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ChEBI
> Main
CHEBI:65794 - dilopholide
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ChEBI Name
dilopholide
ChEBI ID
CHEBI:65794
Definition
A diterpenoid isolated from the brown alga
Dilophus ligulatus
and has been shown to exhibit cytotoxic activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C22H32O4
Net Charge
0
Average Mass
360.48710
Monoisotopic Mass
360.23006
InChI
InChI=1S/C22H32O4/c1-
14(2)
8-
6-
10-
16(4)
20-
19-
12-
15(3)
9-
7-
11-
18(13-
25-
17(5)
23)
21(20)
22(24)
26-
19/h8-
9,13,16,19-
21H,6-
7,10-
12H2,1-
5H3/b15-
9+,18-
13-
/t16-
,19-
,20-
,21+/m0/s1
InChIKey
DFKHRBLZEJCJLU-ZBXWVNBDSA-N
SMILES
[H][C@@]12C\C(C)=C\CC\C(=C\OC(C)=O)[C@@]([H])(C(=O)O1)[C@@]2([H])[C@@H](C)CCC=C(C)C
Metabolite of Species
Details
Dilophus ligulatus
(WORMS:381221)
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
dilopholide (
CHEBI:65794
)
has role
antineoplastic agent (
CHEBI:35610
)
dilopholide (
CHEBI:65794
)
has role
metabolite (
CHEBI:25212
)
dilopholide (
CHEBI:65794
)
is a
γ-lactone (
CHEBI:37581
)
dilopholide (
CHEBI:65794
)
is a
acetate ester (
CHEBI:47622
)
dilopholide (
CHEBI:65794
)
is a
bridged compound (
CHEBI:35990
)
dilopholide (
CHEBI:65794
)
is a
diterpenoid (
CHEBI:23849
)
IUPAC Name
(
Z
)-
{(1
S
*,5
E
,8
S
*,11
R
*)-
6-
methyl-
11-
[(2S*)-
6-
methylhept-
5-
en-
2-
yl]-
10-
oxo-
9-
oxabicyclo[6.2.1]undec-
5-
en-
2-
ylidene}methyl acetate
Registry Number
Type
Source
15775451
Reaxys Registry Number
Reaxys
Citation
Type
Source
8277314
PubMed citation
Europe PMC
Last Modified
01 August 2013