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ChEBI
> Main
CHEBI:67288 - 17-
epi
-17-hydroxyazadiradione
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ChEBI Ontology
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ChEBI Name
17-
epi
-17-hydroxyazadiradione
ChEBI ID
CHEBI:67288
ChEBI ASCII Name
17-epi-17-hydroxyazadiradione
Definition
A limonoid that is 17-epiazadiradione substituted by a hydroxy group at position 17. Isolated from
Azadirachta indica
, it exhibits antineoplastic activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C28H34O6
Net Charge
0
Average Mass
466.56600
Monoisotopic Mass
466.23554
InChI
InChI=1S/C28H34O6/c1-
16(29)
34-
23-
14-
19-
24(2,3)
21(30)
8-
10-
25(19,4)
18-
7-
11-
26(5)
20(27(18,23)
6)
13-
22(31)
28(26,32)
17-
9-
12-
33-
15-
17/h8-
10,12-
13,15,18-
19,23,32H,7,11,14H2,1-
6H3/t18-
,19+,23-
,25-
,26-
,27-
,28-
/m1/s1
InChIKey
QXKHBVSTPRHRQV-CMBOGFGBSA-N
SMILES
CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2CC[C@]3(C)C(=CC(=O)[C@]3(O)c3ccoc3)[C@]12C
Metabolite of Species
Details
Azadirachta indica
(NCBI:txid124943)
Found in seed
(BTO:0001226)
. Defatted MeOH extract of seeds 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.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
has functional parent
17-epiazadiradione (
CHEBI:67287
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
has role
antineoplastic agent (
CHEBI:35610
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
has role
metabolite (
CHEBI:25212
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
has role
plant metabolite (
CHEBI:76924
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
is a
acetate ester (
CHEBI:47622
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
is a
cyclic terpene ketone (
CHEBI:36130
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
is a
furans (
CHEBI:24129
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
is a
limonoid (
CHEBI:39434
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
is a
tertiary α-hydroxy ketone (
CHEBI:139592
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
is a
tertiary alcohol (
CHEBI:26878
)
17-
epi
-17-hydroxyazadiradione (
CHEBI:67288
)
is a
tetracyclic triterpenoid (
CHEBI:26893
)
IUPAC Name
(5α,7α,13α,17α)-
17-
(furan-
3-
yl)-
17-
hydroxy-
4,4,8-
trimethyl-
3,16-
dioxoandrosta-
1,14-
dien-
7-
yl acetate
Manual Xref
Database
WO2008026300
Patent
View more database links
Registry Number
Type
Source
21448576
Reaxys Registry Number
Reaxys
Citation
Type
Source
21381696
PubMed citation
Europe PMC
Last Modified
06 February 2018