ascr#2

Term ID

CHEBI:78812

Synonyms

• (-)-5R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2-hexanone
• (2R)-5-oxohexan-2-yl 3,6-dideoxy-alpha-L-arabino-hexopyranoside
• ascaroside C6
• daumone-2

Definition

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.

References

• CAS:946524-24-9
• PMID:17558398
• PMID:18650807
• PMID:18791072
• PMID:19174521
• PMID:19346493
• PMID:19349961
• PMID:19496754
• PMID:19545143
• PMID:19649780
• PMID:19665885
• PMID:19797623
• PMID:19813005
• PMID:20135027
• PMID:20151418
• PMID:20713521
• PMID:20929849
• PMID:21423575
• PMID:21849976
• PMID:21935539
• PMID:21959166
• PMID:22239548
• PMID:22253572
• PMID:22503501
• PMID:22665789
• PMID:22701701
• PMID:22920251
• PMID:23161728
• PMID:23213209
• PMID:23347231
• PMID:23509272
• PMID:23689506
• Reaxys:19924214
• SMID:ascr%232%0D

Ontology

ChEBI  ( EBI )