EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:79234 - bhas#28

ChEBI IDCHEBI:79234
ChEBI Namebhas#28
Stars
DefinitionAn (ω−1)-hydroxy fatty acid ascaroside that is ascr#28 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
FormulaC22H42O7
Net Charge0
Average Mass418.571
Monoisotopic Mass418.29305
SMILESC[C@H](CCCCCCCCCCC[C@@H](O)CC(=O)O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
InChIInChI=1S/C22H42O7/c1-16(28-22-20(25)15-19(24)17(2)29-22)12-10-8-6-4-3-5-7-9-11-13-18(23)14-21(26)27/h16-20,22-25H,3-15H2,1-2H3,(H,26,27)/t16-,17+,18-,19-,20-,22-/m1/s1
InChIKeyQQIOQZRDFXAPQI-IGKFWFGWSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in wild type (N2) and dhs-28(hj8), daf-22(ok693), 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)
bhas#28 (CHEBI:79234) has functional parent (3R,15R)-3,15-dihydroxypalmitic acid (CHEBI:79248)
bhas#28 (CHEBI:79234) has functional parent ascr#28 (CHEBI:78966)
bhas#28 (CHEBI:79234) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#28 (CHEBI:79234) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#28 (CHEBI:79234) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#28 (CHEBI:79234) is a monocarboxylic acid (CHEBI:25384)
bhas#28 (CHEBI:79234) is conjugate acid of bhas#28(1-) (CHEBI:139750)
Incoming Relation(s)
ibha#28 (CHEBI:79359) has functional parent bhas#28 (CHEBI:79234)
bhas#28(1-) (CHEBI:139750) is conjugate base of bhas#28 (CHEBI:79234)
IUPAC Name 
(3R,15R)-15-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyhexadecanoic acid
Synonyms  Source
3R-hydroxy-15R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexadecanoic acidSMID
(3R,15R)-15-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxypalmitic acidChEBI
Manual XrefsDatabases
bhas%2328%0DSMID
Registry NumbersSources
Reaxys:22233462Reaxys
CAS:1355682-60-8SMID
Citations