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ChEBI
> Main
CHEBI:48530 - fumagalone
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ChEBI Name
fumagalone
ChEBI ID
CHEBI:48530
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C16H24O5
Net Charge
0
Average Mass
296.35876
Monoisotopic Mass
296.16237
InChI
InChI=1S/C16H24O5/c1-
10(2)
5-
6-
12-
15(3,21-
12)
14-
13(20-
4)
11(18)
7-
8-
16(14,19)
9-
17/h5,9,12-
14,19H,6-
8H2,1-
4H3/t12-
,13-
,14-
,15+,16+/m1/s1
InChIKey
UKNNCBXEELDDCU-SUJAAXHWSA-N
SMILES
[H]C(=O)[C@@]1(O)CCC(=O)[C@@H](OC)[C@]1([H])[C@@]1(C)O[C@@H]1CC=C(C)C
ChEBI Ontology
Outgoing
fumagalone (
CHEBI:48530
)
has functional parent
cyclohexanone (
CHEBI:17854
)
fumagalone (
CHEBI:48530
)
is a
aldehyde (
CHEBI:17478
)
fumagalone (
CHEBI:48530
)
is a
sesquiterpenoid (
CHEBI:26658
)
Incoming
(1
R
,2
S
,3
S
,4
S
)-4-formyl-2-methoxy-3-[(2
E
)-6-methylhept-2-en-2-yl]cyclohexyl (2
E
)-3-(4-methoxyphenyl)acrylate (
CHEBI:48414
)
has functional parent
fumagalone (
CHEBI:48530
)
(1
S
,2
S
,3
S
)-3-methoxy-2-[(2
E
)-6-methylhept-2-en-2-yl]-4-oxocyclohexanecarbaldehyde (
CHEBI:48411
)
has functional parent
fumagalone (
CHEBI:48530
)
(2
S
,3
S
,4
S
)-2-methoxy-3-[(2
E
)-6-methylhept-2-en-2-yl]-4-(trifluoroacetyl)cyclohexanone (
CHEBI:48412
)
has functional parent
fumagalone (
CHEBI:48530
)
(2
S
,3
S
,4
S
)-4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-methoxy-3-[(2
E
)-6-methylhept-2-en-2-yl]cyclohexanone (
CHEBI:48415
)
has functional parent
fumagalone (
CHEBI:48530
)
(2
S
,3
S
,4
S
)-4-(hydroxymethyl)-2-methoxy-3-[(2
E
)-6-methylhept-2-en-2-yl]cyclohexanone (
CHEBI:48410
)
has functional parent
fumagalone (
CHEBI:48530
)
(2
S
,3
S
,4
S
)-4-acetyl-2-methoxy-3-[(2
E
)-6-methylhept-2-en-2-yl]cyclohexanone (
CHEBI:48413
)
has functional parent
fumagalone (
CHEBI:48530
)
IUPAC Name
(1
R
,2
S
,3
S
)-
1-
hydroxy-
3-
methoxy-
2-
[(2
R
,3
R
)-
2-
methyl-
3-
(3-
methylbut-
2-
en-
1-
yl)oxiran-
2-
yl]-
4-
oxocyclohexanecarbaldehyde
Manual Xref
Database
FR2872511
Patent
View more database links
Registry Number
Type
Source
9500651
Beilstein Registry Number
Beilstein
Last Modified
17 October 2009
General Comment
2008-02-28
Zhou, G., Tsai, C.W. and Liu, J.O. (2003) Fumagalone, a reversible inhibitor of type 2 methionine aminopeptidase and angiogenesis.
J. Med. Chem.
46, 3452-3454. [PMID:12877582]