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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:5987 - isobrucein A
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ChEBI Ontology
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ChEBI Name
isobrucein A
ChEBI ID
CHEBI:5987
Definition
A quassinoid consisting of a heteropentacyclic skeleton containing a δ-lactone moiety which is substituted at the α-carbon by a 3-methylbutanoyloxy group.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C26H34O11
Net Charge
0
Average Mass
522.54160
Monoisotopic Mass
522.21011
InChI
InChI=1S/C26H34O11/c1-
10(2)
6-
15(28)
37-
17-
19-
25-
9-
35-
26(19,23(33)
34-
5)
21(31)
16(29)
18(25)
24(4)
12(8-
14(25)
36-
22(17)
32)
11(3)
7-
13(27)
20(24)
30/h7,10,12,14,16-
21,29-
31H,6,8-
9H2,1-
5H3/t12-
,14+,16+,17+,18+,19+,20+,21-
,24-
,25+,26-
/m0/s1
InChIKey
NTBOLWMPXFGUHO-FTSLJJEMSA-N
SMILES
[H]
[C@@]
12C[C@@]
3([H]
)
C(C)
=CC(=O)
[C@@H]
(O)
[C@]
3(C)
[C@@]
3([H]
)
[C@@H]
(O)
[C@H]
(O)
[C@]
4(OC[C@@]
13[C@@]
4([H]
)
[C@@H]
(OC(=O)
CC(C)
C)
C(=O)
O2)
C(=O)
OC
Roles Classification
Biological Role
(s):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
isobrucein A (
CHEBI:5987
)
has role
antineoplastic agent (
CHEBI:35610
)
isobrucein A (
CHEBI:5987
)
has role
metabolite (
CHEBI:25212
)
isobrucein A (
CHEBI:5987
)
is a
δ-lactone (
CHEBI:18946
)
isobrucein A (
CHEBI:5987
)
is a
cyclic ether (
CHEBI:37407
)
isobrucein A (
CHEBI:5987
)
is a
enoate ester (
CHEBI:51702
)
isobrucein A (
CHEBI:5987
)
is a
enone (
CHEBI:51689
)
isobrucein A (
CHEBI:5987
)
is a
methyl ester (
CHEBI:25248
)
isobrucein A (
CHEBI:5987
)
is a
organic heteropentacyclic compound (
CHEBI:38164
)
isobrucein A (
CHEBI:5987
)
is a
quassinoid (
CHEBI:72485
)
isobrucein A (
CHEBI:5987
)
is a
secondary α-hydroxy ketone (
CHEBI:2468
)
isobrucein A (
CHEBI:5987
)
is a
triol (
CHEBI:27136
)
IUPAC Name
methyl (1β,11β,12α,15β)-
1,11,12-
trihydroxy-
15-
[(3-
methylbutanoyl)oxy]-
2,16-
dioxo-
13,20-
epoxypicras-
3-
en-
21-
oate
Manual Xrefs
Databases
C00003717
KNApSAcK
C08769
KEGG COMPOUND
View more database links
Registry Numbers
Types
Sources
5677582
Reaxys Registry Number
Reaxys
57629-50-2
CAS Registry Number
KEGG COMPOUND
Citation
Type
Source
6619884
PubMed citation
Europe PMC
Last Modified
06 February 2018