CHEBI:66747 - phomacin B

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ChEBI Name phomacin B
ChEBI ID CHEBI:66747
Definition A cytochalasin isolated from a fungus Phoma sp. that has been shown to possess potent inhibitory activity against HT-29 colonic adenocarcinoma cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C25H37NO5
Net Charge 0
Average Mass 431.56500
Monoisotopic Mass 431.26717
InChI InChI=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
InChIKey IXONDWQZWWLZDF-ZCMVJGEESA-N
SMILES [H][C@]12C=C(C)[C@@H](C)[C@@]3([H])[C@H](CC(C)C)NC(=O)[C@@]13OC(=O)\C=C/[C@@H](O)C[C@@H](CO)C\C(C)=C\2
Metabolite of Species Details
Phoma (NCBI:txid37463) See: PubMed
Roles Classification
Biological Role(s): 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.
(via macrolide antibiotic )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Citation Waiting for Citations Type Source
11671521 PubMed citation Europe PMC
Last Modified
06 August 2014