CHEBI:79300 - glas#3

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name glas#3
ChEBI ID CHEBI:79300
Definition An ascarosyloxycarboxylic acid β-D-glucopyranosyl ester resulting from the formal esterification of the carboxy group of ascr#3 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
Download Molfile XML SDF
Formula C21H36O11
Net Charge 0
Average Mass 464.50390
Monoisotopic Mass 464.22576
InChI InChI=1S/C21H36O11/c1-11(29-20-14(24)9-13(23)12(2)30-20)7-5-3-4-6-8-16(25)32-21-19(28)18(27)17(26)15(10-22)31-21/h6,8,11-15,17-24,26-28H,3-5,7,9-10H2,1-2H3/b8-6+/t11-,12+,13-,14-,15-,17-,18+,19-,20-,21+/m1/s1
InChIKey USHOVWZTBFBUPQ-AHQKKNCYSA-N
SMILES C[C@H](CCCC\C=C\C(=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 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#3 (CHEBI:79300) has functional parent ascr#3 (CHEBI:78821)
glas#3 (CHEBI:79300) has role Caenorhabditis elegans metabolite (CHEBI:78804)
glas#3 (CHEBI:79300) is a α,β-unsaturated carboxylic ester (CHEBI:51737)
glas#3 (CHEBI:79300) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
glas#3 (CHEBI:79300) is a ascarosyloxycarboxylic acid β-D-glucopyranosyl ester (CHEBI:79198)
IUPAC Name
1-O-{(2E,8R)-8-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]non-2-enoyl}-β-D-glucopyranose
Synonym Source
β-D-glucos-1''-yl-8R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-nonenoate SMID
Manual Xref Database
glas%233 SMID
View more database links
Registry Numbers Types Sources
1355683-53-2 CAS Registry Number SMID
22233503 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014