CHEBI:79094 - icas#16

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ChEBI Name icas#16
ChEBI ID CHEBI:79094
Definition A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (9R)-9-hydroxydecanoic 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 C25H35NO7
Net Charge 0
Average Mass 461.54790
Monoisotopic Mass 461.24135
InChI InChI=1S/C25H35NO7/c1-16(10-6-4-3-5-7-13-23(28)29)31-25-21(27)14-22(17(2)32-25)33-24(30)19-15-26-20-12-9-8-11-18(19)20/h8-9,11-12,15-17,21-22,25-27H,3-7,10,13-14H2,1-2H3,(H,28,29)/t16-,17+,21-,22-,25-/m1/s1
InChIKey IKCBQQSZKXPNLW-BPCUIQQOSA-N
SMILES C[C@H](CCCCCCCC(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 dhs28(hj8), acox-1(ok2257), 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 icas#16 (CHEBI:79094) has functional parent (9R)-9-hydroxydecanoic acid (CHEBI:78951)
icas#16 (CHEBI:79094) has functional parent ascr#16 (CHEBI:78950)
icas#16 (CHEBI:79094) has role Caenorhabditis elegans metabolite (CHEBI:78804)
icas#16 (CHEBI:79094) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
icas#16 (CHEBI:79094) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
icas#16 (CHEBI:79094) is a monocarboxylic acid (CHEBI:25384)
Incoming ibha#16 (CHEBI:79353) has functional parent icas#16 (CHEBI:79094)
IUPAC Name
(9R)-9-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}decanoic acid
Synonym Source
9R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-decanoic acid SMID
Manual Xrefs Databases
icas%2316%0D SMID
LMFA13040122 LIPID MAPS
View more database links
Registry Numbers Types Sources
1355683-01-0 CAS Registry Number SMID
22233475 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
24 January 2024