Structure Database (LMSD)

Common Name
bhos#36
Systematic Name
3R-hydroxy-20-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-eicosanoic acid
Synonyms
  • 3R-hydroxy-20-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-icosanoic acid
LM ID
LMFA13040059
Formula
C26H50O7
Exact Mass
Calculate m/z
474.355655
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)
GQQORDYSENBKGT-VIMOMQNVSA-N
InChi (Click to copy)
InChI=1S/C26H50O7/c1-21-23(28)20-24(29)26(33-21)32-18-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-17-22(27)19-25(30)31/h21-24,26-29H,2-20H2,1H3,(H,30,31)/t21-,22+,23+,24+,26+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCCCCCCCC[C@@H](O)CC(O)=O

Other Databases

CHEBI ID
79268
PubChem CID
86289856
SMID ID
bhos#36

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 1
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 504.89
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 6.65
Molar Refractivity 132.10

Admin

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