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CHEBI:66693 - melophlin R

ChEBI IDCHEBI:66693
ChEBI Namemelophlin R
Stars
DefinitionA member of the class of pyrrolidin-2-ones that is 1,5-dimethylpyrrolidine-2,4-dione substituted by a 1-hydroxy-12-methyltetradecylidene moiety at position 3. Isolated from the marine sponge Melophlus sarasinorum and other species of genus Melophlus, it exhibits cytotoxicity against murine leukemia cell line.
Last Modified20 June 2013
DownloadsMolfile
FormulaC21H37NO3
Net Charge0
Average Mass351.531
Monoisotopic Mass351.27734
SMILESCCC(C)CCCCCCCCCC/C(O)=C1\C(=O)C(C)N(C)C1=O
InChIInChI=1S/C21H37NO3/c1-5-16(2)14-12-10-8-6-7-9-11-13-15-18(23)19-20(24)17(3)22(4)21(19)25/h16-17,23H,5-15H2,1-4H3/b19-18-
InChIKeyQDDWPSIPKTZOEU-HNENSFHCSA-N
Species of MetaboliteComponentSourceComments
Melophlus (ncbitaxon:283574) - PubMed (16755057)
Melophlus sarasinorum (WORMS:169852) - PubMed (16755057)
Roles Classification
Biological Role:
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)
melophlin R (CHEBI:66693) has role antineoplastic agent (CHEBI:35610)
melophlin R (CHEBI:66693) has role metabolite (CHEBI:25212)
melophlin R (CHEBI:66693) is a enol (CHEBI:33823)
melophlin R (CHEBI:66693) is a pyrrolidin-2-ones (CHEBI:74223)
IUPAC Name 
(3Z)-3-(1-hydroxy-12-methyltetradecylidene)-1,5-dimethylpyrrolidine-2,4-dione
Manual XrefsDatabases
24715723ChemSpider
Registry NumbersSources
Reaxys:10382681Reaxys
Citations