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> Main
CHEBI:65527 - bruceanol E
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ChEBI Name
bruceanol E
ChEBI ID
CHEBI:65527
Definition
A quassinoid that is the dihydro derivative of bruceanol D. Isolated from
Brucea antidysenterica
, it exhibits
in vitro
cytotoxicity towards several human tumour cell lines.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C28H38O11
Net Charge
0
Average Mass
550.59470
Monoisotopic Mass
550.24141
InChI
InChI=1S/C28H38O11/c1-
11(2)
12(3)
8-
17(30)
39-
19-
21-
27-
10-
37-
28(21,25(35)
36-
6)
23(33)
18(31)
20(27)
26(5)
14(9-
16(27)
38-
24(19)
34)
13(4)
7-
15(29)
22(26)
32/h8,11,13-
14,16,18-
23,31-
33H,7,9-
10H2,1-
6H3/b12-
8+/t13-
,14+,16-
,18-
,19-
,20-
,21-
,22-
,23+,26+,27-
,28+/m1/s1
InChIKey
SXRILXHNZYONKW-XZXXSJTKSA-N
SMILES
COC(=O)
[C@]
12OC[C@@]
34[C@H]
1[C@@H]
(OC(=O)
\C=C(/C)
C(C)
C)
C(=O)
O[C@@H]
3C[C@H]
1[C@H]
(C)
CC(=O)
[C@@H]
(O)
[C@]
1(C)
[C@H]
4[C@@H]
(O)
[C@@H]
2O
Metabolite of Species
Details
Brucea antidysenterica
(NCBI:txid459111)
Found in xylem
(BTO:0001468)
. Previous component: ground wood; See:
PubMed
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
bruceanol E (
CHEBI:65527
)
has role
antineoplastic agent (
CHEBI:35610
)
bruceanol E (
CHEBI:65527
)
has role
metabolite (
CHEBI:25212
)
bruceanol E (
CHEBI:65527
)
is a
δ-lactone (
CHEBI:18946
)
bruceanol E (
CHEBI:65527
)
is a
cyclic ether (
CHEBI:37407
)
bruceanol E (
CHEBI:65527
)
is a
enoate ester (
CHEBI:51702
)
bruceanol E (
CHEBI:65527
)
is a
methyl ester (
CHEBI:25248
)
bruceanol E (
CHEBI:65527
)
is a
organic heteropentacyclic compound (
CHEBI:38164
)
bruceanol E (
CHEBI:65527
)
is a
pentacyclic triterpenoid (
CHEBI:25872
)
bruceanol E (
CHEBI:65527
)
is a
quassinoid (
CHEBI:72485
)
bruceanol E (
CHEBI:65527
)
is a
secondary α-hydroxy ketone (
CHEBI:2468
)
bruceanol E (
CHEBI:65527
)
is a
triol (
CHEBI:27136
)
IUPAC Name
methyl (1β,11β,12α,15β)-
15-
{[(2E)-
3,4-
dimethylpent-
2-
enoyl]oxy}-
1,11,12-
trihydroxy-
2,16-
dioxo-
13,20-
epoxypicrasan-
21-
oate
Registry Number
Type
Source
152645-85-7
CAS Registry Number
ChemIDplus
Citation
Type
Source
8133299
PubMed citation
Europe PMC
Last Modified
06 February 2018