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

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ChEBI Name N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal
ChEBI ID CHEBI:75142
ChEBI ASCII Name N-benzyloxycarbonyl-L-leucyl-L-leucyl-L-leucinal
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Margaret Duesbury
Secondary ChEBI IDs CHEBI:87077
Supplier Information ZINC000003938704
Download Molfile XML SDF
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Formula C26H41N3O5
Net Charge 0
Average Mass 475.622
Monoisotopic Mass 475.30462
InChI InChI=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
InChIKey TZYWCYJVHRLUCT-VABKMULXSA-N
SMILES C([C@H](CC(C)C)NC([C@H](CC(C)C)NC([C@H](CC(C)C)NC(=O)OCC1=CC=CC=C1)=O)=O)(=O)[H]
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Application(s): proteasome inhibitor
A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(S)-N-((phenylmethoxy)carbonyl)-L-leucyl-N-(1-formyl-3-methylbutyl)-L-leucinamide ChemIDplus
benzyloxycarbonyl-leu-leu-leu-aldehyde ChemIDplus
benzyloxycarbonyl-leucyl-leucyl-leucinal ChemIDplus
benzyloxycarbonylleucyl-leucyl-leucine aldehyde ChemIDplus
carbobenzoxy-Leu-Leu-leucinal ChEBI
carbobenzoxy-leucyl-leucyl-leucinal ChemIDplus
carbobenzoxyl-leucinyl-leucinyl-leucinal-H ChemIDplus
Cbz-L-Leu-L-Leu-L-Leu-CHO ChEBI
Cbz-L-Leu-L-Leu-L-Leu-H ChEBI
Cbz-Leu-Leu-Leu-CHO ChEBI
Cbz-Leu-Leu-Leu-H ChEBI
Cbz-Leu-Leu-Leucinal ChEBI
MG 132 ChemIDplus
MG-132 ChemIDplus
Z-Leu-Leu-Leu-al ChemIDplus
Z-Leu-Leu-Leu-CHO ChEBI
Z-Leu-Leu-Leu-H ChEBI
Z-Leu-Leu-Leucinal ChemIDplus
Z-LLL-CHO ChEBI
Z-LLL-H ChEBI
Z-LLLal ChemIDplus
ZLLL-CHO ChemIDplus
ZLLLal ChemIDplus
Manual Xref Database
LSM-1107 LINCS
View more database links
Registry Numbers Types Sources
133407-82-6 CAS Registry Number ChemIDplus
133407-82-6 CAS Registry Number ChemIDplus
7668447 Reaxys Registry Number Reaxys
Citations Types Sources
19513526 PubMed citation Europe PMC
20053704 PubMed citation Europe PMC
20471510 PubMed citation Europe PMC
21421692 PubMed citation Europe PMC
Last Modified
24 February 2016