CHEBI:79264 - bhos#28

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ChEBI Name bhos#28
ChEBI ID CHEBI:79264
Definition An ω-hydroxy fatty acid ascaroside that is (3R)-3,16-dihydroxyhexadecanoic acid (oscr#28) in which the hydroxy group at position 16 has been converted to the corresponding ascaroside. 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 C22H42O7
Net Charge 0
Average Mass 418.56470
Monoisotopic Mass 418.29305
InChI InChI=1S/C22H42O7/c1-17-19(24)16-20(25)22(29-17)28-14-12-10-8-6-4-2-3-5-7-9-11-13-18(23)15-21(26)27/h17-20,22-25H,2-16H2,1H3,(H,26,27)/t17-,18+,19+,20+,22+/m0/s1
InChIKey SNINRZCQHRQHTE-SXEONFLVSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCC[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#28 (CHEBI:79264) has functional parent (3R)-3,16-dihydroxyhexadecanoic acid (CHEBI:79287)
bhos#28 (CHEBI:79264) has functional parent oscr#28 (CHEBI:79150)
bhos#28 (CHEBI:79264) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#28 (CHEBI:79264) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#28 (CHEBI:79264) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#28 (CHEBI:79264) is a monocarboxylic acid (CHEBI:25384)
bhos#28 (CHEBI:79264) is conjugate acid of bhos#28(1-) (CHEBI:139805)
Incoming bhos#28(1-) (CHEBI:139805) is conjugate base of bhos#28 (CHEBI:79264)
IUPAC Name
(3R)-16-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyhexadecanoic acid
Synonyms Sources
(3R)-16-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxypalmitic acid ChEBI
3R-hydroxy-16-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexadecanoic acid SMID
3R-hydroxy-16-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-palmitic acid ChEBI
Manual Xref Database
bhos%2328%0D SMID
View more database links
Registry Numbers Types Sources
1355682-81-3 CAS Registry Number SMID
22233474 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
24 September 2019