CHEBI:79114 - icos#3

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ChEBI Name icos#3
ChEBI ID CHEBI:79114
Definition A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (2E)-9-hydroxynon-2-enoic 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 C24H31NO7
Net Charge 0
Average Mass 445.50540
Monoisotopic Mass 445.21005
InChI InChI=1S/C24H31NO7/c1-16-21(32-23(29)18-15-25-19-11-8-7-10-17(18)19)14-20(26)24(31-16)30-13-9-5-3-2-4-6-12-22(27)28/h6-8,10-12,15-16,20-21,24-26H,2-5,9,13-14H2,1H3,(H,27,28)/b12-6+/t16-,20+,21+,24+/m0/s1
InChIKey XQKLJTSTLMVZHF-HCCOWPQCSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1OC(=O)c1c[nH]c2ccccc12
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in dhs-28(hj8) and maoc-1(hj13) mutant 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 icos#3 (CHEBI:79114) has functional parent (2E)-9-hydroxynon-2-enoic acid (CHEBI:79115)
icos#3 (CHEBI:79114) has functional parent oscr#3 (CHEBI:79131)
icos#3 (CHEBI:79114) has role Caenorhabditis elegans metabolite (CHEBI:78804)
icos#3 (CHEBI:79114) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
icos#3 (CHEBI:79114) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
icos#3 (CHEBI:79114) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
IUPAC Name
(2E)-9-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}non-2-enoic acid
Synonym Source
9-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-nonenoic acid SMID
Manual Xref Database
icos%233%0D SMID
View more database links
Registry Numbers Types Sources
1355683-12-3 CAS Registry Number SMID
22233453 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014