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CHEBI:65762 - (−)-dibromophakellin

ChEBI IDCHEBI:65762
ChEBI Name(−)-dibromophakellin
Stars
ASCII Name(-)-dibromophakellin
DefinitionAn alkaloid isolated from the marine sponge Phakellia flabellata and Acanthella costata. It acts as an α2B adrenoceptor agonist.
Last Modified25 March 2015
DownloadsMolfile
FormulaC11H11Br2N5O
Net Charge0
Average Mass389.051
Monoisotopic Mass386.93303
SMILES[H][C@@]12NC(N)=N[C@@]13CCCN3C(=O)c1cc(Br)c(Br)n12
InChIInChI=1S/C11H11Br2N5O/c12-5-4-6-8(19)17-3-1-2-11(17)9(15-10(14)16-11)18(6)7(5)13/h4,9H,1-3H2,(H3,14,15,16)/t9-,11+/m0/s1
InChIKeyMKCFBJDWCJAOTN-GXSJLCMTSA-N
Species of MetaboliteComponentSourceComments
Acanthella costata (WORMS:165653) - PubMed (19243956)
Phakellia flabellata (WORMS:192925) - DOI (10.1021/jo00445a028)
Roles Classification
Biological Roles:
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
animal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
ChEBI Ontology
Outgoing Relation(s)
(−)-dibromophakellin (CHEBI:65762) has role animal metabolite (CHEBI:75767)
(−)-dibromophakellin (CHEBI:65762) has role marine metabolite (CHEBI:76507)
(−)-dibromophakellin (CHEBI:65762) has role α-adrenergic agonist (CHEBI:35569)
(−)-dibromophakellin (CHEBI:65762) is a alkaloid (CHEBI:22315)
(−)-dibromophakellin (CHEBI:65762) is a guanidines (CHEBI:24436)
(−)-dibromophakellin (CHEBI:65762) is a organobromine compound (CHEBI:37141)
IUPAC Name 
(3aR,12aS)-2-amino-10,11-dibromo-1,5,6,12a-tetrahydro-4H,8H-imidazo[4,5-b]dipyrrolo[1,2-a:1',2'-d]pyrazin-8-one
Registry NumbersSources
Reaxys:8008418Reaxys
Citations