CHEBI:131405 - (24R)-24-[(α-L-ascarosyl)oxy]-2-methylpentacosanoic acid

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ChEBI Name (24R)-24-[(α-L-ascarosyl)oxy]-2-methylpentacosanoic acid
ChEBI ID CHEBI:131405
ChEBI ASCII Name (24R)-24-[(alpha-L-ascarosyl)oxy]-2-methylpentacosanoic acid
Definition An (ω−1)-hydroxy fatty acid ascaroside obtained by obtained by formal condensation of the alcoholic hydroxy group of (24R)-2-methylpentacosanoic 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 C32H62O6
Net Charge 0
Average Mass 542.832
Monoisotopic Mass 542.45464
InChI InChI=1S/C32H62O6/c1-26(31(35)36)23-21-19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-20-22-24-27(2)37-32-30(34)25-29(33)28(3)38-32/h26-30,32-34H,4-25H2,1-3H3,(H,35,36)/t26?,27-,28+,29-,30-,32-/m1/s1
InChIKey NHZOXAWESIICEW-VOQZVSCUSA-N
SMILES [C@@H]1([C@@H](C[C@H]([C@@H](O1)C)O)O)O[C@@H](CCCCCCCCCCCCCCCCCCCCCC(C(=O)O)C)C
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.
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 (24R)-24-[(α-L-ascarosyl)oxy]-2-methylpentacosanoic acid (CHEBI:131405) has role Caenorhabditis elegans metabolite (CHEBI:78804)
(24R)-24-[(α-L-ascarosyl)oxy]-2-methylpentacosanoic acid (CHEBI:131405) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
(24R)-24-[(α-L-ascarosyl)oxy]-2-methylpentacosanoic acid (CHEBI:131405) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(24R)-24-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-2-methylpentacosanoic acid
Synonym Source
(24R)-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2-methylpentacosanoic acid ChEBI
Registry Number Type Source
23412671 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
23163760 PubMed citation Europe PMC
Last Modified
02 March 2016