CHEBI:79155 - oscr#33

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name oscr#33
ChEBI ID CHEBI:79155
Definition An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E)-19-hydroxynonadec-2-enoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000219956622
Download Molfile XML SDF
Formula C25H46O6
Net Charge 0
Average Mass 442.62910
Monoisotopic Mass 442.32944
InChI InChI=1S/C25H46O6/c1-21-22(26)20-23(27)25(31-21)30-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-24(28)29/h16,18,21-23,25-27H,2-15,17,19-20H2,1H3,(H,28,29)/b18-16+/t21-,22+,23+,25+/m0/s1
InChIKey JXUDLBNWOUZIRD-KBTOCMJJSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCC\C=C\C(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in maoc-1(hj13) and dhs-28(hj8) mutant 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 oscr#33 (CHEBI:79155) has functional parent (2E)-19-hydroxynonadec-2-enoic acid (CHEBI:79180)
oscr#33 (CHEBI:79155) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#33 (CHEBI:79155) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
oscr#33 (CHEBI:79155) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#33 (CHEBI:79155) is conjugate acid of oscr#33(1−) (CHEBI:140035)
Incoming oscr#33-CoA (CHEBI:140036) has functional parent oscr#33 (CHEBI:79155)
oscr#33(1−) (CHEBI:140035) is conjugate base of oscr#33 (CHEBI:79155)
IUPAC Name
(2E)-19-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]nonadec-2-enoic acid
Synonym Source
19-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-nonadecenoic acid SMID
Manual Xref Database
oscr%2333 SMID
View more database links
Registry Numbers Types Sources
1355682-37-9 CAS Registry Number SMID
22233488 Reaxys Registry Number Reaxys
Citation Waiting for Citations
Last Modified
20 February 2018