CHEBI:79148 - oscr#26

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ChEBI Name oscr#26
ChEBI ID CHEBI:79148
Definition An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 15-hydroxypentadecanoic 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
Download Molfile XML SDF
Formula C21H40O6
Net Charge 0
Average Mass 388.53870
Monoisotopic Mass 388.28249
InChI InChI=1S/C21H40O6/c1-17-18(22)16-19(23)21(27-17)26-15-13-11-9-7-5-3-2-4-6-8-10-12-14-20(24)25/h17-19,21-23H,2-16H2,1H3,(H,24,25)/t17-,18+,19+,21+/m0/s1
InChIKey PWLVZSHZFIGCNL-QEUVDIPISA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in wild type (N2) worms and also in acox-1(ok2257), maoc-1(hj13), daf-22(ok693), 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#26 (CHEBI:79148) has functional parent 15-hydroxypentadecanoic acid (CHEBI:79169)
oscr#26 (CHEBI:79148) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#26 (CHEBI:79148) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#26 (CHEBI:79148) is a monocarboxylic acid (CHEBI:25384)
oscr#26 (CHEBI:79148) is conjugate acid of oscr#26(1−) (CHEBI:140013)
Incoming bhos#26 (CHEBI:79263) has functional parent oscr#26 (CHEBI:79148)
oscr#26-CoA (CHEBI:140014) has functional parent oscr#26 (CHEBI:79148)
oscr#26(1−) (CHEBI:140013) is conjugate base of oscr#26 (CHEBI:79148)
IUPAC Name
15-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]pentadecanoic acid
Synonym Source
15-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentadecanoic acid SMID
Manual Xref Database
oscr%2326 SMID
View more database links
Registry Numbers Types Sources
1355682-25-5 CAS Registry Number SMID
22233449 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
23 February 2018