oscr#9 (CHEBI:79133)

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ChEBI Name	oscr#9

ChEBI ID	CHEBI:79133

Definition	An ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 5-hydroxypentanoic 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

C11H20O6

Net Charge

Average Mass

248.27290

Monoisotopic Mass

248.12599

InChI

InChI=1S/C11H20O6/c1-7-8(12)6-9(13)11(17-7)16-5-3-2-4-10(14)15/h7-9,11-13H,2-6H2,1H3,(H,14,15)/t7-,8+,9+,11+/m0/s1

InChIKey

RGLRYSHQCRBEIV-YSSBGUOXSA-N

SMILES

C[C@@H]1O[C@@H](OCCCCC(O)=O)[C@H](O)C[C@H]1O

Metabolite of Species	Details
Caenorhabditis elegans (NCBI:txid6239)	Detected in wild type (N2) worms and is a major ascaroside in 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 )

ChEBI Ontology
Outgoing	oscr#9 (CHEBI:79133) has functional parent 5-hydroxypentanoic acid (CHEBI:45564) oscr#9 (CHEBI:79133) has role Caenorhabditis elegans metabolite (CHEBI:78804) oscr#9 (CHEBI:79133) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204) oscr#9 (CHEBI:79133) is a monocarboxylic acid (CHEBI:25384) oscr#9 (CHEBI:79133) is conjugate acid of oscr#9(1−) (CHEBI:140058)

Incoming	icos#9 (CHEBI:79116) has functional parent oscr#9 (CHEBI:79133) oscr#9-CoA (CHEBI:140059) has functional parent oscr#9 (CHEBI:79133) oscr#9(1−) (CHEBI:140058) is conjugate base of oscr#9 (CHEBI:79133)

IUPAC Name

5-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]pentanoic acid

Synonym	Source
5-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentanoic acid	SMID

Last Modified

19 February 2018