Structure database (LMSD)

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LM IDLMFA13040022
Common Nameascr#31
Systematic Name17R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-octadecenoic acid
Synonyms17R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-
octadecenoic acid
Exact Mass
428.3138 (neutral)    Calculate m/z:
FormulaC24H44O6
CategoryFatty Acyls [FA]
Main ClassFatty acyl glycosides [FA13]
Sub ClassAscarosides [FA1304]
PubChem CID86289702
CHEBI ID78969
InChIKeyAUKDJCIZWSIDEC-QGKNABGUSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C24H44O6/c1-19(29-24-22(26)18-21(25)20(2)30-24)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-23(27)28/h15,17,19-22,24-26H,3-14,16,18H2,1-2H3,(H,27,28)/b17-15+/t19-,20+,21-,22-,24-/m1/s1
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SMILES
O([C@@H](CCCCCCCCCCCCC/C=C/C(=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 Atoms30Rings1Aromatic Rings0Rotatable Bonds17
 van der Waals
Molecular Volume
458.86Topological Polar
Surface Area
98.29Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
6
 logP6.39Molar
Refractivity
120.87