| Identification | Back Directory | [Name]
3-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)propanoic acid | [CAS]
1086696-26-5 | [Synonyms]
Ascr#5
Ascaroside C3
Reaxys ID: 22233379
Propanoic acid, 3-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-
3-(((2R,3R,5R,6S)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)propanoic acid | [Molecular Formula]
C9H16O6 | [MDL Number]
MFCD32197417 | [MOL File]
1086696-26-5.mol | [Molecular Weight]
220.22 |
| Hazard Information | Back Directory | [Uses]
Ascr#5 is a highly conserved ascaroside isolated from Caenorhabditis elegans. | [Definition]
ChEBI: An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 3-hydroxypropanoic acid with ascarylopyranose (the alpha anomer). A major component of the dauer pheromone of the nem
tode Caenorhabditis elegans, it synergises with ascr#2 and ascr#3 as a population-density signal to promote entry into an alternate larval stage, the nonfeeding and highly persistent dauer diapause. | [References]
[1] Dong C, et al. Comparative Ascaroside Profiling of Caenorhabditis Exometabolomes Reveals Species-Specific (ω) and (ω - 2)-Hydroxylation Downstream of Peroxisomal β-Oxidation. J Org Chem. 2018 Jul 6;83(13):7109-7120. DOI:10.1021/acs.joc.8b00094 |
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