CHEBI:79028 - icas#9

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ChEBI Name icas#9
ChEBI ID CHEBI:79028
Definition A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (4R)-4-hydroxypentanoic 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 C20H25NO7
Net Charge 0
Average Mass 391.41500
Monoisotopic Mass 391.16310
InChI InChI=1S/C20H25NO7/c1-11(7-8-18(23)24)26-20-16(22)9-17(12(2)27-20)28-19(25)14-10-21-15-6-4-3-5-13(14)15/h3-6,10-12,16-17,20-22H,7-9H2,1-2H3,(H,23,24)/t11-,12+,16-,17-,20-/m1/s1
InChIKey GIZBXORWWXIWKX-VEZRURDRSA-N
SMILES C[C@H](CCC(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) 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#9 (CHEBI:79028) has functional parent (4R)-4-hydroxypentanoic acid (CHEBI:79019)
icas#9 (CHEBI:79028) has functional parent ascr#9 (CHEBI:79018)
icas#9 (CHEBI:79028) has role Caenorhabditis elegans metabolite (CHEBI:78804)
icas#9 (CHEBI:79028) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
icas#9 (CHEBI:79028) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
icas#9 (CHEBI:79028) is a monocarboxylic acid (CHEBI:25384)
icas#9 (CHEBI:79028) is conjugate base of icas#9(1−) (CHEBI:140804)
Incoming icas#9(1−) (CHEBI:140804) is conjugate acid of icas#9 (CHEBI:79028)
IUPAC Name
(4R)-4-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}pentanoic acid
Synonyms Sources
(4R)-4-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}valeric acid SMID
IC-asc-C5 ChEBI
Manual Xrefs Databases
icas%239%0D SMID
LMFA13040128 LIPID MAPS
View more database links
Registry Numbers Types Sources
1173933-40-8 CAS Registry Number SMID
19683527 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19545143 PubMed citation Europe PMC
19665885 PubMed citation Europe PMC
21849976 PubMed citation Europe PMC
22239548 PubMed citation Europe PMC
22253572 PubMed citation Europe PMC
22503501 PubMed citation Europe PMC
22662967 PubMed citation Europe PMC
22665789 PubMed citation Europe PMC
22701701 PubMed citation Europe PMC
23213209 PubMed citation Europe PMC
23689506 PubMed citation Europe PMC
29863473 PubMed citation Europe PMC
Last Modified
24 January 2024