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CHEBI:79236 - bhas#32

ChEBI IDCHEBI:79236
ChEBI Namebhas#32
Stars
DefinitionAn (ω−1)-hydroxy fatty acid ascaroside that is ascr#32 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
FormulaC24H46O7
Net Charge0
Average Mass446.625
Monoisotopic Mass446.32435
SMILESC[C@H](CCCCCCCCCCCCC[C@@H](O)CC(=O)O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
InChIInChI=1S/C24H46O7/c1-18(30-24-22(27)17-21(26)19(2)31-24)14-12-10-8-6-4-3-5-7-9-11-13-15-20(25)16-23(28)29/h18-22,24-27H,3-17H2,1-2H3,(H,28,29)/t18-,19+,20-,21-,22-,24-/m1/s1
InChIKeyFHMZFRKIYGFIOX-RQOGSKLQSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Found in 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#32 (CHEBI:79236) has functional parent (R,R)-3,17-dihydroxyoctadecanoic acid (CHEBI:79250)
bhas#32 (CHEBI:79236) has functional parent ascr#32 (CHEBI:78970)
bhas#32 (CHEBI:79236) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#32 (CHEBI:79236) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#32 (CHEBI:79236) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#32 (CHEBI:79236) is a monocarboxylic acid (CHEBI:25384)
bhas#32 (CHEBI:79236) is conjugate acid of bhas#32(1-) (CHEBI:139756)
Incoming Relation(s)
bhas#32(1-) (CHEBI:139756) is conjugate base of bhas#32 (CHEBI:79236)
IUPAC Name 
(3R,17R)-17-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyoctadecanoic acid
Synonyms  Source
3R-hydroxy-17R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-octadecanoic acidSMID
(3R,17R)-17-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxystearic acidChEBI
3R-hydroxy-17R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-stearic acidChEBI
Manual XrefsDatabases
bhas%2332%0DSMID
Registry NumbersSources
Reaxys:22233494Reaxys
CAS:1355682-64-2SMID
Citations