Structure Database (LMSD)

Common Name
Ascaroside C3
Systematic Name
3-(3,6-dideoxy-α-L-arabinosyloxy)-propanoic acid
Synonyms
  • ascr#5
LM ID
LMFA13040005
Formula
C9H16O6
Exact Mass
Calculate m/z
220.09469
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)
A Potent Dauer Pheromone Component in Caenorhabditis Elegans That Acts Synergistically With Other Components,
Proc Natl Acad Sci U S A, 2008
Pubmed ID: 18791072

String Representations

InChiKey (Click to copy)
RYYMJVGKZLQYPG-YYWONIAYSA-N
InChi (Click to copy)
InChI=1S/C9H16O6/c1-5-6(10)4-7(11)9(15-5)14-3-2-8(12)13/h5-7,9-11H,2-4H2,1H3,(H,12,13)/t5-,6+,7+,9+/m0/s1
SMILES (Click to copy)
O(CCC(=O)O)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
78829
PubChem CID
44202063
SMID ID
ascr#5

Calculated Physicochemical Properties

Heavy Atoms 15
Rings 1
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 202.00
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 0.76
Molar Refractivity 51.71

Admin

Created at
11th Jun 2020
Updated at
11th Jun 2020