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CHEBI:66406 - motualevic acid F

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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