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CHEBI:79135 - oscr#12

ChEBI IDCHEBI:79135
ChEBI Nameoscr#12
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 6-hydroxyhexanoic acid with ascarylopyranose (the α anomer). It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified15 March 2018
SubmitterGareth Owen
DownloadsMolfile
FormulaC12H22O6
Net Charge0
Average Mass262.302
Monoisotopic Mass262.14164
SMILESC[C@@H]1O[C@@H](OCCCCCC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C12H22O6/c1-8-9(13)7-10(14)12(18-8)17-6-4-2-3-5-11(15)16/h8-10,12-14H,2-7H2,1H3,(H,15,16)/t8-,9+,10+,12+/m0/s1
InChIKeyOEQPWGGFCAQFGJ-BTQIBKBOSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in wild type (N2) worms and dhs-28(hj8), 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)
oscr#12 (CHEBI:79135) has functional parent 6-hydroxyhexanoic acid (CHEBI:17869)
oscr#12 (CHEBI:79135) has role Caenorhabditis elegans metabolite (CHEBI:78804)
oscr#12 (CHEBI:79135) is a monocarboxylic acid (CHEBI:25384)
oscr#12 (CHEBI:79135) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
oscr#12 (CHEBI:79135) is conjugate acid of oscr#12(1−) (CHEBI:139968)
Incoming Relation(s)
oscr#12-CoA (CHEBI:139969) has functional parent oscr#12 (CHEBI:79135)
oscr#12(1−) (CHEBI:139968) is conjugate base of oscr#12 (CHEBI:79135)
IUPAC Name 
6-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]hexanoic acid
Synonym  Source
6-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexanoic acidSMID
Manual XrefsDatabases
oscr%2312SMID
Registry NumbersSources
Reaxys:22233386Reaxys
CAS:1355681-93-4SMID
Citations