CHEBI:79238 - bhas#36

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name bhas#36
ChEBI ID CHEBI:79238
Definition An (ω−1)-hydroxy fatty acid ascaroside that is ascr#36 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
Download Molfile XML SDF
Formula C26H50O7
Net Charge 0
Average Mass 474.67100
Monoisotopic Mass 474.35565
InChI InChI=1S/C26H50O7/c1-20(32-26-24(29)19-23(28)21(2)33-26)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-22(27)18-25(30)31/h20-24,26-29H,3-19H2,1-2H3,(H,30,31)/t20-,21+,22-,23-,24-,26-/m1/s1
InChIKey SJIIOKVLMUJXBB-VFRMFGFGSA-N
SMILES C[C@H](CCCCCCCCCCCCCCC[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) A major ascaroside in daf-22(ok693) mutant worms, also detected in dhs-28(hj8) and maoc-1(hj13) 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#36 (CHEBI:79238) has functional parent (3R,19R)-19-dihydroxyicosanoic acid (CHEBI:79252)
bhas#36 (CHEBI:79238) has functional parent ascr#36 (CHEBI:78974)
bhas#36 (CHEBI:79238) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#36 (CHEBI:79238) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#36 (CHEBI:79238) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#36 (CHEBI:79238) is a monocarboxylic acid (CHEBI:25384)
bhas#36 (CHEBI:79238) is conjugate acid of bhas#36(1-) (CHEBI:139762)
Incoming bhas#36(1-) (CHEBI:139762) is conjugate base of bhas#36 (CHEBI:79238)
IUPAC Name
(3R,19R)-19-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyicosanoic acid
Synonyms Sources
(3R,19R)-19-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyeicosanoic acid ChEBI
3R-hydroxy-19R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-eicosanoic acid ChEBI
3R-hydroxy-19R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-icosanoic acid SMID
Manual Xref Database
bhas%2336%0D SMID
View more database links
Registry Numbers Types Sources
1355682-68-6 CAS Registry Number SMID
22233518 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014