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CHEBI:67469 - 15-hydroxyajubractin C
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ChEBI Ontology
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ChEBI Name
15-hydroxyajubractin C
ChEBI ID
CHEBI:67469
Definition
A diterpenoid isolated from the aerial parts of
Ajuga bracteosa
.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C29H44O10
Net Charge
0
Average Mass
552.65370
Monoisotopic Mass
552.29345
InChI
InChI=1S/C29H44O10/c1-
7-
15(2)
25(33)
37-
21-
9-
8-
20-
27(6,22-
11-
19-
12-
24(32)
39-
26(19)
38-
22)
16(3)
10-
23(36-
18(5)
31)
28(20,13-
34-
17(4)
30)
29(21)
14-
35-
29/h15-
16,19-
24,26,32H,7-
14H2,1-
6H3/t15?,16-
,19+,20-
,21+,22+,23+,24?,26-
,27+,28+,29-
/m1/s1
InChIKey
RZHRFYOKQJTDFE-RAHYLWCHSA-N
SMILES
CCC(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
15-hydroxyajubractin C (
CHEBI:67469
)
has role
antifeedant (
CHEBI:22583
)
15-hydroxyajubractin C (
CHEBI:67469
)
has role
plant metabolite (
CHEBI:76924
)
15-hydroxyajubractin C (
CHEBI:67469
)
is a
acetate ester (
CHEBI:47622
)
15-hydroxyajubractin C (
CHEBI:67469
)
is a
cyclic acetal (
CHEBI:59770
)
15-hydroxyajubractin C (
CHEBI:67469
)
is a
diterpenoid (
CHEBI:23849
)
15-hydroxyajubractin C (
CHEBI:67469
)
is a
furofuran (
CHEBI:47790
)
15-hydroxyajubractin C (
CHEBI:67469
)
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-
methylbutanoate
Citation
Type
Source
21539300
PubMed citation
Europe PMC
Last Modified
24 August 2016