CHEBI:79231 - bhas#22

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name bhas#22
ChEBI ID CHEBI:79231
Definition An (ω−1)-hydroxy fatty acid ascaroside that is ascr#22 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 C19H36O7
Net Charge 0
Average Mass 376.48490
Monoisotopic Mass 376.24610
InChI InChI=1S/C19H36O7/c1-13(25-19-17(22)12-16(21)14(2)26-19)9-7-5-3-4-6-8-10-15(20)11-18(23)24/h13-17,19-22H,3-12H2,1-2H3,(H,23,24)/t13-,14+,15-,16-,17-,19-/m1/s1
InChIKey ARJGFPSUJRWUSF-CQQDWVGSSA-N
SMILES C[C@H](CCCCCCCC[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) and 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#22 (CHEBI:79231) has functional parent (3R,12R)-3,12-dihydroxytridecanoic acid (CHEBI:79244)
bhas#22 (CHEBI:79231) has functional parent ascr#22 (CHEBI:78960)
bhas#22 (CHEBI:79231) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#22 (CHEBI:79231) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#22 (CHEBI:79231) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#22 (CHEBI:79231) is a monocarboxylic acid (CHEBI:25384)
bhas#22 (CHEBI:79231) is conjugate acid of bhas#22(1-) (CHEBI:139741)
Incoming ibha#22 (CHEBI:79356) has functional parent bhas#22 (CHEBI:79231)
bhas#22(1-) (CHEBI:139741) is conjugate base of bhas#22 (CHEBI:79231)
IUPAC Name
(3R,12R)-12-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxytridecanoic acid
Synonym Source
3R-hydroxy-12R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tridecanoic acid SMID
Manual Xref Database
bhas%2322%0D SMID
View more database links
Registry Numbers Types Sources
1355681-17-2 CAS Registry Number SMID
22233432 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014