melophlin P (CHEBI:66691)

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ChEBI Name	melophlin P

ChEBI ID	CHEBI:66691

Definition	A member of the class of pyrrolidin-2-ones that is 1,5-dimethylpyrrolidine-2,4-dione substituted by a 1-hydroxyhexadecylidene 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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C22H39NO3

Net Charge

Average Mass

365.55000

Monoisotopic Mass

365.29299

InChI

InChI=1S/C22H39NO3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(24)20-21(25)18(2)23(3)22(20)26/h18,24H,4-17H2,1-3H3/b20-19-

InChIKey

TZDVTFYLQHHLND-VXPUYCOJSA-N

SMILES

CCCCCCCCCCCCCCC\C(O)=C1/C(=O)C(C)N(C)C1=O

Metabolite of Species	Details
Melophlus (NCBI:txid283574)	See: PubMed
Melophlus sarasinorum (WORMS:169852)	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.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	melophlin P (CHEBI:66691) has role antineoplastic agent (CHEBI:35610) melophlin P (CHEBI:66691) has role metabolite (CHEBI:25212) melophlin P (CHEBI:66691) is a enol (CHEBI:33823) melophlin P (CHEBI:66691) is a pyrrolidin-2-ones (CHEBI:74223)

IUPAC Name

(3Z)-3-(1-hydroxyhexadecylidene)-1,5-dimethylpyrrolidine-2,4-dione

Registry Number	Type	Source
10387771	Reaxys Registry Number	Reaxys

Last Modified

20 June 2013

General Comment
2013-04-05	The compound has been isolated as a mixture of 5R and 5S enantiomers.