Structure Database (LMSD)

Common Name
bhas#10
Systematic Name
3R-hydroxy-8R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-nonanoic acid
Synonyms
  • 3R-hydroxy-8R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonanoic acid
LM ID
LMFA13040053
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)
WNUSOZJRAZSLBP-AOWZIMASSA-N
InChi (Click to copy)
InChI=1S/C15H28O7/c1-9(5-3-4-6-11(16)7-14(19)20)21-15-13(18)8-12(17)10(2)22-15/h9-13,15-18H,3-8H2,1-2H3,(H,19,20)/t9-,10+,11-,12-,13-,15-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCC[C@@H](O)CC(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79223
PubChem CID
86289814
SMID ID
bhas#10

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 1
Aromatic Rings 0
Rotatable Bonds 9
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
12th Jun 2020
Updated at
12th Jun 2020