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CHEBI:79261 - bhos#22

ChEBI IDCHEBI:79261
ChEBI Namebhos#22
Stars
DefinitionAn 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.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H36O7
Net Charge0
Average Mass376.490
Monoisotopic Mass376.24610
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=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
InChIKeyXUIRIUDIZICRKQ-SEFVSHJNSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in wild type (N2) as well as dhs-28(hj8) 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#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 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#22 (CHEBI:79261) is a monocarboxylic acid (CHEBI:25384)
bhos#22 (CHEBI:79261) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#22 (CHEBI:79261) is conjugate acid of bhos#22(1-) (CHEBI:139796)
Incoming Relation(s)
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 acidSMID
Manual XrefsDatabases
bhos%2322%0DSMID
Registry NumbersSources
Reaxys:22233439Reaxys
CAS:1355682-79-9SMID
Citations