CHEBI:79303 - glas#18

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ChEBI Name glas#18
ChEBI ID CHEBI:79303
Definition An ascarosyloxycarboxylic acid β-D-glucopyranosyl ester resulting from the formal esterification of the carboxy group of ascr#18 with the anomeric hydroxy group of β-D-glucopyranose. 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 C23H42O11
Net Charge 0
Average Mass 494.57300
Monoisotopic Mass 494.27271
InChI InChI=1S/C23H42O11/c1-13(31-22-16(26)11-15(25)14(2)32-22)9-7-5-3-4-6-8-10-18(27)34-23-21(30)20(29)19(28)17(12-24)33-23/h13-17,19-26,28-30H,3-12H2,1-2H3/t13-,14+,15-,16-,17-,19-,20+,21-,22-,23+/m1/s1
InChIKey QBDRWZBYGHVNSP-BZNPLBMASA-N
SMILES C[C@H](CCCCCCCCC(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in acox-1(ok2257) mutant worms. See: PubMed
Roles Classification
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 glas#18 (CHEBI:79303) has functional parent ascr#18 (CHEBI:78955)
glas#18 (CHEBI:79303) has role Caenorhabditis elegans metabolite (CHEBI:78804)
glas#18 (CHEBI:79303) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
glas#18 (CHEBI:79303) is a ascarosyloxycarboxylic acid β-D-glucopyranosyl ester (CHEBI:79198)
IUPAC Name
1-O-{(10R)-10-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]undecanoyl}-β-D-glucopyranose
Synonym Source
β-D-glucos-1''-yl-10R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-undecanoate SMID
Manual Xref Database
glas%2318 SMID
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Registry Numbers Types Sources
1355683-57-6 CAS Registry Number SMID
22233522 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014