CHEBI:78852 - ascr#15

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ChEBI Name ascr#15
ChEBI ID CHEBI:78852
Definition An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E,9R)-9-hydroxydec-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 C16H28O6
Net Charge 0
Average Mass 316.38990
Monoisotopic Mass 316.18859
InChI InChI=1S/C16H28O6/c1-11(8-6-4-3-5-7-9-15(19)20)21-16-14(18)10-13(17)12(2)22-16/h7,9,11-14,16-18H,3-6,8,10H2,1-2H3,(H,19,20)/b9-7+/t11-,12+,13-,14-,16-/m1/s1
InChIKey MZJGOAYSXTVLMG-NSKGPKHTSA-N
SMILES C[C@H](CCCCC\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) Detected in 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#15 (CHEBI:78852) has functional parent (2E,9R)-9-hydroxydec-2-enoic acid (CHEBI:78853)
ascr#15 (CHEBI:78852) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#15 (CHEBI:78852) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
ascr#15 (CHEBI:78852) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#15 (CHEBI:78852) is conjugate acid of ascr#15(1-) (CHEBI:139630)
Incoming icas#15 (CHEBI:79062) has functional parent ascr#15 (CHEBI:78852)
ascr#15(1-) (CHEBI:139630) is conjugate base of ascr#15 (CHEBI:78852)
IUPAC Name
(2E,9R)-9-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]dec-2-enoic acid
Synonym Source
9R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-decenoic acid SMID
Manual Xref Database
ascr%2315%0D SMID
View more database links
Registry Numbers Types Sources
1355681-49-0 CAS Registry Number SMID
22233399 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
24 July 2014