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ChEBI
> Main
CHEBI:65528 - bruceanol F
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ChEBI Ontology
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ChEBI Name
bruceanol F
ChEBI ID
CHEBI:65528
Definition
A quassinoid isolated from
Brucea antidysenterica
and has been shown to exhibit
in vitro
cytotoxicity towards several human tumour cell lines.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula
C28H36O11
Net Charge
0
Average Mass
548.57880
Monoisotopic Mass
548.22576
InChI
InChI=1S/C28H36O11/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/h7-
8,11,13-
14,16,18-
21,23,29,31,33H,9-
10H2,1-
6H3/b12-
8+/t13-
,14+,16-
,18-
,19-
,20-
,21-
,23+,26+,27-
,28+/m1/s1
InChIKey
PCKQDAAUYVCTJJ-XYGKKIDYSA-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)
C=C(O)
C(=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 F (
CHEBI:65528
)
has role
antineoplastic agent (
CHEBI:35610
)
bruceanol F (
CHEBI:65528
)
has role
metabolite (
CHEBI:25212
)
bruceanol F (
CHEBI:65528
)
is a
δ-lactone (
CHEBI:18946
)
bruceanol F (
CHEBI:65528
)
is a
cyclic ether (
CHEBI:37407
)
bruceanol F (
CHEBI:65528
)
is a
enoate ester (
CHEBI:51702
)
bruceanol F (
CHEBI:65528
)
is a
enol (
CHEBI:33823
)
bruceanol F (
CHEBI:65528
)
is a
methyl ester (
CHEBI:25248
)
bruceanol F (
CHEBI:65528
)
is a
organic heteropentacyclic compound (
CHEBI:38164
)
bruceanol F (
CHEBI:65528
)
is a
pentacyclic triterpenoid (
CHEBI:25872
)
bruceanol F (
CHEBI:65528
)
is a
quassinoid (
CHEBI:72485
)
bruceanol F (
CHEBI:65528
)
is a
triol (
CHEBI:27136
)
IUPAC Name
methyl (11β,12α,15β)-
15-
{[(2
E
)-
3,4-
dimethylpent-
2-
enoyl]oxy}-
2,11,12-
trihydroxy-
1,16-
dioxo-
13,20-
epoxypicras-
2-
en-
21-
oate
Synonym
Source
(11β,12α,15β(
E
))-
15-
((3,4-
dimethyl-
1-
oxo-
2-
pentenyl)oxy)-
13,20-
epoxy-
2,11,12-
trihydroxy-
1,16-
dioxo-
picras-
2-
en-
21-
oic acid methyl ester
ChemIDplus
Registry Number
Type
Source
101910-72-9
CAS Registry Number
ChemIDplus
Citation
Type
Source
8133299
PubMed citation
Europe PMC
Last Modified
11 March 2015