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
Formula
C12H22O5
Exact Mass
Calculate m/z
246.146725
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Ascarosides [FA1304]

References

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

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

Other Databases

CHEBI ID
78812
PubChem CID
16066475
SMID ID
ascr#2

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