CHEBI:79060 - icas#12

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ChEBI Name icas#12
ChEBI ID CHEBI:79060
Definition A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (5R)-5-hydroxyhexanoic 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 C21H27NO7
Net Charge 0
Average Mass 405.44160
Monoisotopic Mass 405.17875
InChI InChI=1S/C21H27NO7/c1-12(6-5-9-19(24)25)27-21-17(23)10-18(13(2)28-21)29-20(26)15-11-22-16-8-4-3-7-14(15)16/h3-4,7-8,11-13,17-18,21-23H,5-6,9-10H2,1-2H3,(H,24,25)/t12-,13+,17-,18-,21-/m1/s1
InChIKey AHNZPQNYGMNACV-PNNYZDKCSA-N
SMILES C[C@H](CCCC(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 wild type (N2) 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#12 (CHEBI:79060) has functional parent (5R)-5-hydroxyhexanoic acid (CHEBI:78842)
icas#12 (CHEBI:79060) has functional parent ascr#12 (CHEBI:78841)
icas#12 (CHEBI:79060) has role Caenorhabditis elegans metabolite (CHEBI:78804)
icas#12 (CHEBI:79060) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
icas#12 (CHEBI:79060) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
icas#12 (CHEBI:79060) is a monocarboxylic acid (CHEBI:25384)
icas#12 (CHEBI:79060) is conjugate acid of icas#12(1−) (CHEBI:229462)
Incoming icas#12(1−) (CHEBI:229462) is conjugate base of icas#12 (CHEBI:79060)
IUPAC Name
(5R)-5-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}hexanoic acid
Synonyms Sources
5R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexanoic acid SMID
IC-asc-C6 ChEBI
Manual Xrefs Databases
icas%2312%0D SMID
LMFA13040124 LIPID MAPS
View more database links
Registry Numbers Types Sources
1355682-92-6 CAS Registry Number SMID
22233425 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22239548 PubMed citation Europe PMC
29863473 PubMed citation Europe PMC
Last Modified
24 January 2024