CHEBI:2624 - amastatin

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ChEBI Name amastatin
ChEBI ID CHEBI:2624
Definition A tetrapeptide comprising (2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl, L-valyl, L-valyl and L-aspartic acid units joined in sequence
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H38N4O8
Net Charge 0
Average Mass 474.54840
Monoisotopic Mass 474.26896
InChI InChI=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
InChIKey QFAADIRHLBXJJS-ZAZJUGBXSA-N
SMILES CC(C)C[C@@H](N)[C@H](O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(O)=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): 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.*).
protease inhibitor
A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
Amastatin KEGG COMPOUND
Leu[1ψ,CHOHCONH]ValValAsp IUBMB
Manual Xrefs Databases
C00018188 KNApSAcK
C01552 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
24145991 Reaxys Registry Number Reaxys
4727847 Reaxys Registry Number Reaxys
67655-94-1 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
18440066 PubMed citation Europe PMC
Last Modified
18 August 2017