CHEBI:138013 - Z-DEVD-FMK

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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 No supplier information found for this compound.
Download Molfile XML SDF
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
Last Modified
26 July 2017