EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:79258 - bhos#16

ChEBI IDCHEBI:79258
ChEBI Namebhos#16
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#16 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
FormulaC16H30O7
Net Charge0
Average Mass334.409
Monoisotopic Mass334.19915
SMILESC[C@@H]1O[C@@H](OCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C16H30O7/c1-11-13(18)10-14(19)16(23-11)22-8-6-4-2-3-5-7-12(17)9-15(20)21/h11-14,16-19H,2-10H2,1H3,(H,20,21)/t11-,12+,13+,14+,16+/m0/s1
InChIKeyICHNWKCNPXYDRV-UTHRFFRBSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8) 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#16 (CHEBI:79258) has functional parent (3R)-3,10-dihydroxydecanoic acid (CHEBI:79272)
bhos#16 (CHEBI:79258) has functional parent oscr#16 (CHEBI:79138)
bhos#16 (CHEBI:79258) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#16 (CHEBI:79258) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#16 (CHEBI:79258) is a monocarboxylic acid (CHEBI:25384)
bhos#16 (CHEBI:79258) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#16 (CHEBI:79258) is conjugate acid of bhos#16(1-) (CHEBI:139785)
Incoming Relation(s)
ibho#16 (CHEBI:79371) has functional parent bhos#16 (CHEBI:79258)
bhos#16(1-) (CHEBI:139785) is conjugate base of bhos#16 (CHEBI:79258)
IUPAC Name 
(3R)-10-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxydecanoic acid
Synonyms  Source
3R-hydroxy-10-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-decanoic acidSMID
(3R)-10-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxycapric acidChEBI
Manual XrefsDatabases
bhos%2316%0DSMID
Registry NumbersSources
Reaxys:22233411Reaxys
CAS:1355682-73-3SMID
CAS:1355682-73-3Beilstein
Citations