Structure Database (LMSD)

Common Name
Daumone-3
Systematic Name
8R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-nonenoic acid
Synonyms
  • ascaroside C9
  • ascr#3
LM ID
LMFA13040004
Status
Active
Exact Mass
Calculate m/z
302.17294
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)
MWGRRKDIJLJLMO-OSYKULTDSA-N
InChi (Click to copy)
InChI=1S/C15H26O6/c1-10(7-5-3-4-6-8-14(18)19)20-15-13(17)9-12(16)11(2)21-15/h6,8,10-13,15-17H,3-5,7,9H2,1-2H3,(H,18,19)/b8-6+/t10-,11+,12-,13-,15-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCC/C=C/C(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

References

Reference
Small-molecule Pheromones That Control Dauer Development in Caenorhabditis Elegans
Nat. Chem. Biol. 2007
DOI: 10.1038/nchembio.2007.3

PMID: 17558398

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Small-molecule pheromones that control dauer development in Caenorhabditis elegans.,
Nat Chem Biol, 2007
Pubmed ID: 17558398

Other Databases

CHEBI ID
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 303.16
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 2.88
Molar Refractivity 79.32

Admin

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