Structure Database (LMSD)

Common Name
bhos#10
Systematic Name
3R-hydroxy-9-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-nonanoic acid
Synonyms
  • 3R-hydroxy-9-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonanoic acid
LM ID
LMFA13040094
Formula
C15H28O7
Exact Mass
Calculate m/z
320.183505
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)
DGLIIKDKPYKHDK-KMCWBVRRSA-N
InChi (Click to copy)
InChI=1S/C15H28O7/c1-10-12(17)9-13(18)15(22-10)21-7-5-3-2-4-6-11(16)8-14(19)20/h10-13,15-18H,2-9H2,1H3,(H,19,20)/t10-,11+,12+,13+,15+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCC[C@@H](O)CC(=O)O

Other Databases

CHEBI ID
79256
PubChem CID
86289844
SMID ID
bhos#10

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 314.59
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 2.36
Molar Refractivity 81.31

Admin

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