CHEBI:78962 - ascr#24

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ChEBI Name ascr#24
ChEBI ID CHEBI:78962
Definition An (ω−1)-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of (13R)-13-hydroxymyristic 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 C20H38O6
Net Charge 0
Average Mass 374.51210
Monoisotopic Mass 374.26684
InChI InChI=1S/C20H38O6/c1-15(25-20-18(22)14-17(21)16(2)26-20)12-10-8-6-4-3-5-7-9-11-13-19(23)24/h15-18,20-22H,3-14H2,1-2H3,(H,23,24)/t15-,16+,17-,18-,20-/m1/s1
InChIKey NRXYKCLIMLPUIO-KWXDATOUSA-N
SMILES C[C@H](CCCCCCCCCCCC(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 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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ascr#24 (CHEBI:78962) has functional parent (13R)-13-hydroxymyristic acid (CHEBI:78989)
ascr#24 (CHEBI:78962) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ascr#24 (CHEBI:78962) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ascr#24 (CHEBI:78962) is a monocarboxylic acid (CHEBI:25384)
ascr#24 (CHEBI:78962) is conjugate acid of ascr#24(1-) (CHEBI:139659)
Incoming bhas#24 (CHEBI:79232) has functional parent ascr#24 (CHEBI:78962)
glas#24 (CHEBI:79306) has functional parent ascr#24 (CHEBI:78962)
ascr#24(1-) (CHEBI:139659) is conjugate base of ascr#24 (CHEBI:78962)
IUPAC Name
(13R)-13-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]tetradecanoic acid
Synonym Source
13R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tetradecanoic acid SMID
Manual Xref Database
ascr%2324%0D SMID
View more database links
Registry Numbers Types Sources
1355681-61-6 CAS Registry Number SMID
22233431 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22239548 PubMed citation Europe PMC
22503501 PubMed citation Europe PMC
Last Modified
25 July 2014