Structure Database (LMSD)

Common Name
bhas#32
Systematic Name
3R-hydroxy-17R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-octadecanoic acid
Synonyms
  • 3R-hydroxy-17R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-octadecanoic acid
LM ID
LMFA13040045
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)
FHMZFRKIYGFIOX-RQOGSKLQSA-N
InChi (Click to copy)
InChI=1S/C24H46O7/c1-18(30-24-22(27)17-21(26)19(2)31-24)14-12-10-8-6-4-3-5-7-9-11-13-15-20(25)16-23(28)29/h18-22,24-27H,3-17H2,1-2H3,(H,28,29)/t18-,19+,20-,21-,22-,24-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCCCCCCCC[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
79236
PubChem CID
86289825
SMID ID
bhas#32

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 1
Aromatic Rings 0
Rotatable Bonds 18
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