CHEBI:79265 - bhos#30

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ChEBI Name bhos#30
ChEBI ID CHEBI:79265
Definition An ω-hydroxy fatty acid ascaroside that is oscr#30 in which the pro-R hydrogen 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 C23H44O7
Net Charge 0
Average Mass 432.59130
Monoisotopic Mass 432.30870
InChI InChI=1S/C23H44O7/c1-18-20(25)17-21(26)23(30-18)29-15-13-11-9-7-5-3-2-4-6-8-10-12-14-19(24)16-22(27)28/h18-21,23-26H,2-17H2,1H3,(H,27,28)/t18-,19+,20+,21+,23+/m0/s1
InChIKey AVROBGCULUIOHS-QBRBXANFSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCCCCCCCCCC[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#30 (CHEBI:79265) has functional parent (3R)-3,17-dihydroxymargaric acid (CHEBI:79288)
bhos#30 (CHEBI:79265) has functional parent oscr#30 (CHEBI:79152)
bhos#30 (CHEBI:79265) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#30 (CHEBI:79265) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#30 (CHEBI:79265) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#30 (CHEBI:79265) is a monocarboxylic acid (CHEBI:25384)
bhos#30 (CHEBI:79265) is conjugate acid of bhos#30(1-) (CHEBI:139808)
Incoming bhos#30(1-) (CHEBI:139808) is conjugate base of bhos#30 (CHEBI:79265)
IUPAC Name
(3R)-17-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyheptadecanoic acid
Synonym Source
3R-hydroxy-17-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heptadecanoic acid SMID
Manual Xref Database
bhos%2330 SMID
View more database links
Registry Numbers Types Sources
1355682-83-5 CAS Registry Number SMID
22233485 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014