Structure Database (LMSD)

Common Name
bhas#18
Systematic Name
3R-hydroxy-10R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-undecanoic acid
Synonyms
  • 3R-hydroxy-10R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-undecanoic acid
LM ID
LMFA13040051
Formula
C17H32O7
Exact Mass
Calculate m/z
348.214805
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)
NJSZAOQCCDFSCR-DZGCXMPZSA-N
InChi (Click to copy)
InChI=1S/C17H32O7/c1-11(23-17-15(20)10-14(19)12(2)24-17)7-5-3-4-6-8-13(18)9-16(21)22/h11-15,17-20H,3-10H2,1-2H3,(H,21,22)/t11-,12+,13-,14-,15-,17-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCC[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
79229
PubChem CID
86289818
SMID ID
bhas#18

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 349.19
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 3.14
Molar Refractivity 90.55

Admin

Created at
12th Jun 2020
Updated at
12th Jun 2020