Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:79028 - icas#9
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
icas#9
ChEBI ID
CHEBI:79028
Definition
A 4-
O
-(1
H
-indol-3-ylcarbonyl)ascaroside derived from (4
R
)-4-hydroxypentanoic acid. It is a metabolite of the nematode
Caenorhabditis elegans
.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Formula
C20H25NO7
Net Charge
0
Average Mass
391.41500
Monoisotopic Mass
391.16310
InChI
InChI=1S/C20H25NO7/c1-
11(7-
8-
18(23)
24)
26-
20-
16(22)
9-
17(12(2)
27-
20)
28-
19(25)
14-
10-
21-
15-
6-
4-
3-
5-
13(14)
15/h3-
6,10-
12,16-
17,20-
22H,7-
9H2,1-
2H3,(H,23,24)
/t11-
,12+,16-
,17-
,20-
/m1/s1
InChIKey
GIZBXORWWXIWKX-VEZRURDRSA-N
SMILES
C[C@H](CCC(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)
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#9 (
CHEBI:79028
)
has functional parent
(4
R
)-4-hydroxypentanoic acid (
CHEBI:79019
)
icas#9 (
CHEBI:79028
)
has functional parent
ascr#9 (
CHEBI:79018
)
icas#9 (
CHEBI:79028
)
has role
Caenorhabditis elegans
metabolite (
CHEBI:78804
)
icas#9 (
CHEBI:79028
)
is a
(ω−1)-hydroxy fatty acid ascaroside (
CHEBI:79205
)
icas#9 (
CHEBI:79028
)
is a
4-
O
-(1
H
-indol-3-ylcarbonyl)ascaroside (
CHEBI:79024
)
icas#9 (
CHEBI:79028
)
is a
monocarboxylic acid (
CHEBI:25384
)
icas#9 (
CHEBI:79028
)
is conjugate base of
icas#9(1−) (
CHEBI:140804
)
Incoming
icas#9(1−) (
CHEBI:140804
)
is conjugate acid of
icas#9 (
CHEBI:79028
)
IUPAC Name
(4
R
)-
4-
{[3,6-
dideoxy-
4-
O
-
(1
H
-
indol-
3-
ylcarbonyl)-
α-
L
-
arabino
-
hexopyranosyl]oxy}pentanoic acid
Synonyms
Sources
(4
R
)-
4-
{[3,6-
dideoxy-
4-
O
-
(1
H
-
indol-
3-
ylcarbonyl)-
α-
L
-
arabino
-
hexopyranosyl]oxy}valeric acid
SMID
IC-asc-C5
ChEBI
Manual Xrefs
Databases
icas%239%0D
SMID
LMFA13040128
LIPID MAPS
View more database links
Registry Numbers
Types
Sources
1173933-40-8
CAS Registry Number
SMID
19683527
Reaxys Registry Number
Reaxys
Citations
Types
Sources
19545143
PubMed citation
Europe PMC
19665885
PubMed citation
Europe PMC
21849976
PubMed citation
Europe PMC
22239548
PubMed citation
Europe PMC
22253572
PubMed citation
Europe PMC
22503501
PubMed citation
Europe PMC
22662967
PubMed citation
Europe PMC
22665789
PubMed citation
Europe PMC
22701701
PubMed citation
Europe PMC
23213209
PubMed citation
Europe PMC
23689506
PubMed citation
Europe PMC
29863473
PubMed citation
Europe PMC
Last Modified
24 January 2024