CHEBI:138013 - Z-DEVD-FMK

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ChEBI Name Z-DEVD-FMK
ChEBI ID CHEBI:138013
Definition A tetrapeptide consisting of Fmoc-L-aspartic acid 4-methyl ester, methyl L-α-glutamic acid 5-methyl ester, L-valine and the fluoromethyl ketone derived from the 1-carboxy group of L-aspartic acid 4-methyl ester coupled in sequence. It is a specific, irreversible caspase-3 inhibitor that also shows potent inhibition of caspase-6, caspase-7, caspase-8, and caspase-10.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H41FN4O12
Net Charge 0
Average Mass 668.666
Monoisotopic Mass 668.27050
InChI InChI=1S/C30H41FN4O12/c1-17(2)26(29(42)33-20(22(36)15-31)13-24(38)45-4)35-27(40)19(11-12-23(37)44-3)32-28(41)21(14-25(39)46-5)34-30(43)47-16-18-9-7-6-8-10-18/h6-10,17,19-21,26H,11-16H2,1-5H3,(H,32,41)(H,33,42)(H,34,43)(H,35,40)/t19-,20-,21-,26-/m0/s1
InChIKey GBJVAVGBSGRRKN-JYEBCORGSA-N
SMILES N([C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(CF)=O)CC(=O)OC)=O)C(C)C)=O)CCC(OC)=O)=O)CC(OC)=O)C(OCC=1C=CC=CC1)=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): apoptosis inhibitor
Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 3.4.22.56 (caspase-3) inhibitor
An EC 3.4.22.* (cysteine endopeptidase) inhibitor that interferes with the action of caspase-3 (EC 3.4.22.56).
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Z-DEVD-FMK (CHEBI:138013) has role apoptosis inhibitor (CHEBI:68494)
Z-DEVD-FMK (CHEBI:138013) has role EC 3.4.22.56 (caspase-3) inhibitor (CHEBI:138014)
Z-DEVD-FMK (CHEBI:138013) has role neuroprotective agent (CHEBI:63726)
Z-DEVD-FMK (CHEBI:138013) is a tetrapeptide (CHEBI:48030)
Synonyms Sources
benzyloxycarbonyl-Asp(OMe)-Glu(OMe)-Val-Asp(OMe)-fluoromethylketone ChEBI
benzyloxycarbonyl-Asp-Glu-Val-Asp-fluoromethylketone ChEBI
methyl (4S)-5-{[(2S)-1-amino-3-methyl-1-oxobutan-2-yl]amino}-4-{[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methoxy-4-oxobutanoyl]amino}-5-oxopentanoate ChEBI
methyl (5S,8S,11S,14S)-14-(fluoroacetyl)-11-isopropyl-5-(2-methoxy-2-oxoethyl)-8-(3-methoxy-3-oxopropyl)-3,6,9,12-tetraoxo-1-phenyl-2-oxa-4,7,10,13-tetraazahexadecan-16-oate ChEBI
N-[(phenylmethoxy)carbonyl]-L-α-aspartyl-L-α-glutamyl-N-[(1S)-3-fluoro-1-(2-methoxy-2-oxoethyl)-2-oxopropyl]-L-valinamide, 1,2-dimethyl ester ChEBI
specific inhibitor of caspase-3 ChEBI
Z-Asp(OMe)-Glu(OMe)-Val-Asp(OMe)-fluoromethylketone ChEBI
Z-DEVD-fluoromethylketone ChEBI
Registry Number Type Source
9977166 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15529012 PubMed citation Europe PMC
16099247 PubMed citation Europe PMC
16756133 PubMed citation Europe PMC
18040669 PubMed citation Europe PMC
21211221 PubMed citation Europe PMC
24101734 PubMed citation Europe PMC
24724067 PubMed citation Europe PMC
25492116 PubMed citation Europe PMC
25588462 PubMed citation Europe PMC
26170924 PubMed citation Europe PMC
27058316 PubMed citation Europe PMC
28278848 PubMed citation Europe PMC
Last Modified
26 July 2017