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CHEBI:79227 - bhas#16

ChEBI IDCHEBI:79227
ChEBI Namebhas#16
Stars
DefinitionAn (ω−1)-hydroxy fatty acid ascaroside that is ascr#16 in which the pro-R hydrogen that is 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](CCCCC[C@@H](O)CC(=O)O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
InChIInChI=1S/C16H30O7/c1-10(6-4-3-5-7-12(17)8-15(20)21)22-16-14(19)9-13(18)11(2)23-16/h10-14,16-19H,3-9H2,1-2H3,(H,20,21)/t10-,11+,12-,13-,14-,16-/m1/s1
InChIKeyXLKCBPRCWUMKHY-NVWMEEMDSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in wild type (N2) and 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)
bhas#16 (CHEBI:79227) has functional parent (3R,9R)-3,9-dihydroxydecanoic acid (CHEBI:79228)
bhas#16 (CHEBI:79227) has functional parent ascr#16 (CHEBI:78950)
bhas#16 (CHEBI:79227) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#16 (CHEBI:79227) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#16 (CHEBI:79227) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#16 (CHEBI:79227) is a monocarboxylic acid (CHEBI:25384)
bhas#16 (CHEBI:79227) is conjugate acid of bhas#16(1-) (CHEBI:139730)
Incoming Relation(s)
ibha#16 (CHEBI:79353) has functional parent bhas#16 (CHEBI:79227)
bhas#16(1-) (CHEBI:139730) is conjugate base of bhas#16 (CHEBI:79227)
IUPAC Name 
(3R,9R)-9-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxydecanoic acid
Synonym  Source
3R-hydroxy-9R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-decanoic acidSMID
Manual XrefsDatabases
bhas%2316%0DSMID
Registry NumbersSources
Reaxys:22233407Reaxys
CAS:1355682-50-6SMID
Citations