CHEBI:79052 - icas#3

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ChEBI Name icas#3
ChEBI ID CHEBI:79052
Definition A 4-O-(1H-indol-3-ylcarbonyl)ascaroside derived from (2E,8R)-8-hydroxynon-2-enoic acid. 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 C24H31NO7
Net Charge 0
Average Mass 445.50540
Monoisotopic Mass 445.21005
InChI InChI=1S/C24H31NO7/c1-15(9-5-3-4-6-12-22(27)28)30-24-20(26)13-21(16(2)31-24)32-23(29)18-14-25-19-11-8-7-10-17(18)19/h6-8,10-12,14-16,20-21,24-26H,3-5,9,13H2,1-2H3,(H,27,28)/b12-6+/t15-,16+,20-,21-,24-/m1/s1
InChIKey MHHAGCKXSLPDOU-SUOYGWGXSA-N
SMILES C[C@H](CCCC\C=C\C(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 icas#3 (CHEBI:79052) has functional parent (2E,8R)-8-hydroxynon-2-enoic acid (CHEBI:78819)
icas#3 (CHEBI:79052) has functional parent ascr#3 (CHEBI:78821)
icas#3 (CHEBI:79052) has role Caenorhabditis elegans metabolite (CHEBI:78804)
icas#3 (CHEBI:79052) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
icas#3 (CHEBI:79052) is a (ω−1)-hydroxy fatty acid ascaroside (CHEBI:79205)
icas#3 (CHEBI:79052) is a 4-O-(1H-indol-3-ylcarbonyl)ascaroside (CHEBI:79024)
IUPAC Name
(2E,8R)-8-{[3,6-dideoxy-4-O-(1H-indol-3-ylcarbonyl)-α-L-arabino-hexopyranosyl]oxy}non-2-enoic acid
Synonym Source
8R-(3'R-hydroxy-5'R-O-(1H-indol-3-ylcarbonyl)-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-nonenoic acid SMID
Manual Xref Database
icas%233%0D SMID
View more database links
Registry Numbers Types Sources
1355681-39-8 CAS Registry Number SMID
22233454 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22239548 PubMed citation Europe PMC
22253572 PubMed citation Europe PMC
22662967 PubMed citation Europe PMC
22665789 PubMed citation Europe PMC
Last Modified
25 July 2014