Structure Database (LMSD)

Common Name
Daumone-2
Systematic Name
5R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2-henanone
Synonyms
  • ascaroside C6
  • ascr#2
  • (-)-5R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2???-yloxy)-2-hexanone
LM ID
LMFA13040003
Status
Active
Exact Mass
Calculate m/z
246.146725
Formula


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
KDIFLHQRDPSWHT-IYKVGLELSA-N
InChi (Click to copy)
InChI=1S/C12H22O5/c1-7(13)4-5-8(2)16-12-11(15)6-10(14)9(3)17-12/h8-12,14-15H,4-6H2,1-3H3/t8-,9+,10-,11-,12-/m1/s1
SMILES (Click to copy)
O([C@@H](CCC(=O)C)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

References

Reference
Chemical Structure and Biological Activity of the Caenorhabditis Elegans Dauer-Inducing Pheromone
Nature 2005
DOI: 10.1038/nature03201
PMID: 15690045

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Chemical structure and biological activity of the Caenorhabditis elegans dauer-inducing pheromone.,
Nature, 2005
Pubmed ID: 15690045

Other Databases

CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 1
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 245.11
Topological Polar Surface Area 78.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 2.05
Molar Refractivity 63.99

Admin

Created at
10th Jun 2020
Updated at
25th Jun 2020