CHEBI:79229 - bhas#18

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ChEBI Name bhas#18
ChEBI ID CHEBI:79229
Definition An (ω−1)-hydroxy fatty acid ascaroside that is ascr#18 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 as well as the sour paste nematode, Panagrellus redivivus.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C17H32O7
Net Charge 0
Average Mass 348.43180
Monoisotopic Mass 348.21480
InChI InChI=1S/C17H32O7/c1-11(23-17-15(20)10-14(19)12(2)24-17)7-5-3-4-6-8-13(18)9-16(21)22/h11-15,17-20H,3-10H2,1-2H3,(H,21,22)/t11-,12+,13-,14-,15-,17-/m1/s1
InChIKey NJSZAOQCCDFSCR-DZGCXMPZSA-N
SMILES C[C@H](CCCCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@H](O)C[C@H]1O
Metabolite of Species Details
Panagrellus redivivus (NCBI:txid6233) Produced by male. See: PubMed
Caenorhabditis elegans (NCBI:txid6239) Detected in wild type (N2) and dhs-28(hj8), maoc-1(hj13), and acox-1(ok2257) 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#18 (CHEBI:79229) has functional parent (3R,10R)-3,10-dihydroxyundecanoic acid (CHEBI:79242)
bhas#18 (CHEBI:79229) has functional parent ascr#18 (CHEBI:78955)
bhas#18 (CHEBI:79229) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#18 (CHEBI:79229) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#18 (CHEBI:79229) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#18 (CHEBI:79229) is a monocarboxylic acid (CHEBI:25384)
bhas#18 (CHEBI:79229) is conjugate acid of bhas#18(1-) (CHEBI:139733)
Incoming ibha#18 (CHEBI:79354) has functional parent bhas#18 (CHEBI:79229)
bhas#18(1-) (CHEBI:139733) is conjugate base of bhas#18 (CHEBI:79229)
IUPAC Name
(3R,10R)-10-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyundecanoic acid
Synonym Source
3R-hydroxy-10R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-undecanoic acid SMID
Manual Xref Database
bhas%2318%0D SMID
View more database links
Registry Numbers Types Sources
1355682-52-8 CAS Registry Number SMID
22233412 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22239548 PubMed citation Europe PMC
23213209 PubMed citation Europe PMC
Last Modified
25 July 2014