Structure database (LMSD)

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LM IDLMFA13040044
Common Namebhas#34
Systematic Name3R-hydroxy-18R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-nonadecanoic acid
Synonyms3R-hydroxy-18R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-
nonadecanoic acid
Exact Mass
460.3400 (neutral)    Calculate m/z:
FormulaC25H48O7
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289826
CHEBI ID79237
InChIKeyPRXKHETUIWVNNB-MYSWHGEBSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C25H48O7/c1-19(31-25-23(28)18-22(27)20(2)32-25)15-13-11-9-7-5-3-4-6-8-10-12-14-16-21(26)17-24(29)30/h19-23,25-28H,3-18H2,1-2H3,(H,29,30)/t19-,20+,21-,22-,23-,25-/m1/s1
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SMILES
O([C@@H](CCCCCCCCCCCCCC[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 Atoms32Rings1Aromatic Rings0Rotatable Bonds19
 van der Waals
Molecular Volume
487.59Topological Polar
Surface Area
118.52Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP6.26Molar
Refractivity
127.48