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CHEBI:66406 - motualevic acid F

ChEBI IDCHEBI:66406
ChEBI Namemotualevic acid F
Stars
DefinitionA 2H-azirine that is 2H-azirene-2-carboxylic acid substituted by a 13,13-dibromotrideca-1,12-dien-1-yl group at position 3 (the 2R stereoisomer). It is isolated from the marine sponge Siliquariaspongia sp. and exhibits antibacterial properties.
Last Modified12 October 2012
DownloadsMolfile
FormulaC16H23Br2NO2
Net Charge0
Average Mass421.173
Monoisotopic Mass419.00955
SMILESO=C(O)[C@@H]1N=C1/C=C/CCCCCCCCCC=C(Br)Br
InChIInChI=1S/C16H23Br2NO2/c17-14(18)12-10-8-6-4-2-1-3-5-7-9-11-13-15(19-13)16(20)21/h9,11-12,15H,1-8,10H2,(H,20,21)/b11-9+/t15-/m1/s1
InChIKeyXWKHPPWOUIGVPT-SLZMIMFISA-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 F (CHEBI:66406) has functional parent 2H-azirine (CHEBI:30971)
motualevic acid F (CHEBI:66406) has role antibacterial agent (CHEBI:33282)
motualevic acid F (CHEBI:66406) has role metabolite (CHEBI:25212)
motualevic acid F (CHEBI:66406) is a monocarboxylic acid (CHEBI:25384)
motualevic acid F (CHEBI:66406) is a organobromine compound (CHEBI:37141)
IUPAC Name 
(2R)-3-[(1E)-13,13-dibromotrideca-1,12-dien-1-yl]-2H-azirene-2-carboxylic acid
Registry NumbersSources
Reaxys:19364082Reaxys
Citations