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CHEBI:78973 - ascr#35

ChEBI IDCHEBI:78973
ChEBI Nameascr#35
Stars
DefinitionAn (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E,19R)-19-hydroxyicos-2-enoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC26H48O6
Net Charge0
Average Mass456.664
Monoisotopic Mass456.34509
SMILESC[C@H](CCCCCCCCCCCCCCC/C=C/C(=O)O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
InChIInChI=1S/C26H48O6/c1-21(31-26-24(28)20-23(27)22(2)32-26)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-25(29)30/h17,19,21-24,26-28H,3-16,18,20H2,1-2H3,(H,29,30)/b19-17+/t21-,22+,23-,24-,26-/m1/s1
InChIKeyGIUKRFWFBBFDTQ-LAOJQUNESA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Found in dhs-28(hj8) and maoc-1(hj13) mutant 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)
ascr#35 (CHEBI:78973) has functional parent (2E,19R)-19-hydroxyicos-2-enoic acid (CHEBI:79013)
ascr#35 (CHEBI:78973) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#35 (CHEBI:78973) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#35 (CHEBI:78973) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
ascr#35 (CHEBI:78973) is conjugate acid of ascr#35(1-) (CHEBI:139693)
Incoming Relation(s)
ascr#35(1-) (CHEBI:139693) is conjugate base of ascr#35 (CHEBI:78973)
Synonyms  Source
19R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-eicosenoic acidChEBI
(2E,19R)-19-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]icos-2-enoic acidChEBI
(2E,19R)-19-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]eicos-2-enoic acidChEBI
19R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-icosenoic acidSMID
Manual XrefsDatabases
ascr%2335%0DSMID
Registry NumbersSources
Reaxys:22233489Reaxys
CAS:1355681-85-4SMID
Citations