CHEBI:79370 - ibho#10

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ChEBI Name ibho#10
ChEBI ID CHEBI:79370
Definition An ω-hydroxy fatty acid ascaroside that is bhos#10 in which the hydroxy group at position 4 of the ascarylopyranose moiety has been has been converted to the corresponding 1H-indole-3-carboxylate ester. 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 C24H33NO8
Net Charge 0
Average Mass 463.52070
Monoisotopic Mass 463.22062
InChI InChI=1S/C24H33NO8/c1-15-21(33-23(30)18-14-25-19-10-6-5-9-17(18)19)13-20(27)24(32-15)31-11-7-3-2-4-8-16(26)12-22(28)29/h5-6,9-10,14-16,20-21,24-27H,2-4,7-8,11-13H2,1H3,(H,28,29)/t15-,16+,20+,21+,24+/m0/s1
InChIKey HYGXRAVBIUWTNN-HIYLOANVSA-N
SMILES C[C@@H]1O[C@@H](OCCCCCC[C@@H](O)CC(O)=O)[C@H](O)C[C@H]1OC(=O)c1c[nH]c2ccccc12
Metabolite of Species Details
Caenorhabditis elegans (NCBI:txid6239) Detected in dhs-28(hj8) 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 ibho#10 (CHEBI:79370) has functional parent (3R)-3,9-dihydroxynonanoic acid (CHEBI:79257)
ibho#10 (CHEBI:79370) has functional parent bhos#10 (CHEBI:79256)
ibho#10 (CHEBI:79370) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ibho#10 (CHEBI:79370) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
ibho#10 (CHEBI:79370) is a 3-hydroxy carboxylic acid (CHEBI:61355)
ibho#10 (CHEBI:79370) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
ibho#10 (CHEBI:79370) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(3R)-9-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}-3-hydroxynonanoic acid
Synonym Source
3R-hydroxy-9-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonanoic acid SMID
Manual Xref Database
ibho%2310 SMID
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Registry Numbers Types Sources
1355683-38-3 CAS Registry Number SMID
22233486 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014