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CHEBI:72703 - Boc-DON-Gln-Ile-Val-OMe

Default Structure
ChEBI IDCHEBI:72703
ChEBI NameBoc-DON-Gln-Ile-Val-OMe
Stars
DefinitionA tetrapeptide comprising N-(tert-butoxycarbonyl)-6-diazo-5-oxo-L-norleucyl, L-glutaminyl, L-isoleucyl and methyl L-valinate residues coupled in sequence.
Last Modified3 March 2015
SubmitterSandra Orchard
DownloadsMolfile
FormulaC28H47N7O9
Net Charge0
Average Mass625.724
Monoisotopic Mass625.34353
SMILESCC[C@H](C)[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(=O)C=[N+]=[N-])NC(=O)OC(C)(C)C)C(=O)N[C@H](C(=O)OC)C(C)C
InChIInChI=1S/C28H47N7O9/c1-9-16(4)22(25(40)34-21(15(2)3)26(41)43-8)35-24(39)18(12-13-20(29)37)32-23(38)19(11-10-17(36)14-31-30)33-27(42)44-28(5,6)7/h14-16,18-19,21-22H,9-13H2,1-8H3,(H2,29,37)(H,32,38)(H,33,42)(H,34,40)(H,35,39)/t16-,18-,19-,21-,22-/m0/s1
InChIKeyPZEJVHJJSBKTSS-ITJSPEIASA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
EC 2.3.2.13 (protein-glutamine gamma-glutamyltransferase) inhibitor  An EC 2.3.2.* (aminoacyltransferase) inhibitor that interferes with the action of protein-glutamine γ-glutamyltransferase (EC 2.3.2.13).
ChEBI Ontology
Outgoing Relation(s)
Boc-DON-Gln-Ile-Val-OMe (CHEBI:72703) has role EC 2.3.2.13 (protein-glutamine γ-glutamyltransferase) inhibitor (CHEBI:72716)
Boc-DON-Gln-Ile-Val-OMe (CHEBI:72703) is a carbamate ester (CHEBI:23003)
Boc-DON-Gln-Ile-Val-OMe (CHEBI:72703) is a diazo compound (CHEBI:39444)
Boc-DON-Gln-Ile-Val-OMe (CHEBI:72703) is a methyl ester (CHEBI:25248)
Boc-DON-Gln-Ile-Val-OMe (CHEBI:72703) is a tetrapeptide (CHEBI:48030)
IUPAC Name 
methyl N-(tert-butoxycarbonyl)-6-diazo-5-oxo-L-norleucyl-L-glutaminyl-L-isoleucyl-L-valinate
Synonyms  Source
Boc-DonChEBI
BOC-DON-QIV-OMeChEBI
Boc-L-DON-L-Gln-L-Ile-L-Val-OMeChEBI
Registry NumbersSources
Reaxys:22280277Reaxys
Citations