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946524-24-9

946524-24-9 Structure

946524-24-9 Structure
IdentificationBack Directory
[Name]

Ascaroside C6
[CAS]

946524-24-9
[Synonyms]

Ascaroside C6
2-Hexanone, 5-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-, (5R)-
[Molecular Formula]

C12H22O5
[MDL Number]

MFCD32197414
[MOL File]

946524-24-9.mol
[Molecular Weight]

246.3
Chemical PropertiesBack Directory
[Boiling point ]

411.9±45.0 °C(Predicted)
[density ]

1.14±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

Liquid
[pka]

13.55±0.70(Predicted)
[color ]

Colorless to light yellow
Hazard InformationBack Directory
[Uses]

Ascr#2 is an ascaroside isolated from Caenorhabditis elegans, potently promotes dauer formation, and also acts as a potent male attractant combined with ascr#3 at low concentration[1].
[Definition]

ChEBI: Ascr#2 is a hydroxy ketone ascaroside obtained by formal condensation of the hydroxy group of (5R)-5-hydroxyhexan-2-one with ascarylopyranose (the alpha anomer). It is a major component of the dauer pheromone, used by the nematode Caenorhabditis elegans as a population-density signal to promote entry into an alternate larval stage, the nonfeeding and highly persistent dauer diapause, and also synergises with ascr#3, ascr#4, and ascr#8 in male attraction. It has a role as a Caenorhabditis elegans metabolite and a pheromone. It is a methyl ketone and a hydroxy ketone ascaroside. It is functionally related to a (5R)-5-hydroxyhexan-2-one.
[References]

[1] Srinivasan J, et al. A blend of small molecules regulates both mating and development in Caenorhabditis elegans. Nature. 2008 Aug 28;454(7208):1115-8. DOI:10.1038/nature07168
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