<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2609</id>
  <title>T3D2568</title>
  <common-name>Ceftriaxone</common-name>
  <description>Ceftriaxone is only found in individuals that have used or taken this drug. It is a broad-spectrum cephalosporin antibiotic with a very long half-life and high penetrability to meninges, eyes and inner ears. [PubChem]Ceftriaxone works by inhibiting the mucopeptide synthesis in the bacterial cell wall. The beta-lactam moiety of Ceftriaxone binds to carboxypeptidases, endopeptidases, and transpeptidases in the bacterial cytoplasmic membrane. These enzymes are involved in cell-wall synthesis and cell division. By binding to these enzymes, Ceftriaxone results in the formation of of defective cell walls and cell death.</description>
  <cas>73384-59-5</cas>
  <pubchem-id>5479530</pubchem-id>
  <chemical-formula>C18H18N8O7S3</chemical-formula>
  <weight>554.046060</weight>
  <appearance>Solid (MSDS, A308).</appearance>
  <melting-point>&gt;155°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility>1.05e-01 g/L</solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Inhalation; dermal or skin contact; ingestion; intravenous (MSDS, A308).</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Ceftriaxone works by inhibiting the mucopeptide synthesis in the bacterial cell wall. The beta-lactam moiety of Ceftriaxone binds to carboxypeptidases, endopeptidases, and transpeptidases in the bacterial cytoplasmic membrane. These enzymes are involved in cell-wall synthesis and cell division. By binding to these enzymes, Ceftriaxone results in the formation of of defective cell walls and cell death.</mechanism-of-toxicity>
  <metabolism>Ceftriaxone is eliminated unchanged in the urine by glomerular filtration (60%) and bile (40%) (A633).Route of Elimination: Thirty-three percent to 67% of a ceftriaxone dose was excreted in the urine as unchanged drug and the remainder was secreted in the bile and ultimately found in the feces as microbiologically inactive compounds.Half Life: 5.8-8.7 hours</metabolism>
  <toxicity>LD50: &gt;10 000 mg/kg (Oral, Rat)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the treatment of the infections (respiratory, skin, soft tissue, UTI, ENT) caused by S. pneumoniae, H. influenzae, staphylococci, S. pyogenes (group A beta-hemolytic streptococci), E. coli, P. mirabilis, Klebsiella sp, coagulase-negative staph (A308).</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Some observed adverse reactions ( &lt; 0.1%) include abdominal pain, agranulocytosis, allergic pneumonitis, anaphylaxis, basophilia, biliary lithiasis, bronchospasm, colitis, dyspepsia, epistaxis, flatulence, gallbladder sludge, glycosuria, hematuria, jaundice, leukocytosis, lymphocytosis, monocytosis, nephrolithiasis, palpitations, a decrease in the prothrombin time, renal precipitations, seizures, and serum sickness (RxList, A308).</health-effects>
  <symptoms>Abdominal pain.</symptoms>
  <treatment>In the case of overdosage, drug concentration would not be reduced by hemodialysis or peritoneal dialysis. There is no specific antidote. Treatment of overdosage should be symptomatic (RxList, A308).</treatment>
  <created-at type="dateTime">2009-07-05T03:20:59Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:58:47Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Ceftriaxone</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C06683</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>29007</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Ceftriaxone</stitch-id>
  <drugbank-id>DB01212</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@]12SCC(CSC3=NC(=O)C(=O)NN3C)=C(N1C(=O)[C@H]2NC(=O)C(=N/OC)\C1=CSC(N)=N1)C(O)=O</moldb-smiles>
  <moldb-formula>C18H18N8O7S3</moldb-formula>
  <moldb-inchi>InChI=1S/C18H18N8O7S3/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32)/b24-8-/t9-,15-/m1/s1</moldb-inchi>
  <moldb-inchikey>VAAUVRVFOQPIGI-SPQHTLEESA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">554.58</moldb-average-mass>
  <moldb-mono-mass type="decimal">554.04605704</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>-1.7</logp>
  <hmdb-id>HMDB15343</hmdb-id>
  <chembl-id>CHEMBL161</chembl-id>
  <chemspider-id>4514885</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Monguzzi Riccardo, Menaspace Silvano, Anzaghi Piergiorgio, &amp;#8220;Process for the preparation of ceftriaxone.&amp;#8221; U.S. Patent US5026843, issued November, 1984.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002094</chemdb-id>
  <dsstox-id>DTXSID0022773</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00007027</susdat-id>
  <iupac>(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-{[(2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-3-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid</iupac>
  <moldb-polar-surface-area>208.98000000000002</moldb-polar-surface-area>
  <moldb-refractivity>128.46669999999995</moldb-refractivity>
  <moldb-polarizability>51.46712614184927</moldb-polarizability>
  <moldb-rotatable-bond-count>8</moldb-rotatable-bond-count>
  <moldb-acceptor-count>12</moldb-acceptor-count>
  <moldb-donor-count>4</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.1880236213884396</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>4.166923225318286</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-1</moldb-physiological-charge>
  <moldb-number-of-rings>4</moldb-number-of-rings>
  <moldb-alogps-logp>-0.01</moldb-alogps-logp>
  <moldb-alogps-logs>-3.72</moldb-alogps-logs>
  <moldb-alogps-solubility>1.05e-01 g/l</moldb-alogps-solubility>
</compound>
