Structure Database (LMSD)

Common Name
Daumone
Systematic Name
6R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-heptanoic acid
Synonyms
  • ascaroside C7
  • ascr#1
  • daumone-1
LM ID
LMFA13040002
Formula
C13H24O6
Exact Mass
Calculate m/z
276.15729
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

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)
KBTQMAFDKPKMEJ-UYNYGYNWSA-N
InChi (Click to copy)
InChI=1S/C13H24O6/c1-8(5-3-4-6-12(16)17)18-13-11(15)7-10(14)9(2)19-13/h8-11,13-15H,3-7H2,1-2H3,(H,16,17)/t8-,9+,10-,11-,13-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
78786
PubChem CID
11471380
SMID ID
ascr#1

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 1
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 271.20
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 2.33
Molar Refractivity 70.18

Admin

Created at
10th Jun 2020
Updated at
16th Jun 2020