Structure Database (LMSD)

Common Name
oscr#33
Systematic Name
19-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)-2E-nonadecenoic acid
Synonyms
  • 19-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-2E-nonadecenoic acid
LM ID
LMFA13040062
Formula
C25H46O6
Exact Mass
Calculate m/z
442.32944
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty acyl glycosides [FA13]
Ascarosides [FA1304]

String Representations

InChiKey (Click to copy)
JXUDLBNWOUZIRD-KBTOCMJJSA-N
InChi (Click to copy)
InChI=1S/C25H46O6/c1-21-22(26)20-23(27)25(31-21)30-19-17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-24(28)29/h16,18,21-23,25-27H,2-15,17,19-20H2,1H3,(H,28,29)/b18-16+/t21-,22+,23+,25+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@H](O)[C@H](C)O[C@H]1OCCCCCCCCCCCCCCCC/C=C/C(=O)O

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

Other Databases

CHEBI ID
79155
PubChem CID
86289793
SMID ID
oscr#33

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 1
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 476.16
Topological Polar Surface Area 98.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.78
Molar Refractivity 125.49

Admin

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