Structure Database (LMSD)

Common Name
oscr#14
Systematic Name
8-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-octanoic acid
Synonyms
  • 8-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-octanoic acid
LM ID
LMFA13040092
Formula
C14H26O6
Exact Mass
Calculate m/z
290.17294
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Ascarosides [FA1304]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Comparative Metabolomics Reveals Biogenesis of Ascarosides, a Modular Library of Small-Molecule Signals in C. elegans,
J Am Chem Soc, 2012
Pubmed ID: 22239548

String Representations

InChiKey (Click to copy)
DJYKCDSAKUJQRP-FMCLSXCISA-N
InChi (Click to copy)
InChI=1S/C14H26O6/c1-10-11(15)9-12(16)14(20-10)19-8-6-4-2-3-5-7-13(17)18/h10-12,14-16H,2-9H2,1H3,(H,17,18)/t10-,11+,12+,14+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCC(=O)O

Other Databases

CHEBI ID
79136
PubChem CID
86289774
SMID ID
oscr#14

Calculated Physicochemical Properties

Heavy Atoms 20
Rings 1
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 288.50
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 2.72
Molar Refractivity 74.79

Admin

Created at
13th Jun 2020
Updated at
13th Jun 2020