CHEBI:78968 - ascr#30

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ChEBI Name ascr#30
ChEBI ID CHEBI:78968
Definition An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (16R)-16-hydroxymargaric 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 C23H44O6
Net Charge 0
Average Mass 416.59190
Monoisotopic Mass 416.31379
InChI InChI=1S/C23H44O6/c1-18(28-23-21(25)17-20(24)19(2)29-23)15-13-11-9-7-5-3-4-6-8-10-12-14-16-22(26)27/h18-21,23-25H,3-17H2,1-2H3,(H,26,27)/t18-,19+,20-,21-,23-/m1/s1
InChIKey XIVYAVYHUZLGIV-AIDNLNPPSA-N
SMILES C[C@H](CCCCCCCCCCCCCCC(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 and acox-1(ok2257), dhs-28(hj8), and maoc-1(hj13) mutant worms. Ascr#30 is a major ascaroside in daf-22(ok693) 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#30 (CHEBI:78968) has functional parent (16R)-16-hydroxymargaric acid (CHEBI:79001)
ascr#30 (CHEBI:78968) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#30 (CHEBI:78968) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#30 (CHEBI:78968) is a monocarboxylic acid (CHEBI:25384)
ascr#30 (CHEBI:78968) is conjugate acid of ascr#30(1-) (CHEBI:139678)
Incoming bhas#30 (CHEBI:79235) has functional parent ascr#30 (CHEBI:78968)
ascr#30(1-) (CHEBI:139678) is conjugate base of ascr#30 (CHEBI:78968)
IUPAC Name
(16R)-16-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]heptadecanoic acid
Synonym Source
16R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heptadecanoic acid SMID
Manual Xref Database
ascr%2330%0D SMID
View more database links
Registry Numbers Types Sources
1355681-75-2 CAS Registry Number SMID
22233460 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014