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> Main
CHEBI:72948 - deoxybrevianamide E
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ChEBI Name
deoxybrevianamide E
ChEBI ID
CHEBI:72948
Definition
A cyclic dipeptide that is brevianamide F (
cyclo
-
L
-Trp-
L
-Pro) substituted at position 2 on the indole ring by a 1,1-dimethylallyl group.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
KAX
Supplier Information
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Formula
C21H25N3O2
Net Charge
0
Average Mass
351.44210
Monoisotopic Mass
351.19468
InChI
InChI=1S/C21H25N3O2/c1-
4-
21(2,3)
18-
14(13-
8-
5-
6-
9-
15(13)
22-
18)
12-
16-
20(26)
24-
11-
7-
10-
17(24)
19(25)
23-
16/h4-
6,8-
9,16-
17,22H,1,7,10-
12H2,2-
3H3,(H,23,25)
/t16-
,17-
/m0/s1
InChIKey
KUGNSEAHJVSMAJ-IRXDYDNUSA-N
SMILES
[H][C@@]12CCCN1C(=O)[C@H](Cc1c([nH]c3ccccc13)C(C)(C)C=C)NC2=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):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via
alkaloid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
deoxybrevianamide E (
CHEBI:72948
)
has functional parent
brevianamide F (
CHEBI:64530
)
deoxybrevianamide E (
CHEBI:72948
)
is a
dipeptide (
CHEBI:46761
)
deoxybrevianamide E (
CHEBI:72948
)
is a
indole alkaloid (
CHEBI:38958
)
deoxybrevianamide E (
CHEBI:72948
)
is a
indoles (
CHEBI:24828
)
deoxybrevianamide E (
CHEBI:72948
)
is a
pyrrolopyrazine (
CHEBI:48337
)
IUPAC Name
(3
S
,8a
S
)-
3-
{[2-
(2-
methylbut-
3-
en-
2-
yl)-
1
H
-
indol-
3-
yl]methyl}hexahydropyrrolo[1,2-
a
]pyrazine-
1,4-
dione
Synonyms
Sources
cyclo
-2-(1,1-dimethylallyl)-
L
-tryptophyl-
L
-proline
ChEBI
cyclo
-
L
-prolyl-2-(1,1-dimethylallyl)-
L
-tryptophan
ChEBI
deoxybrevianamide E
UniProt
L
-prolyl-2-(1,1-dimethylallyl)-
L
-tryptophan anhydride
ChEBI
Registry Numbers
Types
Sources
34610-68-9
CAS Registry Number
ChemIDplus
630815
Reaxys Registry Number
Reaxys
Citations
Types
Sources
20722388
PubMed citation
SUBMITTER
22140281
PubMed citation
Europe PMC
Last Modified
02 April 2013