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ChEBI
> Main
CHEBI:72761 - tryprostatin A
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ChEBI Name
tryprostatin A
ChEBI ID
CHEBI:72761
Definition
A cyclic dipeptide that is brevianamide F (
cyclo
-
L
-Trp-
L
-Pro) substituted at positions 2 and 6 on the indole ring by prenyl and methoxy groups respectively.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
KAX
Supplier Information
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Formula
C22H27N3O3
Net Charge
0
Average Mass
381.46810
Monoisotopic Mass
381.20524
InChI
InChI=1S/C22H27N3O3/c1-
13(2)
6-
9-
17-
16(15-
8-
7-
14(28-
3)
11-
18(15)
23-
17)
12-
19-
22(27)
25-
10-
4-
5-
20(25)
21(26)
24-
19/h6-
8,11,19-
20,23H,4-
5,9-
10,12H2,1-
3H3,(H,24,26)
/t19-
,20-
/m0/s1
InChIKey
XNRPVPHNDQHWLJ-PMACEKPBSA-N
SMILES
[H][C@@]12CCCN1C(=O)[C@H](Cc1c(CC=C(C)C)[nH]c3cc(OC)ccc13)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):
breast cancer resistance protein inhibitor
Any inhibitor of breast cancer resistance protein (ABCG2).
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
tryprostatin A (
CHEBI:72761
)
has functional parent
brevianamide F (
CHEBI:64530
)
tryprostatin A (
CHEBI:72761
)
has role
breast cancer resistance protein inhibitor (
CHEBI:72771
)
tryprostatin A (
CHEBI:72761
)
is a
aromatic ether (
CHEBI:35618
)
tryprostatin A (
CHEBI:72761
)
is a
dipeptide (
CHEBI:46761
)
tryprostatin A (
CHEBI:72761
)
is a
indole alkaloid (
CHEBI:38958
)
tryprostatin A (
CHEBI:72761
)
is a
indoles (
CHEBI:24828
)
tryprostatin A (
CHEBI:72761
)
is a
pyrrolopyrazine (
CHEBI:48337
)
IUPAC Name
(3
S
,8a
S
)-
3-
{[6-
methoxy-
2-
(3-
methylbut-
2-
en-
1-
yl)-
1
H
-
indol-
3-
yl]methyl}hexahydropyrrolo[1,2-
a
]pyrazine-
1,4-
dione
Synonym
Source
tryprostatin A
UniProt
Manual Xrefs
Databases
EP1464336
Patent
WO2004087162
Patent
View more database links
Citations
Types
Sources
11931609
PubMed citation
Europe PMC
14566821
PubMed citation
Europe PMC
18321710
PubMed citation
Europe PMC
19226505
PubMed citation
SUBMITTER
9677311
PubMed citation
Europe PMC
Last Modified
02 April 2013