CHEBI:79268 - bhos#36

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ChEBI Name bhos#36
ChEBI ID CHEBI:79268
Definition An ω-hydroxy fatty acid ascaroside that is oscr#36 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 C26H50O7
Net Charge 0
Average Mass 474.67100
Monoisotopic Mass 474.35565
InChI InChI=1S/C26H50O7/c1-21-23(28)20-24(29)26(33-21)32-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-22(27)19-25(30)31/h21-24,26-29H,2-20H2,1H3,(H,30,31)/t21-,22+,23+,24+,26+/m0/s1
InChIKey GQQORDYSENBKGT-VIMOMQNVSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC[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), daf-22(ok693), 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#36 (CHEBI:79268) has functional parent (3R)-3,20-dihydroxyicosanoic acid (CHEBI:79292)
bhos#36 (CHEBI:79268) has functional parent oscr#36 (CHEBI:79158)
bhos#36 (CHEBI:79268) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#36 (CHEBI:79268) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#36 (CHEBI:79268) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#36 (CHEBI:79268) is a monocarboxylic acid (CHEBI:25384)
bhos#36 (CHEBI:79268) is conjugate acid of bhos#36(1-) (CHEBI:139817)
Incoming bhos#36(1-) (CHEBI:139817) is conjugate base of bhos#36 (CHEBI:79268)
IUPAC Name
(3R)-20-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyicosanoic acid
Synonyms Sources
(3R)-20-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyeicosanoic acid ChEBI
3R-hydroxy-20-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-eicosanoic acid ChEBI
3R-hydroxy-20-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-icosanoic acid SMID
Manual Xref Database
bhos%2336 SMID
View more database links
Registry Numbers Types Sources
1355682-89-1 CAS Registry Number SMID
22233519 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014