CHEBI:79061 - icas#14

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ChEBI Name icas#14
ChEBI ID CHEBI:79061
Definition A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (7R)-7-hydroxyoctanoic acid. It is a metabolite of the nematode Caenorhabditis elegans.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H31NO7
Net Charge 0
Average Mass 433.49470
Monoisotopic Mass 433.21005
InChI InChI=1S/C23H31NO7/c1-14(8-4-3-5-11-21(26)27)29-23-19(25)12-20(15(2)30-23)31-22(28)17-13-24-18-10-7-6-9-16(17)18/h6-7,9-10,13-15,19-20,23-25H,3-5,8,11-12H2,1-2H3,(H,26,27)/t14-,15+,19-,20-,23-/m1/s1
InChIKey WFTLFOBGVIIQCZ-JEFMMDONSA-N
SMILES C[C@H](CCCCCC(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 wild type (N2) worms. See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted 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#14 (CHEBI:79061) has functional parent (7R)-7-hydroxyoctanoic acid (CHEBI:78949)
icas#14 (CHEBI:79061) has functional parent ascr#14 (CHEBI:78905)
icas#14 (CHEBI:79061) has role Caenorhabditis elegans metabolite (CHEBI:78804)
icas#14 (CHEBI:79061) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
icas#14 (CHEBI:79061) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
icas#14 (CHEBI:79061) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(7R)-7-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}octanoic acid
Synonyms Sources
7R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-octanoic acid SMID
IC-asc-C8 ChEBI
Manual Xrefs Databases
icas%2314%0D SMID
LMFA13040123 LIPID MAPS
View more database links
Registry Numbers Types Sources
1355682-96-0 CAS Registry Number SMID
22233448 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22239548 PubMed citation Europe PMC
29863473 PubMed citation Europe PMC
Last Modified
24 January 2024