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CHEBI:66748 - phomacin C

Default Structure
ChEBI IDCHEBI:66748
ChEBI Namephomacin C
Stars
DefinitionA cytochalasin isolated from a fungus Phoma sp. that has been shown to possess potent inhibitory activity against HT-29 colonic adenocarcinoma cells.
Last Modified22 October 2012
DownloadsMolfile
FormulaC25H37NO4
Net Charge0
Average Mass415.574
Monoisotopic Mass415.27226
SMILES[H][C@]12[C@H](CC(C)C)NC(=O)[C@]13C(=O)/C=C/[C@@H](O)C[C@@H](CO)C/C(C)=C/[C@@]3([H])C=C(C)[C@H]2C
InChIInChI=1S/C25H37NO4/c1-14(2)8-21-23-17(5)16(4)11-19-10-15(3)9-18(13-27)12-20(28)6-7-22(29)25(19,23)24(30)26-21/h6-7,10-11,14,17-21,23,27-28H,8-9,12-13H2,1-5H3,(H,26,30)/b7-6+,15-10+/t17-,18+,19+,20-,21+,23+,25-/m1/s1
InChIKeyAQAFUDMWTUOKSI-USVVNQICSA-N
Species of MetaboliteComponentSourceComments
Phoma (ncbitaxon:37463) - PubMed (11671521)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
phomacin C (CHEBI:66748) has role antimicrobial agent (CHEBI:33281)
phomacin C (CHEBI:66748) has role antineoplastic agent (CHEBI:35610)
phomacin C (CHEBI:66748) has role metabolite (CHEBI:25212)
phomacin C (CHEBI:66748) is a cytochalasin (CHEBI:23528)
phomacin C (CHEBI:66748) is a macrocycle (CHEBI:51026)
phomacin C (CHEBI:66748) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name 
(3S,3aR,4S,6aS,7E,10S,12S,13E,15aS)-12-hydroxy-10-(hydroxymethyl)-4,5,8-trimethyl-3-(2-methylpropyl)-3,3a,4,6a,9,10,11,12-octahydro-1H-cycloundeca[d]isoindole-1,15(2H)-dione
Citations