Structure database (LMSD)

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LM IDLMFA13040036
Common Nameascr#14
Systematic Name7R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-octanoic acid
Synonyms7R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-octanoic acid
Exact Mass
290.1729 (neutral)    Calculate m/z:
FormulaC14H26O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289672
CHEBI ID78905
InChIKeyHRHMWTOQBKRTTG-CYRBOEJBSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C14H26O6/c1-9(6-4-3-5-7-13(17)18)19-14-12(16)8-11(15)10(2)20-14/h9-12,14-16H,3-8H2,1-2H3,(H,17,18)/t9-,10+,11-,12-,14-/m1/s1
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SMILES
O([C@@H](CCCCCC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1
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StatusActive
ReferencesComparative Metabolomics Reveals Biogenesis of Ascarosides, a Modular Library of Small-Molecule Signals in C. elegans
J Am Chem Soc. 2012
DOI: 10.1021/ja210202y
PMID: 22239548
Calculated physicochemical properties (?):
 Heavy Atoms20Rings1Aromatic Rings0Rotatable Bonds8
 van der Waals
Molecular Volume
288.50Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP2.72Molar
Refractivity
74.79