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CHEBI:79268 - bhos#36

ChEBI IDCHEBI:79268
ChEBI Namebhos#36
Stars
DefinitionAn 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.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC26H50O7
Net Charge0
Average Mass474.679
Monoisotopic Mass474.35565
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=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
InChIKeyGQQORDYSENBKGT-VIMOMQNVSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8), daf-22(ok693), and maoc-1(hj13) mutant worms.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#36 (CHEBI:79268) is a monocarboxylic acid (CHEBI:25384)
bhos#36 (CHEBI:79268) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#36 (CHEBI:79268) is conjugate acid of bhos#36(1-) (CHEBI:139817)
Incoming Relation(s)
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  Source
3R-hydroxy-20-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-eicosanoic acidChEBI
3R-hydroxy-20-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-icosanoic acidSMID
(3R)-20-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyeicosanoic acidChEBI
Manual XrefsDatabases
bhos%2336SMID
Registry NumbersSources
Reaxys:22233519Reaxys
CAS:1355682-89-1SMID
Citations