CHEBI:79234 - bhas#28

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ChEBI Name bhas#28
ChEBI ID CHEBI:79234
Definition An (ω−1)-hydroxy fatty acid ascaroside that is ascr#28 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 C22H42O7
Net Charge 0
Average Mass 418.56470
Monoisotopic Mass 418.29305
InChI InChI=1S/C22H42O7/c1-16(28-22-20(25)15-19(24)17(2)29-22)12-10-8-6-4-3-5-7-9-11-13-18(23)14-21(26)27/h16-20,22-25H,3-15H2,1-2H3,(H,26,27)/t16-,17+,18-,19-,20-,22-/m1/s1
InChIKey QQIOQZRDFXAPQI-IGKFWFGWSA-N
SMILES C[C@H](CCCCCCCCCCC[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), daf-22(ok693), 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#28 (CHEBI:79234) has functional parent (3R,15R)-3,15-dihydroxypalmitic acid (CHEBI:79248)
bhas#28 (CHEBI:79234) has functional parent ascr#28 (CHEBI:78966)
bhas#28 (CHEBI:79234) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhas#28 (CHEBI:79234) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
bhas#28 (CHEBI:79234) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhas#28 (CHEBI:79234) is a monocarboxylic acid (CHEBI:25384)
bhas#28 (CHEBI:79234) is conjugate acid of bhas#28(1-) (CHEBI:139750)
Incoming ibha#28 (CHEBI:79359) has functional parent bhas#28 (CHEBI:79234)
bhas#28(1-) (CHEBI:139750) is conjugate base of bhas#28 (CHEBI:79234)
IUPAC Name
(3R,15R)-15-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyhexadecanoic acid
Synonyms Sources
(3R,15R)-15-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxypalmitic acid ChEBI
3R-hydroxy-15R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexadecanoic acid SMID
Manual Xref Database
bhas%2328%0D SMID
View more database links
Registry Numbers Types Sources
1355682-60-8 CAS Registry Number SMID
22233462 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19174521 PubMed citation Europe PMC
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014