CHEBI:79230 - bhas#20

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ChEBI Name bhas#20
ChEBI ID CHEBI:79230
Definition An (ω−1)-hydroxy fatty acid ascaroside that is ascr#20 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
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Formula C18H34O7
Net Charge 0
Average Mass 362.45840
Monoisotopic Mass 362.23045
InChI InChI=1S/C18H34O7/c1-12(24-18-16(21)11-15(20)13(2)25-18)8-6-4-3-5-7-9-14(19)10-17(22)23/h12-16,18-21H,3-11H2,1-2H3,(H,22,23)/t12-,13+,14-,15-,16-,18-/m1/s1
InChIKey LOQQYUUEPVHUQQ-RDEONCLASA-N
SMILES C[C@H](CCCCCCC[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#20 (CHEBI:79230) has functional parent (3R,11R)-3,11-dihydroxylauric acid (CHEBI:79243)
bhas#20 (CHEBI:79230) has functional parent ascr#20 (CHEBI:78958)
bhas#20 (CHEBI:79230) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#20 (CHEBI:79230) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#20 (CHEBI:79230) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#20 (CHEBI:79230) is a monocarboxylic acid (CHEBI:25384)
bhas#20 (CHEBI:79230) is conjugate acid of bhas#20(1-) (CHEBI:139738)
Incoming ibha#20 (CHEBI:79355) has functional parent bhas#20 (CHEBI:79230)
bhas#20(1-) (CHEBI:139738) is conjugate base of bhas#20 (CHEBI:79230)
IUPAC Name
(3R,11R)-11-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxydodecanoic acid
Synonym Source
3R-hydroxy-11R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-dodecanoic acid SMID
Manual Xref Database
bhas%2320%0D SMID
View more database links
Registry Numbers Types Sources
1355682-54-0 CAS Registry Number SMID
22233424 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014