ascr#11 (CHEBI:78743)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	ascr#11

ChEBI ID	CHEBI:78743

Definition	An (ω−1)-hydroxy fatty acid ascaroside consisting of ascarylopyranose linked glycosidically to the alcoholic hydroxy group of (3R)-3-hydroxybutanoic acid.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

more structures >>

Formula

C10H18O6

Net Charge

Average Mass

234.24630

Monoisotopic Mass

234.11034

InChI

InChI=1S/C10H18O6/c1-5(3-9(13)14)15-10-8(12)4-7(11)6(2)16-10/h5-8,10-12H,3-4H2,1-2H3,(H,13,14)/t5-,6+,7-,8-,10-/m1/s1

InChIKey

VQZVOFZWXBQLCG-MGPZHUSASA-N

SMILES

C[C@H](CC(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) worms, but absent in 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 )

ChEBI Ontology
Outgoing	ascr#11 (CHEBI:78743) has functional parent (R)-3-hydroxybutyric acid (CHEBI:17066) ascr#11 (CHEBI:78743) has role Caenorhabditis elegans metabolite (CHEBI:78804) ascr#11 (CHEBI:78743) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205) ascr#11 (CHEBI:78743) is a monocarboxylic acid (CHEBI:25384) ascr#11 (CHEBI:78743) is conjugate acid of ascr#11(1-) (CHEBI:139618)

Incoming	ascr#11(1-) (CHEBI:139618) is conjugate base of ascr#11 (CHEBI:78743)

IUPAC Name

(3R)-3-(3,6-dideoxy-β-L-arabino-hexopyranosyloxy)butanoic acid

Synonyms	Sources
(3R)-3-(3,6-dideoxy-β-L-arabino-hexopyranosyloxy)butyric acid	ChEBI
(3R)-3-{[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}butanoic acid	IUPAC
3R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-butanoic acid	SMID

Citation	Type	Source
22239548	PubMed citation	Europe PMC

Last Modified

24 July 2014