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ChEBI
> Main
CHEBI:2624 - amastatin
Main
ChEBI Ontology
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ChEBI Name
amastatin
ChEBI ID
CHEBI:2624
Definition
A tetrapeptide comprising (2
S
,3
R
)-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.
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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 (Br
o
nsted 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
-
[(2
S
,3
R
)-
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
Type
Source
18440066
PubMed citation
Europe PMC
Last Modified
18 August 2017