CHEBI:79359 - ibha#28

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ChEBI Name ibha#28
ChEBI ID CHEBI:79359
Definition An (ω−1)-hydroxy fatty acid ascaroside that is bhas#28 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 ZINC000139961554
Download Molfile XML SDF
Formula C31H47NO8
Net Charge 0
Average Mass 561.70680
Monoisotopic Mass 561.33017
InChI InChI=1S/C31H47NO8/c1-21(14-10-8-6-4-3-5-7-9-11-15-23(33)18-29(35)36)38-31-27(34)19-28(22(2)39-31)40-30(37)25-20-32-26-17-13-12-16-24(25)26/h12-13,16-17,20-23,27-28,31-34H,3-11,14-15,18-19H2,1-2H3,(H,35,36)/t21-,22+,23-,27-,28-,31-/m1/s1
InChIKey DVKTXYSVNVCEOI-FFDCXVHWSA-N
SMILES C[C@H](CCCCCCCCCCC[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#28 (CHEBI:79359) has functional parent (3R,15R)-3,15-dihydroxypalmitic acid (CHEBI:79248)
ibha#28 (CHEBI:79359) has functional parent bhas#28 (CHEBI:79234)
ibha#28 (CHEBI:79359) has role Caenorhabditis elegans metabolite (CHEBI:78804)
ibha#28 (CHEBI:79359) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
ibha#28 (CHEBI:79359) is a 3-hydroxy carboxylic acid (CHEBI:61355)
ibha#28 (CHEBI:79359) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
ibha#28 (CHEBI:79359) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name
(3R,15R)-15-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}-3-hydroxyhexadecanoic acid
Synonyms Sources
(3R,15R)-15-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}-3-hydroxypalmitic acid ChEBI
3R-hydroxy-15R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-hexadecanoic acid SMID
3R-hydroxy-15R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-palmitic acid ChEBI
Manual Xref Database
ibha%2328%0D SMID
View more database links
Registry Numbers Types Sources
1355683-34-9 CAS Registry Number SMID
22233532 Reaxys Registry Number Reaxys
Citation
Last Modified
25 July 2014