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
Formula
C15H26O6
Exact Mass
Calculate m/z
302.17294
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)
Small-molecule pheromones that control dauer development in Caenorhabditis elegans.,
Nat Chem Biol, 2007
Pubmed ID: 17558398

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

Other Databases

CHEBI ID
78821
PubChem CID
16066476
SMID ID
ascr#3

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