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> Main
CHEBI:67470 - 14-hydro-15-hydroxyajugachin A
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ChEBI Ontology
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ChEBI Name
14-hydro-15-hydroxyajugachin A
ChEBI ID
CHEBI:67470
Definition
A diterpenoid isolated from
Ajuga bracteosa
and has been shown to exhibit antifeedant activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C28H42O10
Net Charge
0
Average Mass
538.62710
Monoisotopic Mass
538.27780
InChI
InChI=1S/C28H42O10/c1-
14(2)
24(32)
36-
20-
8-
7-
19-
26(6,21-
10-
18-
11-
23(31)
38-
25(18)
37-
21)
15(3)
9-
22(35-
17(5)
30)
27(19,12-
33-
16(4)
29)
28(20)
13-
34-
28/h14-
15,18-
23,25,31H,7-
13H2,1-
6H3/t15-
,18+,19-
,20+,21+,22+,23?,25-
,26+,27+,28-
/m1/s1
InChIKey
SGUPXQYJFIEPOK-ZJADYXILSA-N
SMILES
CC(C)
C(=O)
O[C@H]
1CC[C@@H]
2[C@@]
(C)
([C@@H]
3C[C@H]
4CC(O)
O[C@H]
4O3)
[C@H]
(C)
C[C@H]
(OC(C)
=O)
[C@@]
2(COC(C)
=O)
[C@@]
11CO1
Metabolite of Species
Details
Ajuga bracteosa
(IPNI:444535-1)
Found in aerial part
(BTO:0001658)
. Crude dichloromethane extract of dried and powdered aerial parts, C-15 epimeric mixture See:
PubMed
Roles Classification
Biological Role
(s):
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application
(s):
antifeedant
A substance that prevents pests from feeding.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
14-hydro-15-hydroxyajugachin A (
CHEBI:67470
)
has role
antifeedant (
CHEBI:22583
)
14-hydro-15-hydroxyajugachin A (
CHEBI:67470
)
has role
plant metabolite (
CHEBI:76924
)
14-hydro-15-hydroxyajugachin A (
CHEBI:67470
)
is a
acetate ester (
CHEBI:47622
)
14-hydro-15-hydroxyajugachin A (
CHEBI:67470
)
is a
cyclic acetal (
CHEBI:59770
)
14-hydro-15-hydroxyajugachin A (
CHEBI:67470
)
is a
diterpenoid (
CHEBI:23849
)
14-hydro-15-hydroxyajugachin A (
CHEBI:67470
)
is a
furofuran (
CHEBI:47790
)
14-hydro-15-hydroxyajugachin A (
CHEBI:67470
)
is a
spiro-epoxide (
CHEBI:133131
)
IUPAC Name
(1
R
,2
S
,4a
R
,5
S
,6
R
,8
S
,8a
R
)-
8-
(acetyloxy)-
8a-
[(acetyloxy)methyl]-
5-
[(2
S
,3a
S
,6a
R
)-
5-
hydroxyhexahydrofuro[2,3-
b
]furan-
2-
yl]-
5,6-
dimethyloctahydro-
2
H
-
spiro[naphthalene-
1,2'-
oxiran]-
2-
yl 2-
methylpropanoate
Citation
Type
Source
21539300
PubMed citation
Europe PMC
Last Modified
24 August 2016