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CHEBI:79265 - bhos#30

ChEBI IDCHEBI:79265
ChEBI Namebhos#30
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#30 in which the pro-R hydrogen 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
FormulaC23H44O7
Net Charge0
Average Mass432.598
Monoisotopic Mass432.30870
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C23H44O7/c1-18-20(25)17-21(26)23(30-18)29-15-13-11-9-7-5-3-2-4-6-8-10-12-14-19(24)16-22(27)28/h18-21,23-26H,2-17H2,1H3,(H,27,28)/t18-,19+,20+,21+,23+/m0/s1
InChIKeyAVROBGCULUIOHS-QBRBXANFSA-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#30 (CHEBI:79265) has functional parent (3R)-3,17-dihydroxymargaric acid (CHEBI:79288)
bhos#30 (CHEBI:79265) has functional parent oscr#30 (CHEBI:79152)
bhos#30 (CHEBI:79265) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#30 (CHEBI:79265) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#30 (CHEBI:79265) is a monocarboxylic acid (CHEBI:25384)
bhos#30 (CHEBI:79265) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#30 (CHEBI:79265) is conjugate acid of bhos#30(1-) (CHEBI:139808)
Incoming Relation(s)
bhos#30(1-) (CHEBI:139808) is conjugate base of bhos#30 (CHEBI:79265)
IUPAC Name 
(3R)-17-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyheptadecanoic acid
Synonym  Source
3R-hydroxy-17-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heptadecanoic acidSMID
Manual XrefsDatabases
bhos%2330SMID
Registry NumbersSources
Reaxys:22233485Reaxys
CAS:1355682-83-5SMID
Citations