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CHEBI:66747 - phomacin B

ChEBI IDCHEBI:66747
ChEBI Namephomacin B
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 Modified6 August 2014
DownloadsMolfile
FormulaC25H37NO5
Net Charge0
Average Mass431.573
Monoisotopic Mass431.26717
SMILES[H][C@]12[C@H](CC(C)C)NC(=O)[C@]13OC(=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/C25H37NO5/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)31-25(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
InChIKeyIXONDWQZWWLZDF-ZCMVJGEESA-N
Species of MetaboliteComponentSourceComments
Phoma (ncbitaxon:37463) - PubMed (11671521)
Roles Classification
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
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 B (CHEBI:66747) has role antineoplastic agent (CHEBI:35610)
phomacin B (CHEBI:66747) has role fungal metabolite (CHEBI:76946)
phomacin B (CHEBI:66747) is a cytochalasin (CHEBI:23528)
phomacin B (CHEBI:66747) is a macrolide antibiotic (CHEBI:25105)
phomacin B (CHEBI:66747) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name 
(3Z,5S,7S,9E,10aS,13S,13aS,14S,16aR)-5-hydroxy-7-(hydroxymethyl)-9,12,13-trimethyl-14-(2-methylpropyl)-6,7,8,10a,13,13a,14,15-octahydro-2H-oxacyclododecino[2,3-d]isoindole-2,16(5H)-dione
Citations