Structure Database (LMSD)

Common Name
bhos#34
Systematic Name
3R-hydroxy-19-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-nonadecanoic acid
Synonyms
  • 3R-hydroxy-19-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-nonadecanoic acid
LM ID
LMFA13040064
Formula
C25H48O7
Exact Mass
Calculate m/z
460.340005
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)
HRSIKXSIYLWWRZ-BKXWLNCVSA-N
InChi (Click to copy)
InChI=1S/C25H48O7/c1-20-22(27)19-23(28)25(32-20)31-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-21(26)18-24(29)30/h20-23,25-28H,2-19H2,1H3,(H,29,30)/t20-,21+,22+,23+,25+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCCCCCCC[C@@H](O)CC(=O)O

Other Databases

CHEBI ID
79267
PubChem CID
86289855
SMID ID
bhos#34

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 1
Aromatic Rings 0
Rotatable Bonds 20
Van der Waals Molecular Volume 487.59
Topological Polar Surface Area 118.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 6.26
Molar Refractivity 127.48

Admin

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