CHEBI:78967 - ascr#29

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ChEBI Name ascr#29
ChEBI ID CHEBI:78967
Definition An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E,16R)-16-hydroxyheptadec-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
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Formula C23H42O6
Net Charge 0
Average Mass 414.57600
Monoisotopic Mass 414.29814
InChI InChI=1S/C23H42O6/c1-18(28-23-21(25)17-20(24)19(2)29-23)15-13-11-9-7-5-3-4-6-8-10-12-14-16-22(26)27/h14,16,18-21,23-25H,3-13,15,17H2,1-2H3,(H,26,27)/b16-14+/t18-,19+,20-,21-,23-/m1/s1
InChIKey XUIDIXMFLJXJDI-XUAZKPKSSA-N
SMILES C[C@H](CCCCCCCCCCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Found in 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#29 (CHEBI:78967) has functional parent (2E,16R)-16-hydroxyheptadec-2-enoic acid (CHEBI:78999)
ascr#29 (CHEBI:78967) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#29 (CHEBI:78967) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
ascr#29 (CHEBI:78967) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#29 (CHEBI:78967) is conjugate acid of ascr#29(1-) (CHEBI:139674)
Incoming ascr#29(1-) (CHEBI:139674) is conjugate base of ascr#29 (CHEBI:78967)
IUPAC Name
(2E,16R)-16-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]heptadec-2-enoic acid
Synonym Source
16R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2EEheptadecenoic acid SMID
Manual Xref Database
ascr%2329%0D SMID
View more database links
Registry Numbers Types Sources
1355681-73-0 CAS Registry Number SMID
22233452 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014