resistant and extended-spectrum β-lactamase-producing Escherichia coli from the milk of cows with clinical mastitis in Southern Taiwan. | J Microbiol Immunol Infect | 2016 Dec | 25592882 |
| Molecular Characterization and Antimicrobial Resistance Profile of Methicillin-Resistant Staphylococcus aureus in Retail Chicken. | J Food Prot | 2015 Oct | 26408138 |
| Prevalence and antimicrobial susceptibility profile of listeria species fromready-to-eat foods of animal origin in Gondar Town, Ethiopia. | BMC Microbiol | 2015 May 12 | 25963134 |
| Development of intramammary delivery systems containing lasalocid for thetreatment of bovine mastitis: impact of solubility improvement on safety,efficacy, and milk distribution in dairy cattle. | Drug Des Devel Ther | 2015 Jan 22 | 25653501 |
| Prevalence and antimicrobial susceptibility of Arcobacter species in cow milk,water buffalo milk and fresh village cheese. | Int J Food Microbiol | 2014 Oct 1 | 25064812 |
| Antibiotic resistance traits and molecular subtyping of Staphylococcus aureus isolated from raw sheep milk cheese. | J Food Sci | 2014 Oct | 25185958 |