CHEBI:79261 - bhos#22

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ChEBI Name bhos#22
ChEBI ID CHEBI:79261
Definition An ω-hydroxy fatty acid ascaroside that is oscr#22 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 C19H36O7
Net Charge 0
Average Mass 376.48490
Monoisotopic Mass 376.24610
InChI InChI=1S/C19H36O7/c1-14-16(21)13-17(22)19(26-14)25-11-9-7-5-3-2-4-6-8-10-15(20)12-18(23)24/h14-17,19-22H,2-13H2,1H3,(H,23,24)/t14-,15+,16+,17+,19+/m0/s1
InChIKey XUIRIUDIZICRKQ-SEFVSHJNSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in wild type (N2) as well as 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#22 (CHEBI:79261) has functional parent (3R)-3,13-dihydroxytridecanoic acid (CHEBI:79279)
bhos#22 (CHEBI:79261) has functional parent oscr#22 (CHEBI:79144)
bhos#22 (CHEBI:79261) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#22 (CHEBI:79261) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#22 (CHEBI:79261) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#22 (CHEBI:79261) is a monocarboxylic acid (CHEBI:25384)
bhos#22 (CHEBI:79261) is conjugate acid of bhos#22(1-) (CHEBI:139796)
Incoming ibho#22 (CHEBI:79374) has functional parent bhos#22 (CHEBI:79261)
bhos#22(1-) (CHEBI:139796) is conjugate base of bhos#22 (CHEBI:79261)
IUPAC Name
(3R)-13-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxytridecanoic acid
Synonym Source
3R-hydroxy-13-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tridecanoic acid SMID
Manual Xref Database
bhos%2322%0D SMID
View more database links
Registry Numbers Types Sources
1355682-79-9 CAS Registry Number SMID
22233439 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014