CHEBI:79232 - bhas#24

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ChEBI Name bhas#24
ChEBI ID CHEBI:79232
Definition An (ω−1)-hydroxy fatty acid ascaroside that is ascr#24 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 C20H38O7
Net Charge 0
Average Mass 390.51150
Monoisotopic Mass 390.26175
InChI InChI=1S/C20H38O7/c1-14(26-20-18(23)13-17(22)15(2)27-20)10-8-6-4-3-5-7-9-11-16(21)12-19(24)25/h14-18,20-23H,3-13H2,1-2H3,(H,24,25)/t14-,15+,16-,17-,18-,20-/m1/s1
InChIKey UXIWWNCPRZIUAB-XGZVRMHOSA-N
SMILES C[C@H](CCCCCCCCC[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 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#24 (CHEBI:79232) has functional parent (3R,13R)-3,13-dihydroxymyristic acid (CHEBI:79245)
bhas#24 (CHEBI:79232) has functional parent ascr#24 (CHEBI:78962)
bhas#24 (CHEBI:79232) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#24 (CHEBI:79232) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#24 (CHEBI:79232) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#24 (CHEBI:79232) is a monocarboxylic acid (CHEBI:25384)
bhas#24 (CHEBI:79232) is conjugate acid of bhas#24(1-) (CHEBI:139744)
Incoming ibha#24 (CHEBI:79357) has functional parent bhas#24 (CHEBI:79232)
bhas#24(1-) (CHEBI:139744) is conjugate base of bhas#24 (CHEBI:79232)
IUPAC Name
(3R,13R)-13-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxytetradecanoic acid
Synonym Source
3R-hydroxy-13R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tetradecanoic acid SMID
Manual Xref Database
bhas%2324%0D SMID
View more database links
Registry Numbers Types Sources
1355682-56-2 CAS Registry Number SMID
22233450 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19174521 PubMed citation Europe PMC
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014