CHEBI:79360 - ibha#30

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ChEBI Name ibha#30
ChEBI ID CHEBI:79360
Definition An (ω−1)-hydroxy fatty acid ascaroside that is bhas#30 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 C32H49NO8
Net Charge 0
Average Mass 575.73340
Monoisotopic Mass 575.34582
InChI InChI=1S/C32H49NO8/c1-22(15-11-9-7-5-3-4-6-8-10-12-16-24(34)19-30(36)37)39-32-28(35)20-29(23(2)40-32)41-31(38)26-21-33-27-18-14-13-17-25(26)27/h13-14,17-18,21-24,28-29,32-35H,3-12,15-16,19-20H2,1-2H3,(H,36,37)/t22-,23+,24-,28-,29-,32-/m1/s1
InChIKey RHGNPNMYKQDMAV-VHJGPELESA-N
SMILES C[C@H](CCCCCCCCCCCC[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#30 (CHEBI:79360) has functional parent (3R,16R)-3,16-dihydroxymargaric acid (CHEBI:79249)
ibha#30 (CHEBI:79360) has functional parent bhas#30 (CHEBI:79235)
ibha#30 (CHEBI:79360) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ibha#30 (CHEBI:79360) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ibha#30 (CHEBI:79360) is a 3-hydroxy carboxylic acid (CHEBI:61355)
ibha#30 (CHEBI:79360) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
ibha#30 (CHEBI:79360) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(3R,16R)-16-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}-3-hydroxyheptadecanoic acid
Synonyms Sources
(3R,16R)-16-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}-3-hydroxymargaric acid ChEBI
3R-hydroxy-16R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-heptadecanoic acid SMID
3R-hydroxy-16R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-margaric acid ChEBI
Manual Xref Database
ibha%2330 SMID
View more database links
Registry Numbers Types Sources
1355683-37-2 CAS Registry Number SMID
22233535 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22239548 PubMed citation Europe PMC
Last Modified
25 July 2014