CHEBI:79262 - bhos#24

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ChEBI Name bhos#24
ChEBI ID CHEBI:79262
Definition An ω-hydroxy fatty acid ascaroside that is oscr#24 in which the pro-R hydrogen β to the carboxy group is replaced by a hydroxy group. 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 C20H38O7
Net Charge 0
Average Mass 390.51150
Monoisotopic Mass 390.26175
InChI InChI=1S/C20H38O7/c1-15-17(22)14-18(23)20(27-15)26-12-10-8-6-4-2-3-5-7-9-11-16(21)13-19(24)25/h15-18,20-23H,2-14H2,1H3,(H,24,25)/t15-,16+,17+,18+,20+/m0/s1
InChIKey OEUPNEHVNNGMKN-VAVNGKDRSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in 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 bhos#24 (CHEBI:79262) has functional parent (3R)-3,14-dihydroxymyristic acid (CHEBI:79281)
bhos#24 (CHEBI:79262) has functional parent oscr#24 (CHEBI:79146)
bhos#24 (CHEBI:79262) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#24 (CHEBI:79262) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#24 (CHEBI:79262) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#24 (CHEBI:79262) is a monocarboxylic acid (CHEBI:25384)
bhos#24 (CHEBI:79262) is conjugate acid of bhos#24(1-) (CHEBI:139799)
Incoming ibho#24 (CHEBI:79375) has functional parent bhos#24 (CHEBI:79262)
bhos#24(1-) (CHEBI:139799) is conjugate base of bhos#24 (CHEBI:79262)
IUPAC Name
(3R)-14-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxytetradecanoic acid
Synonyms Sources
(3R)-14-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxymyristic acid ChEBI
3R-hydroxy-14-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-myristic acid ChEBI
3R-hydroxy-14-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tetradecanoic acid SMID
Manual Xref Database
bhos%2324%0D SMID
View more database links
Registry Numbers Types Sources
1355682-80-2 CAS Registry Number SMID
22233446 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014