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CHEBI:79271 - bhos#42

ChEBI IDCHEBI:79271
ChEBI Namebhos#42
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that derived from reaction of the ω-hydroxy group of (3R)-3,23-dihydroxytricosanoic acid with α-ascarylopyranose. It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC29H56O7
Net Charge0
Average Mass516.760
Monoisotopic Mass516.40260
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C29H56O7/c1-24-26(31)23-27(32)29(36-24)35-21-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20-25(30)22-28(33)34/h24-27,29-32H,2-23H2,1H3,(H,33,34)/t24-,25+,26+,27+,29+/m0/s1
InChIKeyBTMBBRJRFNNJHP-YVESUCRWSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8), daf-22(ok693), 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#42 (CHEBI:79271) has functional parent (3R)-3,22-dihydroxytricosanoic acid (CHEBI:79299)
bhos#42 (CHEBI:79271) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#42 (CHEBI:79271) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#42 (CHEBI:79271) is a monocarboxylic acid (CHEBI:25384)
bhos#42 (CHEBI:79271) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
IUPAC Name 
(3R)-23-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxytricosanoic acid
Synonym  Source
3R-hydroxy-23-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tricosanoic acidSMID
Manual XrefsDatabases
bhos%2342SMID
Citations