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CHEBI:70168 - fellutanine

Default Structure
ChEBI IDCHEBI:70168
ChEBI Namefellutanine
Stars
DefinitionA member of the class of 2,5-diketopiperazines that is piperazine-2,5-dione substituted by 1H-indol-3-ylmethyl groups at positions 3 and 6 respectively. Isolated from Penicillium species, it exhibits antibacterial activity.
Last Modified13 January 2014
DownloadsMolfile
FormulaC22H20N4O2
Net Charge0
Average Mass372.428
Monoisotopic Mass372.15863
SMILESO=C1N[C@H](Cc2cnc3ccccc23)C(=O)N[C@H]1Cc1cnc2ccccc12
InChIInChI=1S/C22H20N4O2/c27-21-19(9-13-11-23-17-7-3-1-5-15(13)17)25-22(28)20(26-21)10-14-12-24-18-8-4-2-6-16(14)18/h1-8,11-12,19-20,23-24H,9-10H2,(H,25,28)(H,26,27)/t19-,20+
InChIKeyDNHODRZUCGXYKU-BGYRXZFFSA-N
Species of MetaboliteComponentSourceComments
Penicillium sp. (ncbitaxon:5081) - PubMed (21126094) Ethyl acetate extract of culture filtrate Strain: KF620
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
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)
fellutanine (CHEBI:70168) has role Penicillium metabolite (CHEBI:76964)
fellutanine (CHEBI:70168) has role antibacterial agent (CHEBI:33282)
fellutanine (CHEBI:70168) is a 2,5-diketopiperazines (CHEBI:65061)
fellutanine (CHEBI:70168) is a indole alkaloid (CHEBI:38958)
IUPAC Name 
(3R,6S)-3,6-bis(1H-indol-3-ylmethyl)piperazine-2,5-dione
Synonyms  Source
cyclo-(L-Trp-D-Trp)ChEBI
cyclo(Trp-Trp)ChEBI
fellutanine AChEBI
Registry NumbersSources
Reaxys:8651145Reaxys
Citations