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CHEBI:79260 - bhos#20

ChEBI IDCHEBI:79260
ChEBI Namebhos#20
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#20 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
FormulaC18H34O7
Net Charge0
Average Mass362.463
Monoisotopic Mass362.23045
SMILESC[C@@H]1O[C@@H](OCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C18H34O7/c1-13-15(20)12-16(21)18(25-13)24-10-8-6-4-2-3-5-7-9-14(19)11-17(22)23/h13-16,18-21H,2-12H2,1H3,(H,22,23)/t13-,14+,15+,16+,18+/m0/s1
InChIKeySOTOQKINJMPSIE-CWIFOLKKSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in 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#20 (CHEBI:79260) has functional parent (3R)-3,12-dihydroxylauric acid (CHEBI:79278)
bhos#20 (CHEBI:79260) has functional parent oscr#20 (CHEBI:79142)
bhos#20 (CHEBI:79260) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#20 (CHEBI:79260) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#20 (CHEBI:79260) is a monocarboxylic acid (CHEBI:25384)
bhos#20 (CHEBI:79260) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#20 (CHEBI:79260) is conjugate acid of bhos#20(1-) (CHEBI:139793)
Incoming Relation(s)
ibho#20 (CHEBI:79373) has functional parent bhos#20 (CHEBI:79260)
bhos#20(1-) (CHEBI:139793) is conjugate base of bhos#20 (CHEBI:79260)
IUPAC Name 
(3R)-12-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxydodecanoic acid
Synonyms  Source
3R-hydroxy-12-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-dodecanoic acidSMID
(3R)-12-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxylauric acidChEBI
3R-hydroxy-12-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-lauric acidChEBI
Manual XrefsDatabases
bhos%2320%0DSMID
Registry NumbersSources
Reaxys:22233423Reaxys
CAS:1355682-77-7SMID
Citations