CHEBI:66746 - phomacin A

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ChEBI Name phomacin A
ChEBI ID CHEBI:66746
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/c1-13(2)9-19-22-17(6)15(4)12-18-11-14(3)10-16(5)23(29)20(27)7-8-21(28)31-25(18,22)24(30)26-19/h7-8,11-13,16-20,22-23,27,29H,9-10H2,1-6H3,(H,26,30)/b8-7-,14-11+/t16-,17+,18-,19-,20+,22-,23-,25+/m0/s1
InChIKey CTCWWHNYPVOMQP-WXZOGCPCSA-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@@H](O)[C@@H](C)C\C(C)=C\2
Metabolite of Species Details
Phoma (NCBI:txidtxid37463) 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 A (CHEBI:66746) has role antineoplastic agent (CHEBI:35610)
phomacin A (CHEBI:66746) has role fungal metabolite (CHEBI:76946)
phomacin A (CHEBI:66746) is a cytochalasin (CHEBI:23528)
phomacin A (CHEBI:66746) is a macrolide antibiotic (CHEBI:25105)
phomacin A (CHEBI:66746) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name
(3Z,5R,6S,7S,9E,10aS,13S,13aS,14S,16aR)-5,6-dihydroxy-7,9,12,13-tetramethyl-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