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ChEBI
> Main
CHEBI:66485 -
epi
-silvestrol
Main
ChEBI Ontology
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ChEBI Name
epi
-silvestrol
ChEBI ID
CHEBI:66485
ChEBI ASCII Name
epi-silvestrol
Definition
An organic heterotricyclic compound that is a 5'''-epimer of silvestrol. Isolated from
Aglaia silvestris
, it exhibits antineoplastic activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C34H38O13
Net Charge
0
Average Mass
654.65770
Monoisotopic Mass
654.23124
InChI
InChI=1S/C34H38O13/c1-
40-
20-
12-
10-
19(11-
13-
20)
34-
27(18-
8-
6-
5-
7-
9-
18)
26(30(38)
42-
3)
29(37)
33(34,39)
28-
23(41-
2)
14-
21(15-
24(28)
47-
34)
45-
32-
31(43-
4)
44-
17-
25(46-
32)
22(36)
16-
35/h5-
15,22,25-
27,29,31-
32,35-
37,39H,16-
17H2,1-
4H3/t22-
,25+,26+,27+,29+,31+,32+,33-
,34-
/m0/s1
InChIKey
GVKXFVCXBFGBCD-JRPGFILLSA-N
SMILES
[H]
[C@@]
1(CO[C@@H]
(OC)
[C@H]
(Oc2cc(OC)
c3c(O[C@]
4([C@@H]
([C@H]
([C@@H]
(O)
[C@@]
34O)
C(=O)
OC)
c3ccccc3)
c3ccc(OC)
cc3)
c2)
O1)
[C@@H]
(O)
CO
Metabolite of Species
Details
Aglaia foveolata
(IPNI:968391-1)
Found in stem
(BTO:0001300)
. Previous component: stem bark; Methanolic extract of dried stem bark See:
PubMed
Aglaia silvestris
(NCBI:txid306516)
Found in fruit
(BTO:0000486)
. See:
PubMed
Aglaia silvestris
(NCBI:txid306516)
Found in twig
(BTO:0001411)
. 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
epi
-silvestrol (
CHEBI:66485
)
has role
antineoplastic agent (
CHEBI:35610
)
epi
-silvestrol (
CHEBI:66485
)
has role
metabolite (
CHEBI:25212
)
epi
-silvestrol (
CHEBI:66485
)
is a
dioxanes (
CHEBI:46926
)
epi
-silvestrol (
CHEBI:66485
)
is a
ether (
CHEBI:25698
)
epi
-silvestrol (
CHEBI:66485
)
is a
methyl ester (
CHEBI:25248
)
epi
-silvestrol (
CHEBI:66485
)
is a
organic heterotricyclic compound (
CHEBI:26979
)
IUPAC Name
methyl (1
R
,2
R
,3
S
,3a
R
,8b
S
)-
6-
({(2
S
,3
R
,6
R
)-
6-
[(1
S
)-
1,2-
dihydroxyethyl]-
3-
methoxy-
1,4-
dioxan-
2-
yl}oxy)-
1,8b-
dihydroxy-
8-
methoxy-
3a-
(4-
methoxyphenyl)-
3-
phenyl-
2,3,3a,8b-
tetrahydro-
1
H
-
benzo[
b
]cyclopenta[
d
]furan-
2-
carboxylate
Synonym
Source
5'''-episilvestrol
ChEBI
Registry Number
Type
Source
9977231
Reaxys Registry Number
Reaxys
Citations
Types
Sources
15132542
PubMed citation
Europe PMC
20939540
PubMed citation
Europe PMC
Last Modified
16 March 2015