CHEBI:79227 - bhas#16

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ChEBI Name bhas#16
ChEBI ID CHEBI:79227
Definition An (ω−1)-hydroxy fatty acid ascaroside that is ascr#16 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 C16H30O7
Net Charge 0
Average Mass 334.40520
Monoisotopic Mass 334.19915
InChI InChI=1S/C16H30O7/c1-10(6-4-3-5-7-12(17)8-15(20)21)22-16-14(19)9-13(18)11(2)23-16/h10-14,16-19H,3-9H2,1-2H3,(H,20,21)/t10-,11+,12-,13-,14-,16-/m1/s1
InChIKey XLKCBPRCWUMKHY-NVWMEEMDSA-N
SMILES C[C@H](CCCCC[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 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#16 (CHEBI:79227) has functional parent (3R,9R)-3,9-dihydroxydecanoic acid (CHEBI:79228)
bhas#16 (CHEBI:79227) has functional parent ascr#16 (CHEBI:78950)
bhas#16 (CHEBI:79227) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#16 (CHEBI:79227) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#16 (CHEBI:79227) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#16 (CHEBI:79227) is a monocarboxylic acid (CHEBI:25384)
bhas#16 (CHEBI:79227) is conjugate acid of bhas#16(1-) (CHEBI:139730)
Incoming ibha#16 (CHEBI:79353) has functional parent bhas#16 (CHEBI:79227)
bhas#16(1-) (CHEBI:139730) is conjugate base of bhas#16 (CHEBI:79227)
IUPAC Name
(3R,9R)-9-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxydecanoic acid
Synonym Source
3R-hydroxy-9R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-decanoic acid SMID
Manual Xref Database
bhas%2316%0D SMID
View more database links
Registry Numbers Types Sources
1355682-50-6 CAS Registry Number SMID
22233407 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014