CHEBI:78952 - ascr#17

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ChEBI Name ascr#17
ChEBI ID CHEBI:78952
Definition An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (2E,10R)-10-hydroxyundec-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 C17H30O6
Net Charge 0
Average Mass 330.41650
Monoisotopic Mass 330.20424
InChI InChI=1S/C17H30O6/c1-12(9-7-5-3-4-6-8-10-16(20)21)22-17-15(19)11-14(18)13(2)23-17/h8,10,12-15,17-19H,3-7,9,11H2,1-2H3,(H,20,21)/b10-8+/t12-,13+,14-,15-,17-/m1/s1
InChIKey NEVPBIQTDNVVMK-KUTOLYOMSA-N
SMILES CC(CCCCCC\C=C\C(O)=O)OC1OC(C)C(O)CC1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in wild type (N2) and dhs-28(hj8) 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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ascr#17 (CHEBI:78952) has functional parent (2E,10R)-10-hydroxyundec-2-enoic acid (CHEBI:78953)
ascr#17 (CHEBI:78952) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#17 (CHEBI:78952) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
ascr#17 (CHEBI:78952) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#17 (CHEBI:78952) is conjugate acid of ascr#17(1-) (CHEBI:139636)
Incoming icas#17 (CHEBI:79104) has functional parent ascr#17 (CHEBI:78952)
ascr#17(1-) (CHEBI:139636) is conjugate base of ascr#17 (CHEBI:78952)
IUPAC Name
(2E,10R)-10-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]undec-2-enoic acid
Synonym Source
10R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-undecenoic acid SMID
Manual Xref Database
ascr%2317%0D SMID
View more database links
Registry Numbers Types Sources
1186217-53-7 CAS Registry Number SMID
22233405 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014