The novel antifungal agent ascosteroside (1) was isolated from cultured broth of Ascotricha amphitricha (ATCC 74237). The structure based on spectroscopic data was determined to be an α-linked glycoside of a lanostane-type triterpenoid.

antifungal agent, triterpene glycoside, ascosteroside, Ascotricha amphitricha, fungicidal activity

• Compound ID: 19724
  

  a-D-Glcp4Me-(1-3)-Subst Subst = ascosteroside C aglycon = SMILES C=C(CC[C@@H](C)[C@H]1C{15}[C@@H](O)[C@@]2({30}C(=O)O)/C4=C(CC[C@]12C)/[C@@]3(C)CC{3}[C@H](O)C(=C)[C@@H]3CC4)C(C)C

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  Structure type: monomer ; 669.3964 [M+Na]+
  C37H58O9
  Trivial name: ascosteroside A
  Compound class: glycoside
  
   
  
  Ascotricha amphitricha
  CSDB ID 45589 (all data & tools)
• Compound ID: 19725
  

  a-D-Glcp4Me-(1-3)-Subst-(30-1)-Me Subst = ascosteroside C aglycon = SMILES C=C(CC[C@@H](C)[C@H]1C{15}[C@@H](O)[C@@]2({30}C(=O)O)/C4=C(CC[C@]12C)/[C@@]3(C)CC{3}[C@H](O)C(=C)[C@@H]3CC4)C(C)C

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  Structure type: monomer ; 683.4113 [M+Na]+
  C38H60O9
  Compound class: glycoside
  
   
  
  Ascotricha amphitricha
  CSDB ID 45590 (all data & tools)
• Compound ID: 19726
  

  Subst1-(7-3)-+ | Subst1-(7-2)-a-D-Glcp4Me-(1-3)-Subst | Subst1-(7-6)-+ Subst = ascosteroside C aglycon = SMILES C=C(CC[C@@H](C)[C@H]1C{15}[C@@H](O)[C@@]2({30}C(=O)O)/C4=C(CC[C@]12C)/[C@@]3(C)CC{3}[C@H](O)C(=C)[C@@H]3CC4)C(C)C; Subst1 = 4-bromobenzoic acid = SMILES O={7}C(O)c1ccc(Br)cc1

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  Structure type: monomer ; 1199.2307 [M+Li]+
  C58H67O12Br3
  Compound class: glycoside
  
   
  
  Ascotricha amphitricha
  CSDB ID 45591 (all data & tools)
• Compound ID: 20755
  

  b-D-Glcp4Me-(1-3)-Subst Subst = ascosteroside C aglycon = SMILES C=C(CC[C@@H](C)[C@H]1C{15}[C@@H](O)[C@@]2({30}C(=O)O)/C4=C(CC[C@]12C)/[C@@]3(C)CC{3}[C@H](O)C(=C)[C@@H]3CC4)C(C)C

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  Structure type: monomer ; 669.3964 [M+Na]+, 646.4066
  C37H58O9
  Trivial name: ascosteroside
  
   
  
  Ascotricha amphitricha ATCC 74237
  CSDB ID 46687 (all data & tools)
• Compound ID: 20756
  

  b-D-Glcp4Me-(1-3)-Subst30Me Subst = ascosteroside C aglycon = SMILES C=C(CC[C@@H](C)[C@H]1C{15}[C@@H](O)[C@@]2({30}C(=O)O)/C4=C(CC[C@]12C)/[C@@]3(C)CC{3}[C@H](O)C(=C)[C@@H]3CC4)C(C)C

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  Structure type: monomer ; 683.4113 [M+Na]+
  C37H58O9
  
   
  
  Ascotricha amphitricha ATCC 74237
  CSDB ID 46688 (all data & tools)
• Compound ID: 20757
  

  Subst-(1-3)-+ | Subst-(1-2)-b-D-Glcp4Me-(1-3)-Subst1 | Subst-(1-6)-+ Subst = 4-bromobenzoic acid = SMILES O={1}C(O)c1ccc(Br)cc1; Subst1 = ascosteroside C aglycon = SMILES C=C(CC[C@@H](C)[C@H]1C{15}[C@@H](O)[C@@]2({30}C(=O)O)/C4=C(CC[C@]12C)/[C@@]3(C)CC{3}[C@H](O)C(=C)[C@@H]3CC4)C(C)C

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  Structure type: monomer ; 1199.2307 [M+Li]+
  C58H67O12Br3
  Trivial name: ascosteroside
  
   
  
  Ascotricha amphitricha ATCC 74237
  CSDB ID 46689 (all data & tools)