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ChEBI
> Main
CHEBI:66111 - jaspamide H
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ChEBI Ontology
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ChEBI Name
jaspamide H
ChEBI ID
CHEBI:66111
Definition
A cyclodepsipeptide isolated from
Jaspis splendens
. A derivative of jaspamide, it has been shown to exhibit cytotoxic and microfilament disruption activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C35H43BrN4O6
Net Charge
0
Average Mass
695.64300
Monoisotopic Mass
694.23660
InChI
InChI=1S/C35H43BrN4O6/c1-
20-
9-
8-
10-
22(3)
46-
31(42)
19-
29(24-
13-
15-
25(41)
16-
14-
24)
39-
34(44)
30(18-
27-
26-
11-
6-
7-
12-
28(26)
38-
32(27)
36)
40(5)
35(45)
23(4)
37-
33(43)
21(2)
17-
20/h6-
7,9,11-
16,21-
23,29-
30,38,41H,8,10,17-
19H2,1-
5H3,(H,37,43)
(H,39,44)
/b20-
9+/t21-
,22-
,23-
,29+,30+/m0/s1
InChIKey
RDBNISBUPIBNGP-RAMWEYKWSA-N
SMILES
[H]
C1C[C@H]
(C)
OC(=O)
C[C@@H]
(NC(=O)
[C@@H]
(Cc2c(Br)
[nH]
c3ccccc23)
N(C)
C(=O)
[C@H]
(C)
NC(=O)
[C@@H]
(C)
C\C(C)
=C\1)
c1ccc(O)
cc1
Metabolite of Species
Details
Jaspis
sp.
endens
(WORMS:169842)
See:
DOI
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):
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
actin polymerisation inhibitor
Any substance that inhibits the polymerisation of the protein actin.
animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
jaspamide H (
CHEBI:66111
)
has role
actin polymerisation inhibitor (
CHEBI:70728
)
jaspamide H (
CHEBI:66111
)
has role
animal metabolite (
CHEBI:75767
)
jaspamide H (
CHEBI:66111
)
has role
antineoplastic agent (
CHEBI:35610
)
jaspamide H (
CHEBI:66111
)
has role
marine metabolite (
CHEBI:76507
)
jaspamide H (
CHEBI:66111
)
is a
cyclodepsipeptide (
CHEBI:35213
)
jaspamide H (
CHEBI:66111
)
is a
macrocycle (
CHEBI:51026
)
jaspamide H (
CHEBI:66111
)
is a
organobromine compound (
CHEBI:37141
)
IUPAC Name
(4
R
,7
R
,10
S
,13
S
,15
E
,19
S
)-
7-
[(2-
bromo-
1
H
-
indol-
3-
yl)methyl]-
4-
(4-
hydroxyphenyl)-
8,10,13,15,19-
pentamethyl-
1-
oxa-
5,8,11-
triazacyclononadec-
15-
ene-
2,6,9,12-
tetrone
Last Modified
13 April 2015
General Comment
2013-03-06
Tetrahedron
(2008),64, 7127-7130.