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CHEBI:79232 - bhas#24

ChEBI IDCHEBI:79232
ChEBI Namebhas#24
Stars
DefinitionAn (ω−1)-hydroxy fatty acid ascaroside that is ascr#24 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
FormulaC20H38O7
Net Charge0
Average Mass390.517
Monoisotopic Mass390.26175
SMILESC[C@H](CCCCCCCCC[C@@H](O)CC(=O)O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
InChIInChI=1S/C20H38O7/c1-14(26-20-18(23)13-17(22)15(2)27-20)10-8-6-4-3-5-7-9-11-16(21)12-19(24)25/h14-18,20-23H,3-13H2,1-2H3,(H,24,25)/t14-,15+,16-,17-,18-,20-/m1/s1
InChIKeyUXIWWNCPRZIUAB-XGZVRMHOSA-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)
bhas#24 (CHEBI:79232) has functional parent (3R,13R)-3,13-dihydroxymyristic acid (CHEBI:79245)
bhas#24 (CHEBI:79232) has functional parent ascr#24 (CHEBI:78962)
bhas#24 (CHEBI:79232) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#24 (CHEBI:79232) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#24 (CHEBI:79232) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#24 (CHEBI:79232) is a monocarboxylic acid (CHEBI:25384)
bhas#24 (CHEBI:79232) is conjugate acid of bhas#24(1-) (CHEBI:139744)
Incoming Relation(s)
ibha#24 (CHEBI:79357) has functional parent bhas#24 (CHEBI:79232)
bhas#24(1-) (CHEBI:139744) is conjugate base of bhas#24 (CHEBI:79232)
IUPAC Name 
(3R,13R)-13-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxytetradecanoic acid
Synonym  Source
3R-hydroxy-13R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tetradecanoic acidSMID
Manual XrefsDatabases
bhas%2324%0DSMID
Registry NumbersSources
Reaxys:22233450Reaxys
CAS:1355682-56-2SMID
Citations