Structure Database (LMSD)

Common Name
bhos#32
Systematic Name
3R-hydroxy-18-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-octadecanoic acid
Synonyms
  • 3R-hydroxy-18-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-octadecanoic acid
LM ID
LMFA13040065
Formula
C24H46O7
Exact Mass
Calculate m/z
446.324355
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)
PLOMOPYTWRTKLB-YWCCWUOUSA-N
InChi (Click to copy)
InChI=1S/C24H46O7/c1-19-21(26)18-22(27)24(31-19)30-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-20(25)17-23(28)29/h19-22,24-27H,2-18H2,1H3,(H,28,29)/t19-,20+,21+,22+,24+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCCCCCC[C@@H](O)CC(=O)O

Other Databases

CHEBI ID
79266
PubChem CID
86289854
SMID ID
bhos#32

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 1
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 470.29
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 5.87
Molar Refractivity 122.87

Admin

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