Products 946524-24-9
CAS 946524-24-9 appears in our catalog under these names: Ascr#2/ min. 98%, Ascaroside C6, Ascr#2, Ascr#2, 98.0%, Ascr#2 (Standard). Offered by: TargetMol, Biosynth, Chemat, MedChemExpress. Available pack sizes: 1mg, 10mg, 25mg, 50mg, 5mg, 10 mg, 25 mg, 5 mg.
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 pheromone and a Caenorhabditis elegans metabolite. It is a methyl ketone and a hydroxy ketone ascaroside. It is functionally related to a (5R)-5-hydroxyhexan-2-one.
Source: ChEBI
| Molecular formula | C12H22O5 |
|---|---|
| Molecular weight | 246.30 g/mol |
| IUPAC name | (5R)-5-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyhexan-2-one |
| InChIKey | KDIFLHQRDPSWHT-IYKVGLELSA-N |
| SMILES | C[C@H]1[C@@H](C[C@H]([C@@H](O1)O[C@H](C)CCC(=O)C)O)O |
Computed by PubChem (NCBI)
Synonyms:
ascaroside C6, ascr#2, daumone-2, (5R)-5-[(2R,3R,5R,6S)-3,5-dihydroxy-6-methyloxan-2-yl]oxyhexan-2-one, (2R)-5-oxohexan-2-yl 3,6-dideoxy-alpha-L-arabino-hexopyranoside, (-)-5R-(Tetrahydro-3'R,5'R-dihydroxy-6'S-methyl-2H-pyran-2'R-yloxy)-2-hexanone, orb1708057, 5R-(3,6-dideoxy-alpha-L-arabino-hexopyranosyloxy)-2-henanone, 2-Hexanone, 5-[(3,6-dideoxy-|A-L-arabino-hexopyranosyl)oxy]-, (5R)-, (-)-5R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2-hexanone