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CHEBI:144086 - spongotine A

ChEBI IDCHEBI:144086
ChEBI Namespongotine A
Stars
DefinitionA member of the class of imidazolines that is 4,5-dihydro-1H-imidazole which is substituted by a 1H-indole-3-carbonyl group at position 2 and a 6-bromo-1H-indol-3-yl group at position 4S. It is a bisindole alkaloid isolated from the marine sponge, Spongosorites sp.
Last Modified23 October 2019
SubmitterKeeva
DownloadsMolfile
FormulaC20H15BrN4O
Net Charge0
Average Mass407.271
Monoisotopic Mass406.04292
SMILESO=C(C1=N[C@@H](c2cnc3cc(Br)ccc23)CN1)c1cnc2ccccc12
InChIInChI=1S/C20H15BrN4O/c21-11-5-6-13-14(8-23-17(13)7-11)18-10-24-20(25-18)19(26)15-9-22-16-4-2-1-3-12(15)16/h1-9,18,22-23H,10H2,(H,24,25)/t18-/m1/s1
InChIKeyBYNAFSYAUGRDSZ-GOSISDBHSA-N
Species of MetaboliteComponentSourceComments
Spongosorites (ncbitaxon:6070) - DOI (10.1021/np060206z)
Roles Classification
Biological Roles:
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
spongotine A (CHEBI:144086) has role antineoplastic agent (CHEBI:35610)
spongotine A (CHEBI:144086) has role marine metabolite (CHEBI:76507)
spongotine A (CHEBI:144086) is a aromatic ketone (CHEBI:76224)
spongotine A (CHEBI:144086) is a bisindole alkaloid (CHEBI:51879)
spongotine A (CHEBI:144086) is a bromoindole (CHEBI:52514)
spongotine A (CHEBI:144086) is a imidazolines (CHEBI:53095)
IUPAC Name 
[(4S)-4-(6-bromo-1H-indol-3-yl)-4,5-dihydro-1H-imidazol-2-yl](1H-indol-3-yl)methanone
Synonyms  Source
(−)-spongotine AChEBI
4,5-dihydro-6'-deoxybromotopsentinChEBI
Manual XrefsDatabases
C00040357KNApSAcK
Registry NumbersSources
CAS:116747-40-1KNApSAcK
Citations