CHEBI:66406 - motualevic acid F

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ChEBI Name motualevic acid F
ChEBI ID CHEBI:66406
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C16H23Br2NO2
Net Charge 0
Average Mass 421.16700
Monoisotopic Mass 419.00955
InChI InChI=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
InChIKey XWKHPPWOUIGVPT-SLZMIMFISA-N
SMILES OC(=O)[C@@H]1N=C1\C=C\CCCCCCCCCC=C(Br)Br
Metabolite of Species Details
Siliquariaspongia (WORMS:171246) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
19364082 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19191563 PubMed citation Europe PMC
Last Modified
12 October 2012