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CHEBI:79129 - mbas#10

ChEBI IDCHEBI:79129
ChEBI Namembas#10
Stars
DefinitionA 4-O-[(E)-2-methyl-2-butenoyl]ascaroside derived from (8R)-8-hydroxynonanoic acid. It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC20H34O7
Net Charge0
Average Mass386.485
Monoisotopic Mass386.23045
SMILESC/C=C(\C)C(=O)O[C@@H]1C[C@@H](O)[C@H](O[C@H](C)CCCCCCC(=O)O)O[C@H]1C
InChIInChI=1S/C20H34O7/c1-5-13(2)19(24)27-17-12-16(21)20(26-15(17)4)25-14(3)10-8-6-7-9-11-18(22)23/h5,14-17,20-21H,6-12H2,1-4H3,(H,22,23)/b13-5+/t14-,15+,16-,17-,20-/m1/s1
InChIKeyIARVMWOCDIKRTC-GIYJNIOBSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in acox-1(ok2257) worms.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
mbas#10 (CHEBI:79129) has functional parent (8R)-8-hydroxynonanoic acid (CHEBI:78839)
mbas#10 (CHEBI:79129) has functional parent ascr#10 (CHEBI:78838)
mbas#10 (CHEBI:79129) has role Caenorhabditis elegans metabolite (CHEBI:78804)
mbas#10 (CHEBI:79129) is a 4-O-[(E)-2-methyl-2-butenoyl]ascaroside (CHEBI:79127)
mbas#10 (CHEBI:79129) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name 
(8R)-8-({3,6-dideoxy-4-O-[(2E)-2-methylbut-2-enoyl]-α-L-arabino-hexopyranosyl}oxy)nonanoic acid
Synonym  Source
8R-(3'R-hydroxy-5'R-O-((E)-2-methyl-2-butenoyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonanoic acidSMID
Manual XrefsDatabases
mbas%2310SMID
Registry NumbersSources
Reaxys:22233417Reaxys
CAS:1355683-69-0SMID
Citations