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CHEBI:79107 - icas#21

ChEBI IDCHEBI:79107
ChEBI Nameicas#21
Stars
DefinitionA 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (2E,12R)-12-hydroxytridec-2-enoic acid. It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC28H39NO7
Net Charge0
Average Mass501.620
Monoisotopic Mass501.27265
SMILESC[C@H](CCCCCCCC/C=C/C(=O)O)O[C@@H]1O[C@@H](C)[C@H](OC(=O)c2cnc3ccccc23)C[C@H]1O
InChIInChI=1S/C28H39NO7/c1-19(13-9-7-5-3-4-6-8-10-16-26(31)32)34-28-24(30)17-25(20(2)35-28)36-27(33)22-18-29-23-15-12-11-14-21(22)23/h10-12,14-16,18-20,24-25,28-30H,3-9,13,17H2,1-2H3,(H,31,32)/b16-10+/t19-,20+,24-,25-,28-/m1/s1
InChIKeyKBWMSHDNIKOFRU-IROGMXPVSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs28(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)
icas#21 (CHEBI:79107) has functional parent (2E,12R)-12-hydroxytridec-2-enoic acid (CHEBI:78979)
icas#21 (CHEBI:79107) has functional parent ascr#21 (CHEBI:78959)
icas#21 (CHEBI:79107) has role Caenorhabditis elegans metabolite (CHEBI:78804)
icas#21 (CHEBI:79107) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
icas#21 (CHEBI:79107) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
icas#21 (CHEBI:79107) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
Manual XrefsDatabases
icas%2321%0DSMID
Registry NumbersSources
Reaxys:22233498Reaxys
CAS:1355683-10-1SMID
Citations