CHEBI:79271 - bhos#42

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ChEBI Name bhos#42
ChEBI ID CHEBI:79271
Definition An ω-hydroxy fatty acid ascaroside that derived from reaction of the ω-hydroxy group of (3R)-3,23-dihydroxytricosanoic acid with α-ascarylopyranose. 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 C29H56O7
Net Charge 0
Average Mass 516.75070
Monoisotopic Mass 516.40260
InChI InChI=1S/C29H56O7/c1-24-26(31)23-27(32)29(36-24)35-21-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20-25(30)22-28(33)34/h24-27,29-32H,2-23H2,1H3,(H,33,34)/t24-,25+,26+,27+,29+/m0/s1
InChIKey BTMBBRJRFNNJHP-YVESUCRWSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCCCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1O
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in dhs-28(hj8), daf-22(ok693), 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 bhos#42 (CHEBI:79271) has functional parent (3R)-3,22-dihydroxytricosanoic acid (CHEBI:79299)
bhos#42 (CHEBI:79271) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#42 (CHEBI:79271) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#42 (CHEBI:79271) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#42 (CHEBI:79271) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(3R)-23-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxytricosanoic acid
Synonym Source
3R-hydroxy-23-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tricosanoic acid SMID
Manual Xref Database
bhos%2342 SMID
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Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014