ascr#7 (CHEBI:78830)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	ascr#7

ChEBI ID	CHEBI:78830

Definition	An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E,6R)-6-hydroxyhept-2-enoic acid with ascarylopyranose (the α anomer). A metabolite of the nematode Caenorhabditis elegans, it is weakly dauer inducing and a weak male-attractant.

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

Supplier Information

Download	Molfile XML SDF

Formula

C13H22O6

Net Charge

Average Mass

274.31020

Monoisotopic Mass

274.14164

InChI

InChI=1S/C13H22O6/c1-8(5-3-4-6-12(16)17)18-13-11(15)7-10(14)9(2)19-13/h4,6,8-11,13-15H,3,5,7H2,1-2H3,(H,16,17)/b6-4+/t8-,9+,10-,11-,13-/m1/s1

InChIKey

GGHOMCWJOMBZEK-LHYQPRBASA-N

SMILES

C[C@H](CC\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)	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. pheromone A semiochemical used in olfactory communication between organisms of the same species eliciting a change in sexual or social behaviour. 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#7 (CHEBI:78830) has functional parent (2E,6R)-6-hydroxyhept-2-enoic acid (CHEBI:78831) ascr#7 (CHEBI:78830) has role Caenorhabditis elegans metabolite (CHEBI:78804) ascr#7 (CHEBI:78830) has role pheromone (CHEBI:26013) ascr#7 (CHEBI:78830) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020) ascr#7 (CHEBI:78830) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205) ascr#7 (CHEBI:78830) is conjugate acid of ascr#7(1-) (CHEBI:139710)

Incoming	ascr#7-CoA (CHEBI:139711) has functional parent ascr#7 (CHEBI:78830) ascr#8 (CHEBI:78834) has functional parent ascr#7 (CHEBI:78830) icas#7 (CHEBI:79023) has functional parent ascr#7 (CHEBI:78830) ascr#7(1-) (CHEBI:139710) is conjugate base of ascr#7 (CHEBI:78830)

IUPAC Name

(2E,6R)-6-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]hept-2-enoic acid

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

Last Modified

05 January 2021