CHEBI:79029 - icas#10

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ChEBI Name icas#10
ChEBI ID CHEBI:79029
Definition A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (8R)-8-hydroxynonanoic 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 C24H33NO7
Net Charge 0
Average Mass 447.52130
Monoisotopic Mass 447.22570
InChI InChI=1S/C24H33NO7/c1-15(9-5-3-4-6-12-22(27)28)30-24-20(26)13-21(16(2)31-24)32-23(29)18-14-25-19-11-8-7-10-17(18)19/h7-8,10-11,14-16,20-21,24-26H,3-6,9,12-13H2,1-2H3,(H,27,28)/t15-,16+,20-,21-,24-/m1/s1
InChIKey VGNCAEIQHDZOLI-JTCUFRKPSA-N
SMILES C[C@H](CCCCCCC(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 dhs-28(hj8), maoc-1(hj13), and acox-1(ok2257) 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#10 (CHEBI:79029) has functional parent (8R)-8-hydroxynonanoic acid (CHEBI:78839)
icas#10 (CHEBI:79029) has functional parent ascr#10 (CHEBI:78838)
icas#10 (CHEBI:79029) has role Caenorhabditis elegans metabolite (CHEBI:78804)
icas#10 (CHEBI:79029) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
icas#10 (CHEBI:79029) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
icas#10 (CHEBI:79029) is a monocarboxylic acid (CHEBI:25384)
icas#10 (CHEBI:79029) is conjugate acid of icas#10(1−) (CHEBI:140801)
Incoming ibha#10 (CHEBI:79334) has functional parent icas#10 (CHEBI:79029)
icas#10(1−) (CHEBI:140801) is conjugate base of icas#10 (CHEBI:79029)
IUPAC Name
(8R)-8-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}nonanoic acid
Synonyms Sources
8R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonanoic acid SMID
IC-asc-C9 ChEBI
Manual Xrefs Databases
icas%2310%0D SMID
LMFA13040125 LIPID MAPS
View more database links
Registry Numbers Types Sources
1355681-30-9 CAS Registry Number SMID
22233455 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22239548 PubMed citation Europe PMC
22253572 PubMed citation Europe PMC
22662967 PubMed citation Europe PMC
29863473 PubMed citation Europe PMC
Last Modified
24 January 2024