Structure database (LMSD)

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LM IDLMFA13040041
Common Namebhas#40
Systematic Name3R-hydroxy-21R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-docosanoic acid
Synonyms3R-hydroxy-21R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-
docosanoic acid
Exact Mass
502.3870 (neutral)    Calculate m/z:
FormulaC28H54O7
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289829
CHEBI ID79240
InChIKeyKNOOLMWLZZIQFQ-CWEZWLNASA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H54O7/c1-22(34-28-26(31)21-25(30)23(2)35-28)18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-24(29)20-27(32)33/h22-26,28-31H,3-21H2,1-2H3,(H,32,33)/t22-,23+,24-,25-,26-,28-/m1/s1
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SMILES
O([C@@H](CCCCCCCCCCCCCCCCC[C@@H](O)CC(=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 Atoms35Rings1Aromatic Rings0Rotatable Bonds22
 van der Waals
Molecular Volume
539.49Topological Polar
Surface Area
118.52Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP7.43Molar
Refractivity
141.33