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CHEBI:79259 - bhos#18

ChEBI IDCHEBI:79259
ChEBI Namebhos#18
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#18 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
FormulaC17H32O7
Net Charge0
Average Mass348.436
Monoisotopic Mass348.21480
SMILESC[C@@H]1O[C@@H](OCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C17H32O7/c1-12-14(19)11-15(20)17(24-12)23-9-7-5-3-2-4-6-8-13(18)10-16(21)22/h12-15,17-20H,2-11H2,1H3,(H,21,22)/t12-,13+,14+,15+,17+/m0/s1
InChIKeyGGYMGUAMSXCZMJ-ZAPJKBGESA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in wild type (N2) as well as dhs-28(hj8), maoc-1(hj13), and acox-1(ok2257) 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#18 (CHEBI:79259) has functional parent (3R)-3,11-dihydroxyundecanoic acid (CHEBI:79275)
bhos#18 (CHEBI:79259) has functional parent oscr#18 (CHEBI:79140)
bhos#18 (CHEBI:79259) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#18 (CHEBI:79259) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#18 (CHEBI:79259) is a monocarboxylic acid (CHEBI:25384)
bhos#18 (CHEBI:79259) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#18 (CHEBI:79259) is conjugate acid of bhos#18(1-) (CHEBI:139788)
Incoming Relation(s)
ibho#18 (CHEBI:79372) has functional parent bhos#18 (CHEBI:79259)
bhos#18(1-) (CHEBI:139788) is conjugate base of bhos#18 (CHEBI:79259)
IUPAC Name 
(3R)-11-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyundecanoic acid
Synonym  Source
3R-hydroxy-11-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-undecanoic acidSMID
Manual XrefsDatabases
bhos%2318%0DSMID
Registry NumbersSources
Reaxys:22233415Reaxys
CAS:1355682-75-5SMID
Citations