CHEBI:79334 - ibha#10

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ChEBI Name ibha#10
ChEBI ID CHEBI:79334
Definition A 4-O-(1H-indol-3-ylcarbonyl)ascaroside that is icas#10 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 C24H33NO8
Net Charge 0
Average Mass 463.52070
Monoisotopic Mass 463.22062
InChI InChI=1S/C24H33NO8/c1-14(7-3-4-8-16(26)11-22(28)29)31-24-20(27)12-21(15(2)32-24)33-23(30)18-13-25-19-10-6-5-9-17(18)19/h5-6,9-10,13-16,20-21,24-27H,3-4,7-8,11-12H2,1-2H3,(H,28,29)/t14-,15+,16-,20-,21-,24-/m1/s1
InChIKey RHSYRFCZUCKPGK-IQWQIVRHSA-N
SMILES C[C@H](CCCC[C@@H](O)CC(O)=O)O[C@@H]1O[C@@H](C)[C@@H](C[C@H]1O)OC(=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 ibha#10 (CHEBI:79334) has functional parent (3R,8R)-3,8-dihydroxynonanoic acid (CHEBI:79224)
ibha#10 (CHEBI:79334) has functional parent bhas#10 (CHEBI:79223)
ibha#10 (CHEBI:79334) has functional parent icas#10 (CHEBI:79029)
ibha#10 (CHEBI:79334) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ibha#10 (CHEBI:79334) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ibha#10 (CHEBI:79334) is a 3-hydroxy carboxylic acid (CHEBI:61355)
ibha#10 (CHEBI:79334) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
ibha#10 (CHEBI:79334) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(3R,8R)-8-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}-3-hydroxynonanoic acid
Synonym Source
3R-hydroxy-8R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonanoic acid SMID
Manual Xref Database
ibha%2310 SMID
View more database links
Registry Numbers Types Sources
1355683-20-3 CAS Registry Number SMID
22233473 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014