EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:79114 - icos#3

ChEBI IDCHEBI:79114
ChEBI Nameicos#3
Stars
DefinitionA 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (2E)-9-hydroxynon-2-enoic acid. It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC24H31NO7
Net Charge0
Average Mass445.512
Monoisotopic Mass445.21005
SMILESC[C@@H]1O[C@@H](OCCCCCC/C=C/C(=O)O)[C@H](O)C[C@H]1OC(=O)c1cnc2ccccc12
InChIInChI=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
InChIKeyXQKLJTSTLMVZHF-HCCOWPQCSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8) and maoc-1(hj13) mutant worms.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
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)
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 acidSMID
Manual XrefsDatabases
icos%233%0DSMID
Registry NumbersSources
Reaxys:22233453Reaxys
CAS:1355683-12-3SMID
Citations