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CHEBI:65364 - 15-acetoxyorbiculin G
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ChEBI Name
15-acetoxyorbiculin G
ChEBI ID
CHEBI:65364
Definition
A dihydroagarofuran sesquiterpenoid that is the 15-acetoxy derivative of orbiculin G. It is isolated from
Microtropis japonica
and exhibits antitubercular activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C40H42O11
Net Charge
0
Average Mass
698.75490
Monoisotopic Mass
698.27271
InChI
InChI=1S/C40H42O11/c1-
24-
21-
31(48-
35(43)
27-
15-
9-
6-
10-
16-
27)
34(47-
26(3)
42)
39(23-
46-
25(2)
41)
32(49-
36(44)
28-
17-
11-
7-
12-
18-
28)
22-
30-
33(40(24,39)
51-
38(30,4)
5)
50-
37(45)
29-
19-
13-
8-
14-
20-
29/h6-
20,24,30-
34H,21-
23H2,1-
5H3/t24-
,30-
,31+,32+,33-
,34+,39-
,40-
/m1/s1
InChIKey
YOWBCRNBOMRTPW-NPIRVHPYSA-N
SMILES
[H]
[C@]
12C[C@H]
(OC(=O)
c3ccccc3)
[C@]
3(COC(C)
=O)
[C@@H]
(OC(C)
=O)
[C@H]
(C[C@@H]
(C)
[C@@]
3(OC1(C)
C)
[C@@H]
2OC(=O)
c1ccccc1)
OC(=O)
c1ccccc1
Metabolite of Species
Details
Microtropis japonica
(NCBI:txid1089418)
Found in stem
(BTO:0001300)
. See:
PubMed
Roles Classification
Biological Role
(s):
antitubercular agent
A substance that kills or slows the growth of
Mycobacterium tuberculosis
and is used in the treatment of tuberculosis.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application
(s):
antitubercular agent
A substance that kills or slows the growth of
Mycobacterium tuberculosis
and is used in the treatment of tuberculosis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
15-acetoxyorbiculin G (
CHEBI:65364
)
has functional parent
orbiculin G (
CHEBI:66828
)
15-acetoxyorbiculin G (
CHEBI:65364
)
has role
antitubercular agent (
CHEBI:33231
)
15-acetoxyorbiculin G (
CHEBI:65364
)
has role
metabolite (
CHEBI:25212
)
15-acetoxyorbiculin G (
CHEBI:65364
)
is a
benzoate ester (
CHEBI:36054
)
15-acetoxyorbiculin G (
CHEBI:65364
)
is a
bridged compound (
CHEBI:35990
)
15-acetoxyorbiculin G (
CHEBI:65364
)
is a
cyclic ether (
CHEBI:37407
)
15-acetoxyorbiculin G (
CHEBI:65364
)
is a
dihydroagarofuran sesquiterpenoid (
CHEBI:71548
)
15-acetoxyorbiculin G (
CHEBI:65364
)
is a
organic heterotricyclic compound (
CHEBI:26979
)
IUPAC Name
(3
R
,5
S
,5a
R
,6
R
,7
S
,9
R
,9a
S
,10
R
)-
6-
(acetyloxy)-
5a-
[(acetyloxy)methyl]-
2,2,9-
trimethyloctahydro-
2
H
-
3,9a-
methano-
1-
benzoxepine-
5,7,10-
triyl tribenzoate
Registry Number
Type
Source
18842487
Reaxys Registry Number
Reaxys
Citation
Type
Source
18471021
PubMed citation
Europe PMC
Last Modified
19 April 2013