Structure Database (LMSD)

Common Name
bhas#36
Systematic Name
3R-hydroxy-19R-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-eicosanoic acid
Synonyms
  • 3R-hydroxy-19R-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-icosanoic acid
LM ID
LMFA13040043
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)
PWMQAIGGSBBOQM-MYSWHGEBSA-N
InChi (Click to copy)
InChI=1S/C25H48O7/c1-19(31-25-23(28)18-22(27)20(2)32-25)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-21(26)24(29)30/h19-23,25-28H,3-18H2,1-2H3,(H,29,30)/t19-,20+,21-,22-,23-,25-/m1/s1
SMILES (Click to copy)
O([C@@H](CCCCCCCCCCCCCCC[C@@H](O)C(=O)O)C)[C@H]1[C@H](O)C[C@@H](O)[C@H](C)O1

Other Databases

CHEBI ID
79238
PubChem CID
86289827
SMID ID
bhas#36

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 1
Aromatic Rings 0
Rotatable Bonds 19
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