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

ChEBI IDCHEBI:65362
ChEBI Name3-acetamino-6-isobutyl-2,5-dioxopiperazine
Stars
DefinitionA 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.
Last Modified26 October 2012
DownloadsMolfile
FormulaC10H17N3O3
Net Charge0
Average Mass227.264
Monoisotopic Mass227.12699
SMILES[H][C@]1(CC(N)=O)NC(=O)[C@@]([H])(C(C)CC)NC1=O
InChIInChI=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
InChIKeyLYDWCUQSOZRMRD-KYVYOHOSSA-N
Species of MetaboliteComponentSourceComments
Cordyceps sinensis (ncbitaxon:72228) - PubMed (15863936)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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)
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
Citations