CHEBI:78964 - ascr#26

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ascr#26
ChEBI ID CHEBI:78964
Definition An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (14R)-14-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/c1-16(26-21-19(23)15-18(22)17(2)27-21)13-11-9-7-5-3-4-6-8-10-12-14-20(24)25/h16-19,21-23H,3-15H2,1-2H3,(H,24,25)/t16-,17+,18-,19-,21-/m1/s1
InChIKey GOMRKSMHAWREDI-TWHPPBISSA-N
SMILES C[C@H](CCCCCCCCCCCCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in wild type (N2) and daf-22(ok693), dhs-28(hj8), acox-1(ok2257), and maoc-1(hj13) 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 ascr#26 (CHEBI:78964) has functional parent (14R)-14-hydroxypentadecanoic acid (CHEBI:78996)
ascr#26 (CHEBI:78964) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#26 (CHEBI:78964) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#26 (CHEBI:78964) is a monocarboxylic acid (CHEBI:25384)
ascr#26 (CHEBI:78964) is conjugate acid of ascr#26(1-) (CHEBI:139665)
Incoming bhas#26 (CHEBI:79233) has functional parent ascr#26 (CHEBI:78964)
glas#26 (CHEBI:79307) has functional parent ascr#26 (CHEBI:78964)
ascr#26(1-) (CHEBI:139665) is conjugate base of ascr#26 (CHEBI:78964)
IUPAC Name
(14R)-14-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]pentadecanoic acid
Synonym Source
14R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentadecanoic acid SMID
Manual Xref Database
ascr%2326%0D SMID
View more database links
Registry Numbers Types Sources
1355681-67-2 CAS Registry Number SMID
22233437 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22239548 PubMed citation Europe PMC
22503501 PubMed citation Europe PMC
Last Modified
25 July 2014