Structure Database (LMSD)

Common Name
oscr#15
Systematic Name
10-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-decenoic acid
Synonyms
  • 10-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-decenoic acid
LM ID
LMFA13040091
Formula
C16H28O6
Exact Mass
Calculate m/z
316.18859
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)
LNUSDHULQVPZFO-RYJVCDSQSA-N
InChi (Click to copy)
InChI=1S/C16H28O6/c1-12-13(17)11-14(18)16(22-12)21-10-8-6-4-2-3-5-7-9-15(19)20/h7,9,12-14,16-18H,2-6,8,10-11H2,1H3,(H,19,20)/b9-7+/t12-,13+,14+,16+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCC/C=C/C(=O)O

Other Databases

CHEBI ID
79137
PubChem CID
86289775
SMID ID
oscr#15

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 320.46
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 3.27
Molar Refractivity 83.93

Admin

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