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ChEBI
> Main
CHEBI:79029 - icas#10
Main
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ChEBI Name
icas#10
ChEBI ID
CHEBI:79029
Definition
A 4-
O
-(1
H
-indol-3-ylcarbonyl)ascaroside derived from (8
R
)-8-hydroxynonanoic acid. It is a metabolite of the nematode
Caenorhabditis elegans
.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C24H33NO7
Net Charge
0
Average Mass
447.52130
Monoisotopic Mass
447.22570
InChI
InChI=1S/C24H33NO7/c1-
15(9-
5-
3-
4-
6-
12-
22(27)
28)
30-
24-
20(26)
13-
21(16(2)
31-
24)
32-
23(29)
18-
14-
25-
19-
11-
8-
7-
10-
17(18)
19/h7-
8,10-
11,14-
16,20-
21,24-
26H,3-
6,9,12-
13H2,1-
2H3,(H,27,28)
/t15-
,16+,20-
,21-
,24-
/m1/s1
InChIKey
VGNCAEIQHDZOLI-JTCUFRKPSA-N
SMILES
C[C@H](CCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)c1c[nH]c2ccccc12
Metabolite of Species
Details
Caenorhabditis elegans
(NCBI:txid6239)
Detected in dhs-28(hj8), maoc-1(hj13), and acox-1(ok2257) mutant worms. See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
Caenorhabditis elegans metabolite
A nematode metabolite produced by
Caenorhabditis elegans
.
semiochemical
A molecular messenger released by an organism that affects the behaviour within or between species.
(via
hydroxy fatty acid ascaroside
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
icas#10 (
CHEBI:79029
)
has functional parent
(8
R
)-8-hydroxynonanoic acid (
CHEBI:78839
)
icas#10 (
CHEBI:79029
)
has functional parent
ascr#10 (
CHEBI:78838
)
icas#10 (
CHEBI:79029
)
has role
Caenorhabditis elegans
metabolite (
CHEBI:78804
)
icas#10 (
CHEBI:79029
)
is a
(ω−1)-hydroxy fatty acid ascaroside (
CHEBI:79205
)
icas#10 (
CHEBI:79029
)
is a
4-
O
-(1
H
-indol-3-ylcarbonyl)ascaroside (
CHEBI:79024
)
icas#10 (
CHEBI:79029
)
is a
monocarboxylic acid (
CHEBI:25384
)
icas#10 (
CHEBI:79029
)
is conjugate acid of
icas#10(1−) (
CHEBI:140801
)
Incoming
ibha#10 (
CHEBI:79334
)
has functional parent
icas#10 (
CHEBI:79029
)
icas#10(1−) (
CHEBI:140801
)
is conjugate base of
icas#10 (
CHEBI:79029
)
IUPAC Name
(8
R
)-
8-
{[3,6-
dideoxy-
4-
O
-
(1
H
-
indol-
3-
ylcarbonyl)-
α-
L
-
arabino
-
hexopyranosyl]oxy}nonanoic acid
Synonyms
Sources
8
R
-
(3'
R
-
hydroxy-
5'
R
-
O
-
(1
H
-
indol-
3-
ylcarbonyl)-
6'
S
-
methyl-
(2
H
)-
tetrahydropyran-
2'-
yloxy)-
nonanoic acid
SMID
IC-asc-C9
ChEBI
Manual Xrefs
Databases
icas%2310%0D
SMID
LMFA13040125
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
1355681-30-9
CAS Registry Number
SMID
22233455
Reaxys Registry Number
Reaxys
Citations
Types
Sources
22239548
PubMed citation
Europe PMC
22253572
PubMed citation
Europe PMC
22662967
PubMed citation
Europe PMC
29863473
PubMed citation
Europe PMC
Last Modified
24 January 2024