Structure Database (LMSD)

Common Name
oscr#18
Systematic Name
11-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-undecanoic acid
Synonyms
  • 11-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-undecanoic acid
LM ID
LMFA13040087
Formula
C17H32O6
Exact Mass
Calculate m/z
332.21989
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)
GEMAYWCAMMUVTD-KLZNWCGWSA-N
InChi (Click to copy)
InChI=1S/C17H32O6/c1-13-14(18)12-15(19)17(23-13)22-11-9-7-5-3-2-4-6-8-10-16(20)21/h13-15,17-19H,2-12H2,1H3,(H,20,21)/t13-,14+,15+,17+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCC(=O)O

Other Databases

CHEBI ID
79140
PubChem CID
86289778
SMID ID
oscr#18

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 340.40
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 3.89
Molar Refractivity 88.64

Admin

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