<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:05:21 UTC</creation_date>
  <update_date>2019-11-26 02:57:22 UTC</update_date>
  <accession>FDB002369</accession>
  <name>Amoxycillin</name>
  <description>Potential contaminant in cow's milk arising from its veterinary use

Amoxicillin (INN), formerly amoxycillin (BAN), is a moderate-spectrum, bacteriolytic, ?-lactam antibiotic used to treat bacterial infections caused by susceptible microorganisms. It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other ?-lactam antibiotics.; Amoxicillin in trihydrate form is available as capsules, chewable and dispersable tablets plus syrup and pediatric suspension for oral use, and as the sodium salt for intravenous administration. It is one of the most common antibiotics prescribed for children, and the liquid forms are helpful where the patient might find it difficult to take tablets or capsules. It has three ionizable groups. A once daily dosing form (Moxatag) was approved by the American FDA in January 2008.; Amoxicillin is a moderate-spectrum antibiotic active against a wide range of Gram-positive, and a limited range of Gram-negative organisms. It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other beta-lactam antibiotics. Amoxicillin is susceptible to degradation by &amp;beta;-lactamase-producing bacteria, and so may be given with clavulanic acid to increase its susceptability. The incidence of &amp;beta;-lactamase-producing resistant organisms, including &lt;i&gt;E. coli&lt;/i&gt;, appears to be increasing. Amoxicillin is sometimes combined with clavulanic acid, a &amp;beta;-lactamase inhibitor, to increase the spectrum of action against Gram-negative organisms, and to overcome bacterial antibiotic resistance mediated through &amp;beta;-lactamase production.; Amoxicillin is one of the semi-synthetic penicillins discovered by Beecham scientists. The patent for amoxicillin has expired, thus amoxicillin is marketed under many trade names including: Actimoxi, Alphamox, AMK, Amoksibos, Amoxiclav Sandoz, Amoxidal, Amoxil, Amoxin, Amoksiklav, Amoxibiotic, Amoxicilina, Apo-Amoxi, Augmentin, Bactox, Betalaktam, Cilamox, Curam, Dedoxil, Dispermox, Duomox, E-Mox (250mg and 500 mg), Enhancin, Gimalxina, Geramox, Hiconcil, Isimoxin, Klavox, Lamoxy, Moxatag, Moxilen, Moxypen, Moxyvit, Nobactam, Novamoxin, Ospamox, Panklav, Pamoxicillin, Panamox, Polymox, Samthongcillin, Clamoxyl, Senox, Sinacilin, Trimox, Tolodina, Wymox, Yucla, Zerrsox and Zimox. Amoxycillin is found in milk and milk products.</description>
  <synonyms>
    <synonym>&amp;alpha;-amino-p-hydroxybenzylpenicillin</synonym>
    <synonym>6-(a-Amino-4-hydroxyphenylacetamido)penicillanic acid</synonym>
    <synonym>6-(D-(-)-p-Hydroxy-alpha-aminobenzyl)penicillin</synonym>
    <synonym>6-(p-hydroxy-alpha-aminophenylacetamido)penicillanic acid</synonym>
    <synonym>6-[[Amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 9CI</synonym>
    <synonym>Almodan</synonym>
    <synonym>Alpha-amino-p-hydroxybenzylpenicillin</synonym>
    <synonym>Amix</synonym>
    <synonym>Amoclen</synonym>
    <synonym>Amolin</synonym>
    <synonym>Amopen</synonym>
    <synonym>Amopenixin</synonym>
    <synonym>Amoram</synonym>
    <synonym>Amox 250 Cap 250mg</synonym>
    <synonym>Amox 500 Cap 500mg</synonym>
    <synonym>Amox S 125 Sus 125mg/5ml</synonym>
    <synonym>Amox S 250 Sus 250mg/5ml</synonym>
    <synonym>Amoxi</synonym>
    <synonym>Amoxi-mast</synonym>
    <synonym>Amoxicaps</synonym>
    <synonym>Amoxicilina</synonym>
    <synonym>Amoxicillin</synonym>
    <synonym>Amoxicillin (anhydrous)</synonym>
    <synonym>Amoxicillin (inn)</synonym>
    <synonym>Amoxicillin (TN)</synonym>
    <synonym>Amoxicillin and clavulanate potassium</synonym>
    <synonym>Amoxicillin anhydrous</synonym>
    <synonym>Amoxicillin pediatric</synonym>
    <synonym>Amoxicillin trihydrate</synonym>
    <synonym>Amoxicillin(usan)</synonym>
    <synonym>Amoxicilline</synonym>
    <synonym>Amoxicilline [inn]</synonym>
    <synonym>Amoxicillinum</synonym>
    <synonym>Amoxid</synonym>
    <synonym>Amoxiden</synonym>
    <synonym>Amoxil</synonym>
    <synonym>Amoxivet</synonym>
    <synonym>Amoxycillin</synonym>
    <synonym>Amoxycillin trihydrate</synonym>
    <synonym>Amoxycillin, BAN</synonym>
    <synonym>Amoxymed</synonym>
    <synonym>AMPC</synonym>
    <synonym>Amrit</synonym>
    <synonym>Anemolin</synonym>
    <synonym>Apo-amoxi</synonym>
    <synonym>Apo-Amoxi Cap 250mg</synonym>
    <synonym>Apo-Amoxi Cap 500mg</synonym>
    <synonym>Apo-Amoxi Pwr for Susp 125mg/5ml</synonym>
    <synonym>Apo-Amoxi Pwr for Susp 250mg/5ml</synonym>
    <synonym>Apo-amoxi sugar free</synonym>
    <synonym>Aspenil</synonym>
    <synonym>AUGMENTIN '125'</synonym>
    <synonym>AUGMENTIN '200'</synonym>
    <synonym>AUGMENTIN '250'</synonym>
    <synonym>AUGMENTIN '400'</synonym>
    <synonym>AUGMENTIN '500'</synonym>
    <synonym>AUGMENTIN '875'</synonym>
    <synonym>AUGMENTIN ES-600</synonym>
    <synonym>Biomox</synonym>
    <synonym>Bristamox</synonym>
    <synonym>BRL 2333</synonym>
    <synonym>Cemoxin</synonym>
    <synonym>Clamoxyl</synonym>
    <synonym>Clamoxyl (SKB)</synonym>
    <synonym>D-(-)-&amp;alpha;-amino-p-hydroxybenzyl penicillin</synonym>
    <synonym>D-(-)-&amp;alpha;-amino-p-hydroxybenzylpenicillin</synonym>
    <synonym>D-(-)-alpha-amino-P-Hydroxybenzyl penicillin</synonym>
    <synonym>D-(-)-alpha-amino-p-hydroxybenzylpenicillin</synonym>
    <synonym>D-(&amp;alpha;-amino-p-hydroxybenzyl)penicillin</synonym>
    <synonym>D-(alpha-amino-P-Hydroxybenzyl)penicillin</synonym>
    <synonym>D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acid</synonym>
    <synonym>D-amoxicillin</synonym>
    <synonym>Delacillin</synonym>
    <synonym>Dispermox</synonym>
    <synonym>Efpenix</synonym>
    <synonym>Flemoxin</synonym>
    <synonym>Galenamox</synonym>
    <synonym>Gen-Amoxicillin 250mg</synonym>
    <synonym>Gen-Amoxicillin 500mg</synonym>
    <synonym>Hiconcil</synonym>
    <synonym>Histocillin</synonym>
    <synonym>Hydroxyampicillin</synonym>
    <synonym>Ibiamox</synonym>
    <synonym>Imacillin</synonym>
    <synonym>Larotid</synonym>
    <synonym>Metafarma capsules</synonym>
    <synonym>Metifarma capsules</synonym>
    <synonym>Moxacin</synonym>
    <synonym>Moxal</synonym>
    <synonym>Moxatag</synonym>
    <synonym>Novamoxin Cap 250mg</synonym>
    <synonym>Novamoxin Cap 500mg</synonym>
    <synonym>Novamoxin Sus 125mg/5ml</synonym>
    <synonym>Novamoxin Sus 250mg/5ml</synonym>
    <synonym>Nu-Amoxi Cap 250mg</synonym>
    <synonym>Nu-Amoxi Cap 500mg</synonym>
    <synonym>Nu-Amoxi Sus 125/5ml</synonym>
    <synonym>Nu-Amoxi Sus 250mg/5ml</synonym>
    <synonym>Ospamox</synonym>
    <synonym>P-hydroxyampicillin</synonym>
    <synonym>PHL-amoxicillin</synonym>
    <synonym>Piramox</synonym>
    <synonym>PMS-amoxicillin</synonym>
    <synonym>Polymox</synonym>
    <synonym>Prevpac</synonym>
    <synonym>Pro Amox Pwr for Oral Susp 125mg/5ml</synonym>
    <synonym>Pro Amox-250 Cap 250mg</synonym>
    <synonym>Pro Amox-500 Cap 500mg</synonym>
    <synonym>Pro-Amox-250 Orl Sus 250mg/5ml</synonym>
    <synonym>r-Hydroxyampicillin</synonym>
    <synonym>Rimoxallin</synonym>
    <synonym>Robamox</synonym>
    <synonym>Sauracillin</synonym>
    <synonym>Sawamox PM</synonym>
    <synonym>Sumox</synonym>
    <synonym>Trimox</synonym>
    <synonym>Unicillin</synonym>
    <synonym>Utimox</synonym>
    <synonym>Vetramox</synonym>
    <synonym>Wymox</synonym>
  </synonyms>
  <chemical_formula>C16H19N3O5S</chemical_formula>
  <average_molecular_weight>365.404</average_molecular_weight>
  <monisotopic_moleculate_weight>365.104541423</monisotopic_moleculate_weight>
  <iupac_name>6-[2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid</iupac_name>
  <traditional_iupac>amoxil</traditional_iupac>
  <cas_registry_number>26787-78-0</cas_registry_number>
  <smiles>CC1(C)SC2C(NC(=O)C(N)C3=CC=C(O)C=C3)C(=O)N2C1C(O)=O</smiles>
  <inchi>InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)</inchi>
  <inchikey>LSQZJLSUYDQPKJ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.</description>
    <direct_parent>Heteroaromatic compounds</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Heteroaromatic compounds</class>
    <sub_class/>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Furans</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic disulfides</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
      <alternative_parent>Sulfenyl compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Furan</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic disulfide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organosulfur compound</substituent>
      <substituent>Oxacycle</substituent>
      <substituent>Sulfenyl compound</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>0.75</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.58</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>9.58e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-2.3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>3.23</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>7.43</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>6-[2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>365.404</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>365.104541423</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CC1(C)SC2C(NC(=O)C(N)C3=CC=C(O)C=C3)C(=O)N2C1C(O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C16H19N3O5S</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>LSQZJLSUYDQPKJ-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>132.96</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>89.5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>35.22</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181921</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181922</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181923</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181924</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181925</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181926</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181927</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181928</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181929</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181930</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181931</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181932</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181933</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181934</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181935</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181936</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181937</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181938</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181939</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>181940</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>295735</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>295736</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>295737</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>336829</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>336830</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>336831</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3391360</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3391361</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3391362</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3391363</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3391364</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3391365</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>13488</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>41965</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>122384</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805923</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805924</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805925</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805926</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805927</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805928</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805929</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805930</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805931</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805932</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805933</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805934</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805935</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805936</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805937</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805938</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805939</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805940</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805941</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805942</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>805943</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB30500</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>2676</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce30c2e738&gt;</reference>
    <reference>#&lt;Reference:0x000055ce30c2e580&gt;</reference>
    <reference>#&lt;Reference:0x000055ce30c2e378&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Milk (Cow)</name>
      <food_type>Type 2</food_type>
      <category>specific</category>
      <name_scientific></name_scientific>
      <ncbi_taxonomy_id/>
      <average_value>0.052</average_value>
      <max_value>0.052</max_value>
      <min_value>0.052</min_value>
      <unit>uM</unit>
    </food>
    <food>
      <name>Milk and milk products</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
