CHEBI:78950 - ascr#16

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ascr#16
ChEBI ID CHEBI:78950
Definition An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (9R)-9-hydroxydecanoic 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 C16H30O6
Net Charge 0
Average Mass 318.40580
Monoisotopic Mass 318.20424
InChI InChI=1S/C16H30O6/c1-11(8-6-4-3-5-7-9-15(19)20)21-16-14(18)10-13(17)12(2)22-16/h11-14,16-18H,3-10H2,1-2H3,(H,19,20)/t11-,12+,13-,14-,16-/m1/s1
InChIKey UMKVAMCFIAMCAV-JTTNIQEDSA-N
SMILES C[C@H](CCCCCCCC(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), maoc-1(hj13), and acox-1(ok2257) 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#16 (CHEBI:78950) has functional parent (9R)-9-hydroxydecanoic acid (CHEBI:78951)
ascr#16 (CHEBI:78950) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#16 (CHEBI:78950) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#16 (CHEBI:78950) is a monocarboxylic acid (CHEBI:25384)
ascr#16 (CHEBI:78950) is conjugate acid of ascr#16(1−) (CHEBI:139633)
Incoming bhas#16 (CHEBI:79227) has functional parent ascr#16 (CHEBI:78950)
glas#16 (CHEBI:79302) has functional parent ascr#16 (CHEBI:78950)
icas#16 (CHEBI:79094) has functional parent ascr#16 (CHEBI:78950)
ascr#16(1−) (CHEBI:139633) is conjugate base of ascr#16 (CHEBI:78950)
IUPAC Name
(9R)-9-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]decanoic acid
Synonym Source
9R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-decanoic acid SMID
Manual Xrefs Databases
ascr%2316%0D SMID
LMFA13040035 LIPID MAPS
View more database links
Registry Numbers Types Sources
1186217-53-7 CAS Registry Number SMID
22233391 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
24 January 2024