<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 06:00:10 UTC</creation_date>
  <update_date>2026-05-14 18:10:34 UTC</update_date>
  <accession/>
  <common_name>Virginiamycin S1</common_name>
  <class>SmallMolecule</class>
  <description>Virginiamycin S1 is an organic compound with the formula C43H49N7O10. Virginiamycin S1 belongs to the depsipeptides, a subclass of peptidomimetics within the organic compounds. With an average molecular weight of 823.90 g/mol, Virginiamycin S1 is a heavy molecule. It is found in healthcare, pharmaceuticals, and veterinary products as an antibiotic, with recorded exposure routes via inhalation and oral administration. Regarding its biological activity, the compound has one recorded protein target, the large ribosomal subunit protein eL37 (RPL37).</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C43H49N7O10</chemical_formula>
  <average_molecular_weight>823.904</average_molecular_weight>
  <monisotopic_moleculate_weight>823.354090806</monisotopic_moleculate_weight>
  <iupac_name/>
  <traditional_iupac/>
  <cas_registry_number>23152-29-6</cas_registry_number>
  <smiles>[H][C@@]12CCCN1C(=O)[C@@]([H])(CC)N=C(O)[C@@]([H])(N=C(O)C1=C(O)C=CC=N1)C([H])(C)OC(=O)[C@@]([H])(N=C(O)C1([H])CC(=O)CCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N(C)C2=O)C1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C43H49N7O10/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6-10-16-27)43(59)60-25(2)34(38(54)45-29)46-39(55)36-33(52)18-11-20-44-36/h5-11,13-16,18,20,25,29-32,34-35,52H,4,12,17,19,21-24H2,1-3H3,(H,45,54)(H,46,55)(H,47,53)/t25?,29-,30+,31?,32+,34+,35+/m1/s1</inchi>
  <inchikey>FEPMHVLSLDOMQC-ZVGMWUGDSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic acids and derivatives</super_class>
    <class>Peptidomimetics</class>
    <sub_class>Depsipeptides</sub_class>
    <direct_parent>Cyclic depsipeptides</direct_parent>
    <alternate_parents>
      <alternative_parent>2-heteroaryl carboxamides</alternative_parent>
      <alternative_parent>Alpha amino acid esters</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzene and substituted derivatives</alternative_parent>
      <alternative_parent>Carboxylic acid esters</alternative_parent>
      <alternative_parent>Cyclic ketones</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Hydroxypyridines</alternative_parent>
      <alternative_parent>Lactams</alternative_parent>
      <alternative_parent>Lactones</alternative_parent>
      <alternative_parent>Macrolactams</alternative_parent>
      <alternative_parent>Macrolide lactams</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>N-acyl-alpha amino acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
      <alternative_parent>Piperidinones</alternative_parent>
      <alternative_parent>Pyridinecarboxamides</alternative_parent>
      <alternative_parent>Pyrrolidines</alternative_parent>
      <alternative_parent>Secondary carboxylic acid amides</alternative_parent>
      <alternative_parent>Tertiary carboxylic acid amides</alternative_parent>
      <alternative_parent>Vinylogous acids</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>2-heteroaryl carboxamide</substituent>
      <substituent>Alpha-amino acid ester</substituent>
      <substituent>Alpha-amino acid or derivatives</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxamide group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Carboxylic acid ester</substituent>
      <substituent>Cyclic depsipeptide</substituent>
      <substituent>Cyclic ketone</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Hydroxypyridine</substituent>
      <substituent>Ketone</substituent>
      <substituent>Lactam</substituent>
      <substituent>Lactone</substituent>
      <substituent>Macrolactam</substituent>
      <substituent>Macrolide lactam</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>N-acyl-alpha amino acid or derivatives</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Oxacycle</substituent>
      <substituent>Piperidine</substituent>
      <substituent>Piperidinone</substituent>
      <substituent>Pyridine</substituent>
      <substituent>Pyridine carboxylic acid or derivatives</substituent>
      <substituent>Pyridinecarboxamide</substituent>
      <substituent>Pyrrolidine</substituent>
      <substituent>Secondary carboxylic acid amide</substituent>
      <substituent>Tertiary carboxylic acid amide</substituent>
      <substituent>Vinylogous acid</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>1.85</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>average_mass</kind>
      <value>823.904</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>823.354090806</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>[H][C@@]12CCCN1C(=O)[C@@]([H])(CC)N=C(O)[C@@]([H])(N=C(O)C1=C(O)C=CC=N1)C([H])(C)OC(=O)[C@@]([H])(N=C(O)C1([H])CC(=O)CCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N(C)C2=O)C1=CC=CC=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C43H49N7O10</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C43H49N7O10/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6-10-16-27)43(59)60-25(2)34(38(54)45-29)46-39(55)36-33(52)18-11-20-44-36/h5-11,13-16,18,20,25,29-32,34-35,52H,4,12,17,19,21-24H2,1-3H3,(H,45,54)(H,46,55)(H,47,53)/t25?,29-,30+,31?,32+,34+,35+/m1/s1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>FEPMHVLSLDOMQC-ZVGMWUGDSA-N</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3bafaf5658&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB04805</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>5388936</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>4534976</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
  <targets>
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      <target_id>BE0003832</target_id>
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  </targets>
</compound>
