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CHEBI:66748 - phomacin C

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:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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