CHEBI:79233 - bhas#26

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ChEBI Name bhas#26
ChEBI ID CHEBI:79233
Definition An (ω−1)-hydroxy fatty acid ascaroside that is ascr#26 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000139961554
Download Molfile XML SDF
Formula C21H40O7
Net Charge 0
Average Mass 404.53810
Monoisotopic Mass 404.27740
InChI InChI=1S/C21H40O7/c1-15(27-21-19(24)14-18(23)16(2)28-21)11-9-7-5-3-4-6-8-10-12-17(22)13-20(25)26/h15-19,21-24H,3-14H2,1-2H3,(H,25,26)/t15-,16+,17-,18-,19-,21-/m1/s1
InChIKey WDFCEBWMCPQIFZ-XBIRKDKFSA-N
SMILES C[C@H](CCCCCCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in wild type (N2) as well as maoc-1(hj13) and acox-1(ok2257) mutant worms. It is a major ascaroside in dhs-28(hj8) mutant worms. See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
(via hydroxy fatty acid ascaroside )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bhas#26 (CHEBI:79233) has functional parent (3R,14R)-3,14-dihydroxypentadecanoic acid (CHEBI:79247)
bhas#26 (CHEBI:79233) has functional parent ascr#26 (CHEBI:78964)
bhas#26 (CHEBI:79233) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#26 (CHEBI:79233) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#26 (CHEBI:79233) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#26 (CHEBI:79233) is a monocarboxylic acid (CHEBI:25384)
bhas#26 (CHEBI:79233) is conjugate acid of bhas#26(1-) (CHEBI:139747)
Incoming ibha#26 (CHEBI:79358) has functional parent bhas#26 (CHEBI:79233)
bhas#26(1-) (CHEBI:139747) is conjugate base of bhas#26 (CHEBI:79233)
IUPAC Name
(3R,14R)-14-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxypentadecanoic acid
Synonym Source
3R-hydroxy-14R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-pentadecanoic acid SMID
Manual Xref Database
bhas%2326%0D SMID
View more database links
Registry Numbers Types Sources
1355682-58-4 CAS Registry Number SMID
22233456 Reaxys Registry Number Reaxys
Citations
Last Modified
25 July 2014