Structure database (LMSD)

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LM IDLMFA13040005
Common NameAscaroside C3
Systematic Name3-(3,6-dideoxy-α-L-arabinosyloxy)-propanoic acid
Synonymsascr#5
Exact Mass
220.0947 (neutral)    Calculate m/z:
FormulaC9H16O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID44202063
CHEBI ID78829
InChIKeyRYYMJVGKZLQYPG-YYWONIAYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
O(CCC(=O)O)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1
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StatusActive
ReferencesA Potent Dauer Pheromone Component in Caenorhabditis Elegans That Acts Synergistically With Other Components
Proc Natl Acad Sci U S A. 2008
DOI: 10.1073/pnas.0806676105
PMID: 18791072
Calculated physicochemical properties (?):
 Heavy Atoms15Rings1Aromatic Rings0Rotatable Bonds4
 van der Waals
Molecular Volume
202.00Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP0.76Molar
Refractivity
51.71