CHEBI:70168 - fellutanine

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ChEBI Name fellutanine
ChEBI ID CHEBI:70168
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C22H20N4O2
Net Charge 0
Average Mass 372.41980
Monoisotopic Mass 372.15863
InChI InChI=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+
InChIKey DNHODRZUCGXYKU-BGYRXZFFSA-N
SMILES O=C1N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N[C@@H]1Cc1c[nH]c2ccccc12
Metabolite of Species Details
Penicillium sp. (NCBI:txid5081) Ethyl acetate extract of culture filtrate of strain KF620 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
cyclo(Trp-Trp) ChEBI
cyclo-(L-Trp-D-Trp) ChEBI
fellutanine A ChEBI
Registry Number Type Source
8651145 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10867952 PubMed citation Europe PMC
14520967 PubMed citation Europe PMC
21126094 PubMed citation Europe PMC
Last Modified
13 January 2014