CHEBI:79018 - ascr#9

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ChEBI Name ascr#9
ChEBI ID CHEBI:79018
Definition An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (4R)-4-hydroxypentanoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematodes Caenorhabditis elegans and Pristionchus pacificus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C11H20O6
Net Charge 0
Average Mass 248.27290
Monoisotopic Mass 248.12599
InChI InChI=1S/C11H20O6/c1-6(3-4-10(14)15)16-11-9(13)5-8(12)7(2)17-11/h6-9,11-13H,3-5H2,1-2H3,(H,14,15)/t6-,7+,8-,9-,11-/m1/s1
InChIKey NZMXMOQNHSVRAJ-WNPHYYBUSA-N
SMILES C[C@H](CCC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
Metabolite of Species Details
Pristionchus pacificus (NCBI:txid54126) See: PubMed
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.
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#9 (CHEBI:79018) has functional parent (4R)-4-hydroxypentanoic acid (CHEBI:79019)
ascr#9 (CHEBI:79018) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#9 (CHEBI:79018) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#9 (CHEBI:79018) is a monocarboxylic acid (CHEBI:25384)
ascr#9 (CHEBI:79018) is conjugate acid of ascr#9(1−) (CHEBI:139714)
Incoming icas#9 (CHEBI:79028) has functional parent ascr#9 (CHEBI:79018)
ascr#9(1−) (CHEBI:139714) is conjugate base of ascr#9 (CHEBI:79018)
IUPAC Name
(4R)-4-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]pentanoic acid
Synonyms Sources
(4R)-4-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]valeric acid ChEBI
4R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentanoic acid SMID
4R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-valeric acid ChEBI
asc-C5 ChEBI
Manual Xrefs Databases
ascr%239%0D SMID
LMFA13040007 LIPID MAPS
View more database links
Registry Numbers Types Sources
1186217-42-4 CAS Registry Number SMID
22233381 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19174521 PubMed citation Europe PMC
22239548 PubMed citation Europe PMC
22253572 PubMed citation Europe PMC
22503501 PubMed citation Europe PMC
23161728 PubMed citation Europe PMC
23689506 PubMed citation Europe PMC
29863473 PubMed citation Europe PMC
Last Modified
24 January 2024