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CHEBI:59385 - Ac-Asp-Glu-Val-Asp-H

ChEBI IDCHEBI:59385
ChEBI NameAc-Asp-Glu-Val-Asp-H
Stars
DefinitionA tetrapeptide consisting of two L-aspartic acid residues, an L-glutamyl residue and an L-valine residue with an acetyl group at the N-terminal and with the C-terminal carboxy group reduced to an aldehyde. It is an inhibitor of caspase-3/7.
Last Modified7 May 2010
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H30N4O11
Net Charge0
Average Mass502.477
Monoisotopic Mass502.19111
SMILES[H]C(=O)[C@H](CC(=O)O)NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(C)=O)C(C)C
InChIInChI=1S/C20H30N4O11/c1-9(2)17(20(35)22-11(8-25)6-15(29)30)24-18(33)12(4-5-14(27)28)23-19(34)13(7-16(31)32)21-10(3)26/h8-9,11-13,17H,4-7H2,1-3H3,(H,21,26)(H,22,35)(H,23,34)(H,24,33)(H,27,28)(H,29,30)(H,31,32)/t11-,12-,13-,17-/m0/s1
InChIKeyUMBVAPCONCILTL-MRHIQRDNSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
protease inhibitor  A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).
ChEBI Ontology
Outgoing Relation(s)
Ac-Asp-Glu-Val-Asp-H (CHEBI:59385) has role protease inhibitor (CHEBI:37670)
Ac-Asp-Glu-Val-Asp-H (CHEBI:59385) is a tetrapeptide (CHEBI:48030)
IUPAC Name 
N-acetyl-L-α-aspartyl-L-α-glutamyl-N-[(2S)-1-carboxy-3-oxopropan-2-yl]-L-valinamide
Synonyms  Source
N-acetyl-L-α-aspartyl-L-α-glutamyl-N-[(1S)-2-carboxy-1-formylethyl]-L-valinamideIUPAC
Ac-DEVD-CHOChEBI