CHEBI:79321 - hbas#3

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ChEBI Name hbas#3
ChEBI ID CHEBI:79321
Definition A 4-O-(p-hydroxybenzoyl)ascaroside derived from (2E,8R)-8-hydroxynon-2-enoic acid. 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 C22H30O8
Net Charge 0
Average Mass 422.46880
Monoisotopic Mass 422.19407
InChI InChI=1S/C22H30O8/c1-14(7-5-3-4-6-8-20(25)26)28-22-18(24)13-19(15(2)29-22)30-21(27)16-9-11-17(23)12-10-16/h6,8-12,14-15,18-19,22-24H,3-5,7,13H2,1-2H3,(H,25,26)/b8-6+/t14-,15+,18-,19-,22-/m1/s1
InChIKey BJUWUCQZCXGYNI-NJABCCJWSA-N
SMILES C[C@H](CCCC\C=C\C(O)=O)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=O)c1ccc(O)cc1
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in wild type 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 hbas#3 (CHEBI:79321) has functional parent (2E,8R)-8-hydroxynon-2-enoic acid (CHEBI:78819)
hbas#3 (CHEBI:79321) has functional parent ascr#3 (CHEBI:78821)
hbas#3 (CHEBI:79321) has role Caenorhabditis elegans metabolite (CHEBI:78804)
hbas#3 (CHEBI:79321) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
hbas#3 (CHEBI:79321) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
hbas#3 (CHEBI:79321) is a 4-O-(p-hydroxybenzoyl)ascaroside (CHEBI:79320)
IUPAC Name
(2E,8R)-8-{[3,6-dideoxy-4-O-(4-hydroxybenzoyl)-α-L-arabino-hexopyranosyl]oxy}non-2-enoic acid
Synonym Source
8R-(3'R-hydroxy-5'R-O-(4-hydroxybenzoyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-nonenoic acid SMID
Manual Xref Database
hbas%233 SMID
View more database links
Registry Numbers Types Sources
1355681-25-2 CAS Registry Number SMID
22233441 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22239548 PubMed citation Europe PMC
23161728 PubMed citation Europe PMC
Last Modified
25 July 2014