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CHEBI:75142 - N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal

ChEBI IDCHEBI:75142
ChEBI NameN-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal
Stars
ASCII NameN-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal
DefinitionA tripeptide that is L-leucyl-L-leucyl-L-leucine in which the C-terminal carboxy group has been reduced to the corresponding aldehyde and the N-terminal amino group is protected as its benzyloxycarbonyl derivative.
Secondary ChEBI IDCHEBI:87077
Last Modified24 February 2016
SubmitterGareth Owen, Margaret Duesbury
DownloadsMolfile
FormulaC26H41N3O5
Net Charge0
Average Mass475.630
Monoisotopic Mass475.30462
SMILES[H]C(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1
InChIInChI=1S/C26H41N3O5/c1-17(2)12-21(15-30)27-24(31)22(13-18(3)4)28-25(32)23(14-19(5)6)29-26(33)34-16-20-10-8-7-9-11-20/h7-11,15,17-19,21-23H,12-14,16H2,1-6H3,(H,27,31)(H,28,32)(H,29,33)/t21-,22-,23-/m0/s1
InChIKeyTZYWCYJVHRLUCT-VABKMULXSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Application:
proteasome inhibitor  A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
ChEBI Ontology
Outgoing Relation(s)
N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal (CHEBI:75142) has role proteasome inhibitor (CHEBI:52726)
N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal (CHEBI:75142) is a amino aldehyde (CHEBI:22492)
N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal (CHEBI:75142) is a carbamate ester (CHEBI:23003)
N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal (CHEBI:75142) is a tripeptide (CHEBI:47923)
IUPAC Name 
N-[(benzyloxy)carbonyl]-L-leucyl-N-[(2S)-4-methyl-1-oxopentan-2-yl]-L-leucinamide
Synonyms  Source
MG 132ChemIDplus
MG-132ChemIDplus
ZLLLalChemIDplus
Z-Leu-Leu-LeucinalChemIDplus
Z-Leu-Leu-Leu-CHOChEBI
Z-Leu-Leu-Leu-HChEBI
Manual XrefsDatabases
LSM-1107LINCS
Registry NumbersSources
Reaxys:7668447Reaxys
CAS:133407-82-6ChemIDplus
CAS:133407-82-6ChemIDplus
Citations