<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2805</id>
  <title>T3D2763</title>
  <common-name>Anidulafungin</common-name>
  <description>Anidulafungin or Eraxis is an anti-fungal drug manufactured by Pfizer that gained approval by the Food and Drug Administration (FDA) in February 21, 2006; it was previously known as LY303366. There is preliminary evidence that it has a similar safety profile to caspofungin.</description>
  <cas>166663-25-8</cas>
  <pubchem-id>166548</pubchem-id>
  <chemical-formula>C58H73N7O17</chemical-formula>
  <weight>1139.506290</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>Practically insoluble</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Injection</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Anidulafungin is a semi-synthetic echinocandin with antifungal activity. Anidulafungin inhibits glucan synthase, an enzyme present in fungal, but not mammalian cells. This results in inhibition of the formation of 1,3-&amp;beta;-D-glucan, an essential component of the fungal cell wall, ultimately leading to osmotic instability and cell death.</mechanism-of-toxicity>
  <metabolism>Hepatic metabolism of anidulafungin has not been observed. Anidulafungin is not a clinically relevant substrate, inducer, or inhibitor of cytochrome P450 (CYP450) isoenzymes. Anidulafungin undergoes slow chemical degradation at physiologic temperature and pH to a ring-opened peptide that lacks antifungal activity.
Route of Elimination: Less than 1% of the administered radioactive dose was excreted in the urine. Anidulafungin is not hepatically metabolized.
Half Life: 40-50 hours</metabolism>
  <toxicity>During clinical trials a single 400 mg dose of anidulafungin was inadvertently administered as a loading dose. No clinical adverse events were reported. The maximum non-lethal dose of anidulafungin in rats was 50 mg/kg, a dose which is equivalent to 10 times the recommended daily dose for esophageal candidiasis (50mg/day).</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For use in the treatment of the following fungal infections: Candidemia and other forms of &lt;i&gt;Candida&lt;/i&gt; infections (intra-abdominal abscess, and peritonitis), Aspergillus infections, and esophageal candidiasis. Also considered an alternative treatment for oropharyngeal canaidiasis.</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Possible side effects include allergic reaction; bronchospasm; fever, chills, body aches, flu symptoms, sores in mouth and throat; nausea, upper stomach pain, itching, loss of appetite, dark urine, clay-colored stools, jaundice (yellowing of the skin or eyes); low potassium; hot flashes; diarrhea or constipation; nausea, vomiting. (L1712)</health-effects>
  <symptoms>During clinical trials a single 400 mg dose of anidulafungin was inadvertently administered as a loading dose. No clinical adverse events were reported. The maximum non-lethal dose of anidulafungin in rats was 50 mg/kg, a dose which is equivalent to 10 times the recommended daily dose for esophageal candidiasis (50mg/day).</symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2009-07-21T20:26:41Z</created-at>
  <updated-at type="dateTime">2026-03-27T01:47:27Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Anidulafungin</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>55346</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id>Anidulafungin</stitch-id>
  <drugbank-id>DB00362</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@@]12C[C@@H](O)CN1C(=O)[C@@]([H])(NC(=O)[C@H](C[C@@H](O)[C@@H](O)NC(=O)[C@]1([H])[C@@H](O)[C@@H](C)CN1C(=O)[C@@]([H])(NC(=O)[C@@]([H])(NC2=O)[C@H](O)[C@@H](O)C1=CC=C(O)C=C1)[C@@H](C)O)NC(=O)C1=CC=C(C=C1)C1=CC=C(C=C1)C1=CC=C(OCCCCC)C=C1)[C@@H](C)O</moldb-smiles>
  <moldb-formula>C58H73N7O17</moldb-formula>
  <moldb-inchi>InChI=1S/C58H73N7O17/c1-5-6-7-24-82-40-22-18-35(19-23-40)33-10-8-32(9-11-33)34-12-14-37(15-13-34)51(74)59-41-26-43(70)54(77)63-56(79)47-48(71)29(2)27-65(47)58(81)45(31(4)67)61-55(78)46(50(73)49(72)36-16-20-38(68)21-17-36)62-53(76)42-25-39(69)28-64(42)57(80)44(30(3)66)60-52(41)75/h8-23,29-31,39,41-50,54,66-73,77H,5-7,24-28H2,1-4H3,(H,59,74)(H,60,75)(H,61,78)(H,62,76)(H,63,79)/t29-,30+,31+,39+,41-,42-,43+,44-,45-,46-,47-,48-,49-,50-,54+/m0/s1</moldb-inchi>
  <moldb-inchikey>JHVAMHSQVVQIOT-MFAJLEFUSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">1140.2369</moldb-average-mass>
  <moldb-mono-mass type="decimal">1139.506293945</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>2.9</logp>
  <hmdb-id>HMDB14506</hmdb-id>
  <chembl-id>CHEMBL264241</chembl-id>
  <chemspider-id>145752</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;Scott Jenkins, Gary Liversidge, Deborah Neville, &amp;#8220;Nanoparticulate Anidulafungin Compositions and Methods for Making the Same.&amp;#8221; U.S. Patent US20090238867, issued September 24, 2009.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002180</chemdb-id>
  <dsstox-id>DTXSID50873201</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00007722</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>377.41999999999985</moldb-polar-surface-area>
  <moldb-refractivity>292.29319999999984</moldb-refractivity>
  <moldb-polarizability>122.37763185616006</moldb-polarizability>
  <moldb-rotatable-bond-count>14</moldb-rotatable-bond-count>
  <moldb-acceptor-count>17</moldb-acceptor-count>
  <moldb-donor-count>14</moldb-donor-count>
  <moldb-pka-strongest-acidic>9.457179266012721</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-3.484584020108345</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>7</moldb-number-of-rings>
  <moldb-alogps-logp>1.87</moldb-alogps-logp>
  <moldb-alogps-logs>-4.31</moldb-alogps-logs>
  <moldb-alogps-solubility>5.64e-02 g/l</moldb-alogps-solubility>
</compound>
