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CHEBI:2624 - amastatin

ChEBI IDCHEBI:2624
ChEBI Nameamastatin
Stars
DefinitionA tetrapeptide comprising (2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl, L-valyl, L-valyl and L-aspartic acid units joined in sequence
Last Modified18 August 2017
DownloadsMolfile
FormulaC21H38N4O8
Net Charge0
Average Mass474.555
Monoisotopic Mass474.26896
SMILESCC(C)C[C@@H](N)[C@H](O)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CC(=O)O)C(=O)O)C(C)C)C(C)C
InChIInChI=1S/C21H38N4O8/c1-9(2)7-12(22)17(28)20(31)25-16(11(5)6)19(30)24-15(10(3)4)18(29)23-13(21(32)33)8-14(26)27/h9-13,15-17,28H,7-8,22H2,1-6H3,(H,23,29)(H,24,30)(H,25,31)(H,26,27)(H,32,33)/t12-,13+,15+,16+,17+/m1/s1
InChIKeyQFAADIRHLBXJJS-ZAZJUGBXSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
protease inhibitor  A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).
EC 3.4.11.* (aminopeptidase) inhibitor  An EC 3.4.* (hydrolases acting on peptide bond) inhibitor that interferes wtih the action of any aminopeptidase (EC 3.4.11.*).
ChEBI Ontology
Outgoing Relation(s)
amastatin (CHEBI:2624) has role EC 3.4.11.* (aminopeptidase) inhibitor (CHEBI:76787)
amastatin (CHEBI:2624) has role protease inhibitor (CHEBI:37670)
amastatin (CHEBI:2624) is a tetrapeptide (CHEBI:48030)
IUPAC Name 
N-[(2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl]-L-valyl-L-valyl-L-aspartic acid
Synonyms  Source
AmastatinKEGG COMPOUND
Leu[1ψ,CHOHCONH]ValValAspIUBMB
Manual XrefsDatabases
C01552KEGG COMPOUND
C00018188KNApSAcK
Registry NumbersSources
Reaxys:4727847Reaxys
Reaxys:24145991Reaxys
CAS:67655-94-1KEGG COMPOUND
CAS:67655-94-1ChemIDplus
Citations