CHEBI:66405 - motualevic acid A

ChEBI IDCHEBI:66405
ChEBI Namemotualevic acid A
Stars
DefinitionAn enamide obtained by the formal condensation of the amino group of glycine with the carboxy group of 14,14-dibromotetradeca-2,13-dienoic acid (the 2E stereoisomer). It is isolated from the marine sponge Siliquariaspongia sp. and exhibits antibacterial properties.
Last Modified7 March 2018
DownloadsMolfile
FormulaC16H25Br2NO3
Net Charge0
Average Mass439.188
Monoisotopic Mass437.02012
SMILESO=C(O)CNC(=O)/C=C/CCCCCCCCCC=C(Br)Br
InChIInChI=1S/C16H25Br2NO3/c17-14(18)11-9-7-5-3-1-2-4-6-8-10-12-15(20)19-13-16(21)22/h10-12H,1-9,13H2,(H,19,20)(H,21,22)/b12-10+
InChIKeyZLIHRGDEFDFVOK-ZRDIBKRKSA-N
Species of MetaboliteComponentSourceComments
Siliquariaspongia (WORMS:171246) - PubMed (19191563)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
motualevic acid A (CHEBI:66405) has role antibacterial agent (CHEBI:33282)
motualevic acid A (CHEBI:66405) has role metabolite (CHEBI:25212)
motualevic acid A (CHEBI:66405) is a N-acylglycine (CHEBI:16180)
motualevic acid A (CHEBI:66405) is a enamide (CHEBI:51751)
motualevic acid A (CHEBI:66405) is a fatty amide (CHEBI:29348)
motualevic acid A (CHEBI:66405) is a monocarboxylic acid (CHEBI:25384)
motualevic acid A (CHEBI:66405) is a organobromine compound (CHEBI:37141)
IUPAC Name 
N-[(2E)-14,14-dibromotetradeca-2,13-dienoyl]glycine
Registry NumbersSources
Reaxys:19364086Reaxys
Citations