Structure database (LMSD)

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LM IDLMFA13040010
Common Nameascr#22
Systematic Name12R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)tridecanoic acid
Synonyms12R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-tridecanoic
acid
Exact Mass
360.2512 (neutral)    Calculate m/z:
FormulaC19H36O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289693
CHEBI ID78960
InChIKeyLCCMRNZRAPDWCS-FSNPWBFUSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C19H36O6/c1-14(24-19-17(21)13-16(20)15(2)25-19)11-9-7-5-3-4-6-8-10-12-18(22)23/h14-17,19-21H,3-13H2,1-2H3,(H,22,23)/t14-,15+,16-,17-,19-/m1/s1
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SMILES
O([C@@H](CCCCCCCCCCC(=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 Atoms25Rings1Aromatic Rings0Rotatable Bonds13
 van der Waals
Molecular Volume
375.00Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP4.67Molar
Refractivity
97.88