CHEBI:66748 - phomacin C

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ChEBI Name phomacin C
ChEBI ID CHEBI:66748
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 C25H37NO4
Net Charge 0
Average Mass 415.56560
Monoisotopic Mass 415.27226
InChI InChI=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
InChIKey AQAFUDMWTUOKSI-USVVNQICSA-N
SMILES [H][C@]12C=C(C)[C@@H](C)[C@@]3([H])[C@H](CC(C)C)NC(=O)[C@@]13C(=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): 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(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Citation Waiting for Citations Type Source
11671521 PubMed citation Europe PMC
Last Modified
22 October 2012