cyclo(L-phenylalanyl-L-leucyl) (CHEBI:71608)

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ChEBI Name	cyclo(L-phenylalanyl-L-leucyl)

ChEBI ID	CHEBI:71608

ChEBI ASCII Name	cyclo(L-phenylalanyl-L-leucyl)

Definition	A member of the class of 2,5-diketopiperazines that is piperazine-2,5-dione in which one hydrogen at position 3 and one hydrogen at position 6 are replaced by benzyl and isobutyl groups (the 3S,6S-diastereomer).

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	KAX

Supplier Information

Download	Molfile XML SDF

Formula

C15H20N2O2

Net Charge

Average Mass

260.33150

Monoisotopic Mass

260.15248

InChI

InChI=1S/C15H20N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-7,10,12-13H,8-9H2,1-2H3,(H,16,19)(H,17,18)/t12-,13-/m0/s1

InChIKey

QPDMOMIYLJMOQJ-STQMWFEESA-N

SMILES

CC(C)C[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC1=O

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.

ChEBI Ontology
Outgoing	cyclo(L-phenylalanyl-L-leucyl) (CHEBI:71608) has role metabolite (CHEBI:25212) cyclo(L-phenylalanyl-L-leucyl) (CHEBI:71608) is a 2,5-diketopiperazines (CHEBI:65061)

IUPAC Name

(3S,6S)-3-benzyl-6-isobutylpiperazine-2,5-dione

Synonyms	Sources
(3S,6S)-3-(2-Methylpropyl)-6-(phenylmethyl)-2,5-piperazinedione	ChemIDplus
cFL	SUBMITTER
cyclo(L-Leu-L-Phe)	ChEBI
Cyclo(L-leucyl-L-phenylalanyl)	ChemIDplus
cyclo(L-Phe-L-Leu)	SUBMITTER
cyclo(L-phenylalanyl-L-leucyl)	UniProt
Cyclo(Leu-Phe)	ChemIDplus
Cyclo(Phe-Leu)	ChemIDplus
L-Phenylalanyl-L-leucine diketopiperazine	ChemIDplus

Citation	Type	Source
19430487	PubMed citation	SUBMITTER

Last Modified

30 January 2013