CHEBI:65362 - 3-acetamino-6-isobutyl-2,5-dioxopiperazine

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ChEBI Name 3-acetamino-6-isobutyl-2,5-dioxopiperazine
ChEBI ID CHEBI:65362
Definition A member of the class of 2,5-diketopiperazines that is 2,5-diketopiperazine substituted by an (aminocarbonyl)methyl group at position 3 and an isobutyl group at position 6. It is isolated from the fungus Cordyceps sinensis and exhibits significant cytotoxicity against L-929, A375 and HeLa cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H17N3O3
Net Charge 0
Average Mass 227.26030
Monoisotopic Mass 227.12699
InChI InChI=1S/C10H17N3O3/c1-3-5(2)8-10(16)12-6(4-7(11)14)9(15)13-8/h5-6,8H,3-4H2,1-2H3,(H2,11,14)(H,12,16)(H,13,15)/t5?,6-,8-/m1/s1
InChIKey LYDWCUQSOZRMRD-KYVYOHOSSA-N
SMILES [H][C@]1(CC(N)=O)NC(=O)[C@]([H])(NC1=O)C(C)CC
Metabolite of Species Details
Cordyceps sinensis (NCBI:txid72228) 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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-acetamino-6-isobutyl-2,5-dioxopiperazine (CHEBI:65362) has role antineoplastic agent (CHEBI:35610)
3-acetamino-6-isobutyl-2,5-dioxopiperazine (CHEBI:65362) has role metabolite (CHEBI:25212)
3-acetamino-6-isobutyl-2,5-dioxopiperazine (CHEBI:65362) is a 2,5-diketopiperazines (CHEBI:65061)
IUPAC Name
2-[(2R,5R)-5-(butan-2-yl)-3,6-dioxopiperazin-2-yl]acetamide
Citation Waiting for Citations Type Source
15863936 PubMed citation Europe PMC
Last Modified
26 October 2012